Discussion:
Oxidation of thiocyanate
(too old to reply)
p***@woelen.nl
2004-10-20 20:42:41 UTC
Permalink
Hello,

I'm wondering (and a little concerned about) what the oxidation product
of thiocyanate is in acidic media.

I did some experiments, where acidified MnO4(-) is reduced all the way
to Mn(2+) by means of thiocyanate. Based on these experiments, I think
that the stoichiometric ratio of MnO4(-) : SCN(-) is 6 : 5.

Based on this ratio, what can be the oxidation products of SCN(-)?
Definitely it cannot be (SCN)2, as some textbooks state. If that were
the case, then I would expect a ratio MnO4(-) : SCN(-) of 1 : 5. Each
SCN(-) is giving 6 electrons, instead of one!

The only thing I can imagine is that SCN(-) formally gives S(6+) and
CN(-) (which appear as SO4(2-) and HCN), when each SCN(-) gives 6
electrons. Is this really the case? I'm somewhat concerned about the
possibility of formation of HCN.

Wilco
f***@hotmail.com
2004-10-21 04:34:12 UTC
Permalink
Post by p***@woelen.nl
Hello,
I'm wondering (and a little concerned about) what the oxidation product
of thiocyanate is in acidic media.
I did some experiments, where acidified MnO4(-) is reduced all the way
to Mn(2+) by means of thiocyanate. Based on these experiments, I think
that the stoichiometric ratio of MnO4(-) : SCN(-) is 6 : 5.
Based on this ratio, what can be the oxidation products of SCN(-)?
Definitely it cannot be (SCN)2, as some textbooks state. If that were
the case, then I would expect a ratio MnO4(-) : SCN(-) of 1 : 5. Each
SCN(-) is giving 6 electrons, instead of one!
The only thing I can imagine is that SCN(-) formally gives S(6+) and
CN(-) (which appear as SO4(2-) and HCN), when each SCN(-) gives 6
electrons. Is this really the case? I'm somewhat concerned about the
possibility of formation of HCN.
A paper suggests so, and someone has even devised a test for the
detection of thiocyanate in urine by oxidizing it with KMnO4 in acidic
medium. Sulfur is oxidized to sulfate, the ohter product being HCN
which is qualitatively detected by a picrate paper.

Would you like give the details as to how the stoichiometric ratio was
determined. Did you use alkaline medium or acidic medium? The products
would be different in each case.
p***@woelen.nl
2004-10-21 10:01:12 UTC
Permalink
Post by f***@hotmail.com
A paper suggests so, and someone has even devised a test for the
detection of thiocyanate in urine by oxidizing it with KMnO4 in acidic
medium. Sulfur is oxidized to sulfate, the ohter product being HCN
which is qualitatively detected by a picrate paper.
Would you like give the details as to how the stoichiometric ratio was
determined. Did you use alkaline medium or acidic medium? The
products
Post by f***@hotmail.com
would be different in each case.
I dissolved a known amount of KMnO4 (appr. 200 mg, measured to 3 digits
accuracy) in approximately 50 ml of dilute H2SO4 (somewhere about 0.3
M). I dissolved approximately 200 mg of NaSCN (also measured to 3
digits accuracy) in water, such that 20 ml (+/- 0.2 ml) of homogeneous
solution is obtained. Next I dripped the thiocyanate solution in the
acidic KMnO4 solution, constantly swirling the KMnO4 solution. I did
this, until the solution turns colorless. This point can be determined
very easily, because KMnO4 has a very intense color. The amount of
solution of NaSCN gives me the total weight of NaSCN, needed to reduce
all KMnO4.

I did multiple experiments in the same way but did not find consistent
values all the time. The molecular ratios KMnO4 : NaSCN I found were
scattered somewhere between 11 : 10 and 12 : 10. I think that the
uncertainty is due to the fact that the NaSCN is very hygroscopic and
the stuff I have indeed is somewhat clumpy and humid. So my measured
values between 11 and 12 probably are somewhat too low and I think that
the value 12 is correct. Based on this I conclude that the
stoichiometric ratio is 12 : 10, hence 6 : 5.
f***@hotmail.com
2004-10-21 12:01:07 UTC
Permalink
Post by p***@woelen.nl
I dissolved a known amount of KMnO4 (appr. 200 mg, measured to 3 digits
accuracy) in approximately 50 ml of dilute H2SO4 (somewhere about 0.3
M). I dissolved approximately 200 mg of NaSCN (also measured to 3
digits accuracy) in water, such that 20 ml (+/- 0.2 ml) of
homogeneous
Post by p***@woelen.nl
solution is obtained. Next I dripped the thiocyanate solution in the
acidic KMnO4 solution, constantly swirling the KMnO4 solution. I did
this, until the solution turns colorless. This point can be
determined
Post by p***@woelen.nl
very easily, because KMnO4 has a very intense color. The amount of
solution of NaSCN gives me the total weight of NaSCN, needed to reduce
all KMnO4.
I did multiple experiments in the same way but did not find
consistent
Post by p***@woelen.nl
values all the time. The molecular ratios KMnO4 : NaSCN I found were
scattered somewhere between 11 : 10 and 12 : 10. I think that the
uncertainty is due to the fact that the NaSCN is very hygroscopic and
the stuff I have indeed is somewhat clumpy and humid.
Secondly 200 mg of KMnO4 would not contain 200 mg of it. A 0.1 M
solution of KMnO4 would likely be 0.08 M or any number less than 0.1 M
on account of its reactivity with glass, reduction by light, organic
matter in water and it always contains some MnO2 etc.
Post by p***@woelen.nl
So my measured
values between 11 and 12 probably are somewhat too low and I think that
the value 12 is correct. Based on this I conclude that the
stoichiometric ratio is 12 : 10, hence 6 : 5.
Let us try to write the *proposed* half reactions in acidic medium. The
oxidation state of sulfur in KSCN seems to be (-2) from its Lewis
structure [S:C:::N](-).

SCN(-) + 4H2O -----------> SO4(2-) + HCN + 7H(+) + 8e

MnO4(-) + 8 H(+) + 5e -----------> Mn(2+) + 4H20

Combining them (after equating the no. of electron gained or lost)
gives a slightly dreadful result with large coefficients, unless there
is a blunder somewhere (I have not eaten anything for 12 hours...so my
mind may not be working :-).

5 SCN + 8 MnO4(-) + 29 H+ ------> 5 SO4(2-) + 5HCN + 8Mn(2+)+ 12 H2O

The ratio could be 8 KMnO4 : 5 NH4SCN, which partly matches with your
experimental stoichimetry of 6 KMnO4 : 5 NH4SCN, of course there mihgt
be side-reactions etc.
p***@woelen.nl
2004-10-21 13:08:21 UTC
Permalink
Post by f***@hotmail.com
Secondly 200 mg of KMnO4 would not contain 200 mg of it. A 0.1 M
solution of KMnO4 would likely be 0.08 M or any number less than 0.1 M
on account of its reactivity with glass, reduction by light, organic
matter in water and it always contains some MnO2 etc.
Farooq,

I realize this. For this reason I used distilled water and the KMnO4 I
use is lab grade. Of course, still there will be some loss, but I think
it is not so much. It would be better to use K2Cr2O7, but the problem
with this is that endpoint determination is much more difficult, due to
the dark purple color of the reaction product (thiocyanate gives a deep
purple reaction product with acidified dichromate).
Post by f***@hotmail.com
Let us try to write the *proposed* half reactions in acidic medium. The
oxidation state of sulfur in KSCN seems to be (-2) from its Lewis
structure [S:C:::N](-).
SCN(-) + 4H2O -----------> SO4(2-) + HCN + 7H(+) + 8e
<some text snipped>
Post by f***@hotmail.com
unless there
is a blunder somewhere (I have not eaten anything for 12 hours...so my
mind may not be working :-).
Probably it is wise to take good care for yourself ... and eat enough
;-)

I cannot agree with the equation above. The charge on the left equals
-1 and the charge on the right equals -3. Does sulphur really have
oxidation state -2 here?
I did a little different reasoning, only taking into account total
charge on SCN(-) and CN(-). I have no real idea about oxidation states
of S, C and N in SCN(-), but I reasoned as follows:

We start with SCN(-) and if I propose HCN and SO4(2-) as reaction
products, then I would get the following formal reaction, having no
need to know the actual oxidation state of the sulphur in SCN(-):

SCN(-) --> S(6+) + CN(-) + 6e

With waters added I get this:

SCN(-) + 4H2O --> SO4(2-) + 8H(+) + CN(-) + 6e

With CN(-) being the residue of a weak acid this changes to

SCN(-) + 4H2O --> SO4(2-) + 7H(+) + HCN + 6e

Using this formal reasoning, I come to the equation you propose, but
now with 6 electrons at the right. The charges are -1 at both sides.
Post by f***@hotmail.com
MnO4(-) + 8 H(+) + 5e -----------> Mn(2+) + 4H20
With this I agree. Using this, I come to a ratio of 6 : 5 for getting
30 electrons on both sides.

6MnO4(-) + 48H(+) + 5SCN(-) + 20H2O --> 6Mn(2+) + 24H2O + 5SO4(2-) +
35H(+) + 5 HCN

Simplifying:

6MnO4(-) + 13H(+) + 5SCN(-) --> 6Mn(2+) + 4H2O + 5SO4(2-) + 5 HCN
Post by f***@hotmail.com
of course there mihgt be side-reactions etc.
This is something which I also thought about. If sulphur is not going
all the way to +6, as in SO4(2-), but to +5, as in S2O6(2-), then I
would get a ratio, lower than 12 : 10. E.g. if all sulphur would go to
S2O6(2-) I would get a ratio of 10:10, when I use the same formal
reasoning.

But if I'm right, I can indeed conclude that some HCN is formed? I did
not smell it (I can't smell it probably), so I have to be very careful
when working with thiocyanate? This, however, really surprises me. I
always thought that thiocyanate is relatively safe to work with.

I also carefully tried reducing a small amount of acidified KMnO4 with
excess acidified NaCN. The purple color, however does not appear at all
in this experiment, so HCN indeed is quite resistive against oxidation.

If you would take some time to put second thoughts on my reasoning,
then I would appreciate that very much.

Wilco
f***@hotmail.com
2004-10-21 14:11:46 UTC
Permalink
Post by p***@woelen.nl
Farooq,
I realize this. For this reason I used distilled water and the KMnO4 I
use is lab grade. Of course, still there will be some loss, but I think
it is not so much.
There have been many discussions on the stability and proper solutions
of KMnO4 by our ancestral chemists. Laitenen has good discussion on it.
Post by p***@woelen.nl
It would be better to use K2Cr2O7, but the problem
with this is that endpoint determination is much more difficult, due to
the dark purple color of the reaction product (thiocyanate gives a deep
purple reaction product with acidified dichromate).
Perhaps a complex of chromium.
Post by p***@woelen.nl
Post by f***@hotmail.com
oxidation state of sulfur in KSCN seems to be (-2) from its Lewis
structure [S:C:::N](-).
SCN(-) + 4H2O -----------> SO4(2-) + HCN + 7H(+) + 8e
<some text snipped>
Post by f***@hotmail.com
unless there
is a blunder somewhere (I have not eaten anything for 12 hours...so
my
Post by f***@hotmail.com
mind may not be working :-).
Probably it is wise to take good care for yourself ... and eat enough
;-)
Oh, yes it is a fasting month.
Post by p***@woelen.nl
I cannot agree with the equation above. The charge on the left equals
-1 and the charge on the right equals -3. Does sulphur really have
oxidation state -2 here?
I am not too sure. There are certain assumptions when you deduce
oxidation number from Lewis structures ie the electronegativity of
sulfur is greater than carbon ( I used a Pauling's table...another
scale Allred-Rochow says the opposite). If it is assumed that EN of
sulfur is greater than carbon then oxidation number of sulfur is -2, if
the converse is true then oxidation number of sulfur is 0 !( which may
be true...).
If zero oxidation state of sulfur is used then I can write the half
reaction as

SCN(-) + 4H2O -------> SO4(2-) + HCN + 7H(+) + 6e
Post by p***@woelen.nl
I did a little different reasoning, only taking into account total
charge on SCN(-) and CN(-). I have no real idea about oxidation states
Thats why I tried with a Lewis structure [S:C:::N](-), following
Wulfberg's "Inorganic Chemistry" . Please post another question as to
how one should proceed in the case of SCN(-). Some informative answers
might be obtained.
Post by p***@woelen.nl
We start with SCN(-) and if I propose HCN and SO4(2-) as reaction
products, then I would get the following formal reaction, having no
SCN(-) --> S(6+) + CN(-) + 6e
I don't agree with this reasoning, as we are always interested in the
CHANGE of oxidation number and hence the number of electrons lost or
gained. You are ignoring possible negative oxidation state of sulfur
and assuming sulfur to be 0, 6-0 = +6.
Post by p***@woelen.nl
SCN(-) + 4H2O --> SO4(2-) + 8H(+) + CN(-) + 6e
With CN(-) being the residue of a weak acid this changes to
SCN(-) + 4H2O --> SO4(2-) + 7H(+) + HCN + 6e
Using this formal reasoning, I come to the equation you propose, but
now with 6 electrons at the right. The charges are -1 at both sides.
Read alternative explanation above.
Post by p***@woelen.nl
Post by f***@hotmail.com
MnO4(-) + 8 H(+) + 5e -----------> Mn(2+) + 4H20
With this I agree.
I have checked many half reaction tables in the books but none list the
oxidation of thiocyanate this way... of course 2SCN(-) ----> (SCN)2 +
2e is discussed, hence its name pseudo-halide.
Post by p***@woelen.nl
But if I'm right, I can indeed conclude that some HCN is formed? I did
not smell it (I can't smell it probably), so I have to be very
careful
Post by p***@woelen.nl
when working with thiocyanate? This, however, really surprises me. I
always thought that thiocyanate is relatively safe to work with.
Perhaps all cyano- containing compounds would evolve HCN on
acidification. One can expect ferrocyanides to behave similarly.
Post by p***@woelen.nl
I also carefully tried reducing a small amount of acidified KMnO4 with
excess acidified NaCN. The purple color, however does not appear at all
in this experiment, so HCN indeed is quite resistive against
oxidation.

Alkaline medium and KMnO4 convert it into cyanate CNO(-).
Post by p***@woelen.nl
If you would take some time to put second thoughts on my reasoning,
then I would appreciate that very much.
Wilco
p***@woelen.nl
2004-10-21 20:44:44 UTC
Permalink
***@hotmail.com wrote:
<snipped>
Post by f***@hotmail.com
Post by p***@woelen.nl
Post by f***@hotmail.com
unless there
is a blunder somewhere (I have not eaten anything for 12
hours...so
Post by f***@hotmail.com
Post by p***@woelen.nl
my
Post by f***@hotmail.com
mind may not be working :-).
Probably it is wise to take good care for yourself ... and eat enough
;-)
Oh, yes it is a fasting month.
Sorry, I wasn't aware of this. I could have known it. It is not my
intent to make fun of this.


<more text snipped>
Post by f***@hotmail.com
Post by p***@woelen.nl
We start with SCN(-) and if I propose HCN and SO4(2-) as reaction
products, then I would get the following formal reaction, having no
SCN(-) --> S(6+) + CN(-) + 6e
I don't agree with this reasoning, as we are always interested in the
CHANGE of oxidation number and hence the number of electrons lost or
gained. You are ignoring possible negative oxidation state of sulfur
and assuming sulfur to be 0, 6-0 = +6.
This is interesting. I do not ignore the possibility of negative
oxidation numbers, but I'm looking at the total.
Post by f***@hotmail.com
From the experiments I get a stoichiometry of 6 MnO4(-) for 5 SCN(-).
For the time being let's take the stoichiometry 6 : 5 as true. I know
that MnO4(-) takes 5 electrons, hence 6 MnO4(-) takes 30 electrons.
This means that each SCN(-) gives 6 electrons, in total also 30
electrons.

Now I do an educated guess. In the strongly acidic environment, with
MnO4(-) in excess amount, no other oxidation state of sulphur than +6
in SO4(2-) or (on average) +5 in S2O6(2-) can exist. Lower oxidation
states _if they are formed_ will be further oxidized by MnO4(-) at
once.

Now suppose that SO4(2-) is formed. Then we get sulphur in +6 oxidation
state. The only FORMAL equation, which can satisfy this is the
following, unless some strange carbon/nitrogen compounds are assumed to
be formed:

SCN(-) --> S(6+) + CN(-) + 6e

Adding waters and H(+)'s for balancing, this results in formation of
SO4(2-) and HCN.

If we still assume that 6 electrons are given by one SCN(-), but we
assume that S(5+) is formed, then we get the following formal equation:

SCN(-) --> S(5+) + CN(0) + 6e

Adding waters and H(+)'s here for balancing use of acid, this results
in formation of S2O6(2-) and (CN)2. This also is acceptable.

Other imaginable reaction products simply are not there and hence no
results with formal S(4+) can be accepted.


Suppose that the stoichiometry is 5:5 instead of 6:5 (my experiments
gave a somewhat low stoichiometric ratio). Then I get the following
formal equation:

SCN(-) --> S(5+) + CN(-) + 5e

This one gives acceptable end products, being S2O6(2-) and HCN. Other
formal equations for 5:5 stoichiometry do not give acceptable results.

In this lengthy exercise, I demonstrated how I reason with this type of
reactions. My experience is that this method of thinking is quite
succesfull in practice and works for many reactions. The key point in
this type of reasoning is to find acceptable real compounds, which can
match the formal entities in the equations under the given reaction
conditions.
Post by f***@hotmail.com
Post by p***@woelen.nl
Post by f***@hotmail.com
oxidation state of sulfur in KSCN seems to be (-2) from its Lewis
structure [S:C:::N](-).
Now let's do a study with oxidation numbers of the individual sulphur
atom.

Assume OxNum(S) = -2 in the thiocyanate ion, then we can say that
OxNum(C) + OxNum(N) equals +1, otherwise the total charge of SCN(-)
would not be -1. This leaves undecided what the ox. num. is for each
individual atom of the CN group, I just look at the sum of both of
them.
Now suppose that the S is going from -2 to +6. Then 8 electrons are
given, just as you mentioned in your first reply.

This would result in the following formal equation:

SCN(-) --> S(6+) + CN(+) + 8e

This equation could be OK when the following reaction products are
formed:
S(6+) as SO4(2-) and CN(+) as HOCN. I doubt the existence of the latter
in the environment, I created. This would quickly decompose and result
in formation of ammonium ions and carbon dioxide. I did not see any
bubbling of CO2.




In fact what I do, also is working with oxidation numbers, but of
combined entities. This allows me to reason about the reactions,
without the need to know the oxidation number of each individual atom.



<snipped>
Post by f***@hotmail.com
I have checked many half reaction tables in the books but none list the
oxidation of thiocyanate this way... of course 2SCN(-) ----> (SCN)2 +
2e is discussed, hence its name pseudo-halide.
I also was aware of this pseudohalide. However, the results of my
experiments do not match this at all, not even closely. I can imagine
that I make an error of 10%, 20% or something like that, but I do not
believe that I'm wrong with a factor 5 or 6. I did the experiment
multiple times with similar results. So definitely this is not what
occurred.

You suggested a separate message about SCN(-) oxidation numbers on
sci.chem. I'll consider that. A similar question was posted in the past
already. The resulting thread is quite confusing and I think that the
answers provided are at best partially correct. Because of the
confusing answers, and having experimental data, I posted again.
Search google group sci.chem for the following keywords for the link:
thiocyanate oxidation liet.
This provides the discussion from spring 2001, 21 messages in total.
Wilco
f***@hotmail.com
2004-10-22 08:26:23 UTC
Permalink
Post by p***@woelen.nl
Sorry, I wasn't aware of this. I could have known it. It is not my
intent to make fun of this.
I know :-)
Post by p***@woelen.nl
Post by f***@hotmail.com
Post by p***@woelen.nl
SCN(-) --> S(6+) + CN(-) + 6e
I don't agree with this reasoning, as we are always interested in the
CHANGE of oxidation number and hence the number of electrons lost or
gained. You are ignoring possible negative oxidation state of sulfur
and assuming sulfur to be 0, 6-0 = +6.
This is interesting. I do not ignore the possibility of negative
oxidation numbers, but I'm looking at the total.
Again looking at the total you are ignoring negative as well as
positive non-zero oxidation states. Lets suppose S were in +4 state,
then the electrons lost would not be 6, it would be 2e loss now.
Post by p***@woelen.nl
From the experiments I get a stoichiometry of 6 MnO4(-) for 5 SCN(-).
For the time being let's take the stoichiometry 6 : 5 as true. I know
that MnO4(-) takes 5 electrons, hence 6 MnO4(-) takes 30 electrons.
This means that each SCN(-) gives 6 electrons, in total also 30
electrons.
Now I do an educated guess. In the strongly acidic environment, with
MnO4(-) in excess amount, no other oxidation state of sulphur than +6
in SO4(2-) or (on average) +5 in S2O6(2-) can exist. Lower oxidation
states _if they are formed_ will be further oxidized by MnO4(-) at
once.
Correct guess.
Post by p***@woelen.nl
Now suppose that SO4(2-) is formed. Then we get sulphur in +6
oxidation
Post by p***@woelen.nl
state. The only FORMAL equation, which can satisfy this is the
following, unless some strange carbon/nitrogen compounds are assumed to
SCN(-) --> S(6+) + CN(-) + 6e
Six electron transfer means that sulfur here is 0 oxidation state
(absolute oxidation number) which is possible eg in S4O6(2-), two
central sulfurs have zero oxidation number if its Lewis structure is
[O3S-S-S-SO3](2-). If you wish I can write the details of calculating
ON from Lewis structures.

[details snipped]
Post by p***@woelen.nl
SCN(-) --> S(6+) + CN(+) + 8e
This equation could be OK when the following reaction products are
S(6+) as SO4(2-) and CN(+) as HOCN. I doubt the existence of the latter
in the environment, I created. This would quickly decompose and result
in formation of ammonium ions and carbon dioxide. I did not see any
bubbling of CO2.
Quite possible. This one can be thought of as a competing
side-reaction.
Post by p***@woelen.nl
In fact what I do, also is working with oxidation numbers, but of
combined entities. This allows me to reason about the reactions,
without the need to know the oxidation number of each individual atom.
I think I don't undertsnad your point. You are implicitly assuming that
S in SCN was in 0 oxidation state.
S(0)CN- -----> S(VI)O4 (2-) + 6e
Post by p***@woelen.nl
You suggested a separate message about SCN(-) oxidation numbers on
sci.chem. I'll consider that. A similar question was posted in the past
already. The resulting thread is quite confusing and I think that the
answers provided are at best partially correct. Because of the
confusing answers, and having experimental data, I posted again.
thiocyanate oxidation liet.
This provides the discussion from spring 2001, 21 messages in total.
Wilco
As a part of fun:
Can we try solving the equation algebraically, with lot of simultaneous
equations.

aMnO4(-) + bSCN(-) + cH(+) ---------> dMn(2+) + eHCN + fSO4(2-) + gH2O

and relating the coefficients together
say a = d ---(1)
4a = 4f + g ---(2)
b = f ---(3)
and many more.
Please check that whether the system of equations is correct or not.
There is no harm in asking again, as there are variety of answers in
the post you referred to, many suggest zero and some other -2.
p***@woelen.nl
2004-10-22 12:23:05 UTC
Permalink
***@hotmail.com wrote:
<snipped>
Post by f***@hotmail.com
Post by p***@woelen.nl
SCN(-) --> S(6+) + CN(-) + 6e
Six electron transfer means that sulfur here is 0 oxidation state
(absolute oxidation number) which is possible eg in S4O6(2-), two
central sulfurs have zero oxidation number if its Lewis structure is
[O3S-S-S-SO3](2-). If you wish I can write the details of calculating
ON from Lewis structures.
I have a textbook which explains Lewis structures. The problem with
this is that results sometimes are ambiguous (probably I missed
something in the description).
If I were to determine the ox.num. of the atoms I would come up with
the following structure (please read this in Courier typeface):

O O
|| ||
O = S - S - S - S = O
| |
O(-) O(-)

O: -2
side S have 5 bonds to O's and one bond to S. This makes +5 and 0 for
the S atoms or +6 and -1 for the S atoms. Which one is best, I cannot
decide.
I indeed would like to see your method for determining ox.num.

<snipped>
Post by f***@hotmail.com
I think I don't undertsnad your point. You are implicitly assuming that
S in SCN was in 0 oxidation state.
S(0)CN- -----> S(VI)O4 (2-) + 6e
No, what I do is looking at the whole of the ion. In your reasoning
only the S changes oxidation number, but what if the C and/or the N
also do change their oxidation number at the same time?

I think the following are equivalent: In the first line the sulphur has
oxidation state 0 and goes to oxidation state +6. In the second line
the sulphur has oxidation state -2 and goes to oxidation state +6, but
at the same time the C goes from +4 to +2, which is accounted for by
taking 2 electrons on the left.

[S(0)C(+2)N(-3)] ---> S(+6) + [C(+2)N(-3)] + 6e
[S(-2)C(+4)N(-3)] + 2e ---> S(+6) + [C(+2)N(-3)] + 8e

This is what I mean by looking at the total. Although ox.nums are quite
different in the two equations, the net effect is the same. Used in
this way, it is nothing more than a bookkeeping method.

A nice other example is reduction of the dark blue CrO5 (better
CrO(O2)2) to Cr(3+) on addition of a reductor, such as sulfite. Here we
have oxidation numbers +6 for the central chromium atom, -1 for the
oxygen atoms of the two peroxo groups and -2 for the remaining oxygen
atom . Finally we end up with oxidation numbers +3 and -2.

[Cr(+6)O(-2)O(-1)O(-1)O(-1)O(-1)] + 3e + 4e --> Cr(3+) + 5[O(2-)]

Here we see a formal equation with 4 electrons taken at the left for
the four oxygens in the peroxo groups and 3 electrons taken at the left
for the central chromium atom. In one molecule there are two species
changing their oxidation state.

I hope that this explanation makes my reasoning clear to you.

I'll post a message on determination of oxidation numbers of SCN(-) and
CN(-). See what answers we get now.
Post by f***@hotmail.com
Can we try solving the equation algebraically, with lot of
simultaneous
Post by f***@hotmail.com
equations.
aMnO4(-) + bSCN(-) + cH(+) ---------> dMn(2+) + eHCN + fSO4(2-) + gH2O
and relating the coefficients together
say a = d ---(1)
4a = 4f + g ---(2)
b = f ---(3)
and many more.
Please check that whether the system of equations is correct or not.
There is no harm in asking again, as there are variety of answers in
the post you referred to, many suggest zero and some other -2.
Several years ago I wrote a computer program for this kind of problems.
Just entering the reactants at one side and entering the reaction
products at the other side. Then equations are determined for each
element, and for the total charge. This gives a homogeneous equation of
the form Ax=0, where A is a matrix, depending on the numbers in the
formula's (e.g MnO4(-) gives a 1 in A for Mn, a 4 for O and a -1 for
the charge). The vector x is the vector of unknown coefficients a, b,
c, etc. By determining the null-space of A, the system can be solved.

If the null space of A is one-dimensional, we get solutions of the form
k*v, where k can be chosen freely (this is reasonable, because chemical
equations can be scaled by some factor without changing their meaning),
and v is any element from the null-space of A.

The problem with this is that the null-space need not be
one-dimensional. For the following reaction, it is two-dimensional:

a Cu + b HNO3 ---> c NO + d NO2 + e Cu(2+) + f H2O

When the dimension of the null-space is higher than one, then this
indicates that reaction products can be exchanged for each other. My
experience is that most reactions, beyond the simple schoolboys
chemistry have a null-space of higher dimension and no determinate
answer can be derived. For the example above, NO and NO2 can appear in
any ratio, depending on reaction conditions, like temperature,
concentration, etc.

The reaction you describe above has a 1-dimensional null-space. I'm
quite sure that determining the null space of A yields exactly the same
equations as I posted earlier. When other compounds are allowed in the
equation (e.g. S2O6(2-), (CN)2 or HOCN) then the null-space becomes
higher dimensional.

The sad thing is that the solution from higher dimensional null spaces
does not tell anything about how much of the reaction products is
formed. For higher dimensional null spaces of dimension N, any solution
k1*v1 + k2*v2 + ... kN*vN satisfies the equation. E.g. for the equation
above with copper and HNO3, one can simply choose (k1, k2) such that no
NO appears, but one can as easily choose another (k1, k2) such that no
NO2 appears.
f***@hotmail.com
2004-10-22 13:25:20 UTC
Permalink
Post by p***@woelen.nl
I indeed would like to see your method for determining ox.num.
This method is based on electronegativity and Lewis *dot* structures.
Here EN of O > EN of S. Write the net charges outside the bracket,
instead of amibiguously assigning the charge on individual oxygen
atoms.
[S4O6](2-) can be drawn as (again helpless here...hope it appears
correctly)

O O
: :
[O : S : S : S : S : O](2-). Draw octet on each.
: :
O O

Since EN O > S, move the electron pair towards the more electronegative
ion, and divide the pair between same atoms (sulfur here). Now compare
the remaining number of valence electrons with its groups number. Now
the first sulfur atom (from left) has one electron left (after
artificial division), free sulfur atom has 6 valence electrons so 6 - 1
= 5. The same argument is applied on the S atom at the other end.
Central sulfurs are zero.
Post by p***@woelen.nl
<snipped>
Post by f***@hotmail.com
I think I don't undertsnad your point. You are implicitly assuming
that
Post by f***@hotmail.com
S in SCN was in 0 oxidation state.
S(0)CN- -----> S(VI)O4 (2-) + 6e
No, what I do is looking at the whole of the ion. In your reasoning
only the S changes oxidation number, but what if the C and/or the N
also do change their oxidation number at the same time?
Then equations become slightly complex, or sometimes very complex.
Post by p***@woelen.nl
I think the following are equivalent: In the first line the sulphur has
oxidation state 0 and goes to oxidation state +6. In the second line
the sulphur has oxidation state -2 and goes to oxidation state +6, but
at the same time the C goes from +4 to +2, which is accounted for by
taking 2 electrons on the left.
[S(0)C(+2)N(-3)] ---> S(+6) + [C(+2)N(-3)] + 6e
[S(-2)C(+4)N(-3)] + 2e ---> S(+6) + [C(+2)N(-3)] + 8e
This is what I mean by looking at the total. Although ox.nums are quite
different in the two equations, the net effect is the same. Used in
this way, it is nothing more than a bookkeeping method.
Correct. When I assume sulfur to be 0, then carbon comes out to be +2,
and when -2 then carbon is +4. Your point is perfectly valid.
Post by p***@woelen.nl
[Cr(+6)O(-2)O(-1)O(-1)O(-1)O(-1)] + 3e + 4e --> Cr(3+) + 5[O(2-)]
Here we see a formal equation with 4 electrons taken at the left for
the four oxygens in the peroxo groups and 3 electrons taken at the left
for the central chromium atom. In one molecule there are two species
changing their oxidation state.
I hope that this explanation makes my reasoning clear to you.
I think such equations be included in general chemistry courses where
there is simultaneous change in oxidation numbers. Atleast in five
standards textbooks of analytical and general chemistry I surveyed
there is no example (or perhaps one or two) of redox equations
involving simultaneous change in oxidation numbers. It was only in few
articles in journals that I found algebraic, and other complex methods
of solving redox equations. There is only one in J.Chem.Ed on solving
complex redox equations by *inspection* following some simple rules.
Post by p***@woelen.nl
I'll post a message on determination of oxidation numbers of SCN(-) and
CN(-). See what answers we get now.
Please do.
Post by p***@woelen.nl
Several years ago I wrote a computer program for this kind of
problems.
Post by p***@woelen.nl
Just entering the reactants at one side and entering the reaction
products at the other side. Then equations are determined for each
element, and for the total charge. This gives a homogeneous equation of
the form Ax=0, where A is a matrix, depending on the numbers in the
formula's (e.g MnO4(-) gives a 1 in A for Mn, a 4 for O and a -1 for
the charge). The vector x is the vector of unknown coefficients a, b,
c, etc. By determining the null-space of A, the system can be solved.
I have never used matrix method, but one the article in the journal I
am referring to involves matrix method for a relatively more complex
equations involving 11 reactants icluding cyanide and thiocyanate and
the author said it took 2-3 hours to solve it. It is reproduced here as
a riddle.

H2 + Ca(CN)2 + NaAlF4 + FeSO4 + MgSiO3 + KI + H3PO4 + PbCrO4 + BrCl +
CF2Cl2 + SO2

Products: PbBr2 + CrCl3 + MgCO3 + KAl(OH)4 + Fe(SCN)3 + PI3 + Na2SiO3 +
CaF2 + H20
Can your computer program generate solution of this equation?
p***@woelen.nl
2004-10-22 17:48:12 UTC
Permalink
Post by f***@hotmail.com
Post by p***@woelen.nl
I indeed would like to see your method for determining ox.num.
This method is based on electronegativity and Lewis *dot* structures.
Here EN of O > EN of S. Write the net charges outside the bracket,
instead of amibiguously assigning the charge on individual oxygen
atoms.
[S4O6](2-) can be drawn as (again helpless here...hope it appears
correctly)
O O
[O : S : S : S : S : O](2-). Draw octet on each.
O O
Since EN O > S, move the electron pair towards the more
electronegative
Post by f***@hotmail.com
ion, and divide the pair between same atoms (sulfur here). Now
compare
Post by f***@hotmail.com
the remaining number of valence electrons with its groups number. Now
the first sulfur atom (from left) has one electron left (after
artificial division), free sulfur atom has 6 valence electrons so 6 - 1
= 5. The same argument is applied on the S atom at the other end.
Central sulfurs are zero.
I'll study your method in more detail and try it on other structures as
well to get the idea. Thanks already for this info. I certainly think
that this more formal method is a nice addition to the method I
developed myself.
Post by f***@hotmail.com
Post by p***@woelen.nl
[Cr(+6)O(-2)O(-1)O(-1)O(-1)O(-1)] + 3e + 4e --> Cr(3+) + 5[O(2-)]
Here we see a formal equation with 4 electrons taken at the left for
the four oxygens in the peroxo groups and 3 electrons taken at the
left
Post by p***@woelen.nl
for the central chromium atom. In one molecule there are two
species
Post by f***@hotmail.com
Post by p***@woelen.nl
changing their oxidation state.
I hope that this explanation makes my reasoning clear to you.
I think such equations be included in general chemistry courses where
there is simultaneous change in oxidation numbers. Atleast in five
standards textbooks of analytical and general chemistry I surveyed
there is no example (or perhaps one or two) of redox equations
involving simultaneous change in oxidation numbers. It was only in few
articles in journals that I found algebraic, and other complex
methods
Post by f***@hotmail.com
of solving redox equations. There is only one in J.Chem.Ed on
solving
Post by f***@hotmail.com
complex redox equations by *inspection* following some simple rules.
Many modern textbooks are either very detailed at the lowest level,
describing orbitals and the like and all kinds of mechanisms or they
are very simple. What I miss is a desription of the behaviour of real
chemicals, which are used in industry or even everyday life. This is
not in general true, but frequently it is. Most of the things I know I
had to find out myself, asking people who work in the field and from
older books. Right now I learn new things from you...
Post by f***@hotmail.com
I have never used matrix method, but one the article in the journal I
am referring to involves matrix method for a relatively more complex
equations involving 11 reactants icluding cyanide and thiocyanate and
the author said it took 2-3 hours to solve it. It is reproduced here as
a riddle.
H2 + Ca(CN)2 + NaAlF4 + FeSO4 + MgSiO3 + KI + H3PO4 + PbCrO4 + BrCl +
CF2Cl2 + SO2
Products: PbBr2 + CrCl3 + MgCO3 + KAl(OH)4 + Fe(SCN)3 + PI3 + Na2SiO3 +
CaF2 + H20
Can your computer program generate solution of this equation?
This riddle is nicely constructed. The null-space of this matrix is of
dimension 1 and hence an exact solution can be given! Solving such a
riddle is one thing, but constructing such a beast is another one.
Whether these reactions occur in realily if the reactants are mixed in
the computed stoichiometric ratios is another matter :-)

I think that the following is the solution for the reactants.
88 H2
15 Ca(CN)2
6 NaAlF4
10 FeSO4
3 MgSiO3
6 KI
2 H3PO4
6 PbCrO4
12 BrCl
3 CF2Cl2
20 SO2


The following is the solution for the reaction products:
6 PbBr2
6 CrCl3
3 MgCO3
6 KAl(OH)4
10 Fe(SCN)3
2 PI3
3 Na2SiO3
15 CaF2
79 H2O

Most of the work I had to do is the typing of all coefficients of the
matrix below and I hope that I did not make a typo.

The matrix A for this system is:
# rows: 19
# columns: 20
H 2 0 0 0 0 0 3 0 0 0 0 0 0 0 -4 0 0 0 0 -2
Ca 0 1 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -1 0
C 0 2 0 0 0 0 0 0 0 1 0 0 0 -1 0 -3 0 0 0 0
N 0 2 0 0 0 0 0 0 0 0 0 0 0 0 0 -3 0 0 0 0
Na 0 0 1 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -2 0 0
Al 0 0 1 0 0 0 0 0 0 0 0 0 0 0 -1 0 0 0 0 0
F 0 0 4 0 0 0 0 0 0 2 0 0 0 0 0 0 0 0 -2 0
Fe 0 0 0 1 0 0 0 0 0 0 0 0 0 0 0 -1 0 0 0 0
S 0 0 0 1 0 0 0 0 0 0 1 0 0 0 0 -3 0 0 0 0
O 0 0 0 4 3 0 4 4 0 0 2 0 0 -3 -4 0 0 -3 0 -1
Mg 0 0 0 0 1 0 0 0 0 0 0 0 0 -1 0 0 0 0 0 0
Si 0 0 0 0 1 0 0 0 0 0 0 0 0 0 0 0 0 -1 0 0
K 0 0 0 0 0 1 0 0 0 0 0 0 0 0 -1 0 0 0 0 0
I 0 0 0 0 0 1 0 0 0 0 0 0 0 0 0 0 -3 0 0 0
P 0 0 0 0 0 0 1 0 0 0 0 0 0 0 0 0 -1 0 0 0
Pb 0 0 0 0 0 0 0 1 0 0 0 -1 0 0 0 0 0 0 0 0
Cr 0 0 0 0 0 0 0 1 0 0 0 0 -1 0 0 0 0 0 0 0
Br 0 0 0 0 0 0 0 0 1 0 0 -2 0 0 0 0 0 0 0 0
Cl 0 0 0 0 0 0 0 0 1 2 0 0 -3 0 0 0 0 0 0 0

This matrix is multiplied by the vector (v1 v2 v3 ... v20)', where v1
is the
coefficient for H2, v2 is the coefficient for Ca(CN)2, etc. and v20 is
the coefficient for H2O.

Once you have the matrix, then the rest is trivial. As you can see, the
method I use is quite trivial and with some basic linear algebra any
chemical equation can be solved, as long as the solution space has
dimension 1.
f***@hotmail.com
2004-10-22 18:31:33 UTC
Permalink
Post by p***@woelen.nl
Many modern textbooks are either very detailed at the lowest level,
describing orbitals and the like and all kinds of mechanisms or they
are very simple.
This is what is dislike. Students know how to draw structures of
hypothetical molecules but when asked of simple real life questions,
they have no idea. One of my fellow student asked me as to how one can
prepare copper nitrate from copper wire and nitric acid. I think german
chemistry books are more *real-life* oriented, though I have never read
them...but I wish I could.
Post by p***@woelen.nl
Post by f***@hotmail.com
H2 + Ca(CN)2 + NaAlF4 + FeSO4 + MgSiO3 + KI + H3PO4 + PbCrO4 + BrCl +
CF2Cl2 + SO2
Products: PbBr2 + CrCl3 + MgCO3 + KAl(OH)4 + Fe(SCN)3 + PI3 +
Na2SiO3
Post by p***@woelen.nl
+
Post by f***@hotmail.com
CaF2 + H20
Can your computer program generate solution of this equation.
I think that the following is the solution for the reactants.
88 H2
15 Ca(CN)2
6 NaAlF4
10 FeSO4
3 MgSiO3
6 KI
2 H3PO4
6 PbCrO4
12 BrCl
3 CF2Cl2
20 SO2
6 PbBr2
6 CrCl3
3 MgCO3
6 KAl(OH)4
10 Fe(SCN)3
2 PI3
3 Na2SiO3
15 CaF2
79 H2O
Most of the work I had to do is the typing of all coefficients of the
matrix below and I hope that I did not make a typo.
EXCELLENT. A self-taught chemist. I will write some more perplexing
redox equations, but this was the most horrible.
p***@woelen.nl
2004-10-23 11:22:02 UTC
Permalink
Post by f***@hotmail.com
Post by p***@woelen.nl
I indeed would like to see your method for determining ox.num.
This method is based on electronegativity and Lewis *dot* structures.
Here EN of O > EN of S. Write the net charges outside the bracket,
instead of amibiguously assigning the charge on individual oxygen
atoms.
[S4O6](2-) can be drawn as (again helpless here...hope it appears
correctly)
O O
[O : S : S : S : S : O](2-). Draw octet on each.
O O
Since EN O > S, move the electron pair towards the more
electronegative
Post by f***@hotmail.com
ion, and divide the pair between same atoms (sulfur here). Now
compare
Post by f***@hotmail.com
the remaining number of valence electrons with its groups number. Now
the first sulfur atom (from left) has one electron left (after
artificial division), free sulfur atom has 6 valence electrons so 6 - 1
= 5. The same argument is applied on the S atom at the other end.
Central sulfurs are zero.
I did the exercise for SCN(-) and then I come to the following:

:
:S:C:::N:
:

EN(S) > EN(C)
EN(N) > EN(C) ??

Then I find the following:
:
:S: C :::N:
:

S normally has 6 outer electrons, now it has 8, so OxNum(S) == -2.
C normally has 4 outer electrons, now it has none, so OxNum(C) == +4.
N normally has 5 outer electrons, now it has 8, so OxNum(N) == -3.

In this whole exercise, I put the single negative charge on the N-atom,
otherwise I get no octets around the atoms. I doubt whether this is
100% correct, isn't that single electron delocalized and 'spread out'
over the entiry SCN-unit?
Why is there so much discussion on the OxNum of S? This method
unambiguously gives -2 for the S, while the value 0 also is proposed
for the OxNum of S.

For the compound (SCN)2, structure

: :
:N:::C:S:S:C:::N:
: :

the same exercise results in OxNum(S) == -1 for both sulphurs, OxNum(C)
== +4 and OxNum(N) == -3. The total charge being 0.


For CN(-) I get the structure :C:::N: with OxNum(C) == +2 and OxNum(N)
== -3.

For CO, I don't get a full octet around the C if I assume that O does
not go further than a double bond. Is this correct? I get
:
:C::O
:
The OxNums I get are, however, +2 for C and -2 for O.


For molecules like NO and NO2 I have the same problem when making Lewis
dot-structures, I even end up with odd number of electrons around the
atoms. Things get even more complex for resonance stabilized structures
like benzene. How do you solve these situations with Lewis
dot-structures?


Am I doing right? If not, please let me know. I think, however, that I
grasped the idea. This way of thinking is new to me, but indeed it
gives good insight.

Paddy
2004-10-21 23:53:58 UTC
Permalink
Post by f***@hotmail.com
Let us try to write the *proposed* half reactions in acidic medium. The
oxidation state of sulfur in KSCN seems to be (-2) from its Lewis
structure [S:C:::N](-).
SCN(-) + 4H2O -----------> SO4(2-) + HCN + 7H(+) + 8e
MnO4(-) + 8 H(+) + 5e -----------> Mn(2+) + 4H20
Combining them (after equating the no. of electron gained or lost)
gives a slightly dreadful result with large coefficients, unless there
is a blunder somewhere (I have not eaten anything for 12 hours...so my
mind may not be working :-).
5 SCN + 8 MnO4(-) + 29 H+ ------> 5 SO4(2-) + 5HCN + 8Mn(2+)+ 12 H2O
The ratio could be 8 KMnO4 : 5 NH4SCN, which partly matches with your
experimental stoichimetry of 6 KMnO4 : 5 NH4SCN, of course there mihgt
be side-reactions etc.
Ah, side-reactions. Acidified KMnO4 is a strong oxidizer.
HCN behaves a bit like HCl, so we shouldn't be surprised to see (CN)2 formed.
It can also be oxidized to CNO- so we could have some of that.
CNO- can be expected to form (CNO)2
And then, from that soup, we might see mixed pseudo-halogens ... CN.CNO CN.CNS
CNS.CNO ... no wonder the stoichiometry was so variable.
Continue reading on narkive:
Loading...