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edited end of first paragraph.
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user55119
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@Maurice has pointed out the shortcomings of the proposed colorless products from the NaOCl oxidation of Allura Red AC (1, including the red atoms). A study has been reported[1] on the kinetics of the oxidation of Sunset Yellow (1, without the red atoms) with stoichiometric Chloramine-T (sodium N-chloro-4-methylbenzenesulfonamide) in alkali in the presence of catalytic Os(VIII). The structural similarities of the two dyes suggest that the products of oxidation are similar in the two cases. The authors were able to identify, after acidification, the sulfonic acid of o-naphthoquinone 3, benzenesulfonic acid 5 and nitrogen. The products from the oxidation would be expected to be the "red" analogsanalog of 35 and o-naphthoquinone 53.

The

The decomposition of 2 is effected by alkaline hydrolysis and elimination of the chlorohydrazone functionality. The authors propose a similar mechanism but they do not invoke a role for Os(VIII). It is likely that in their case, Os(VIII) is the oxidant and Chloramine-T is the regenerative reagent. Nonetheless, the Chloramine-T mechanism would apply to NaOCl. The OP's post claims that the products of oxidation are colorless. o-Naphthoquinone is yellow.


  1. K. N. Vinod, Puttaswamy and K. N. Ninge Gowda, Inorganic Chimica Acta, 2009, 362, 2044.

@Maurice has pointed out the shortcomings of the proposed colorless products from the NaOCl oxidation of Allura Red AC (1, including the red atoms). A study has been reported[1] on the kinetics of the oxidation of Sunset Yellow (1, without the red atoms) with stoichiometric Chloramine-T (sodium N-chloro-4-methylbenzenesulfonamide) in alkali in the presence of catalytic Os(VIII). The structural similarities of the two dyes suggest that the products of oxidation are similar in the two cases. The authors were able to identify, after acidification, the sulfonic acid of o-naphthoquinone 3, benzenesulfonic acid 5 and nitrogen. The products from the oxidation would be expected to be the "red" analogs of 3 and 5.

The decomposition of 2 is effected by alkaline hydrolysis and elimination of the chlorohydrazone functionality. The authors propose a similar mechanism but they do not invoke a role for Os(VIII). It is likely that in their case, Os(VIII) is the oxidant and Chloramine-T is the regenerative reagent. Nonetheless, the Chloramine-T mechanism would apply to NaOCl. The OP's post claims that the products of oxidation are colorless. o-Naphthoquinone is yellow.


  1. K. N. Vinod, Puttaswamy and K. N. Ninge Gowda, Inorganic Chimica Acta, 2009, 362, 2044.

@Maurice has pointed out the shortcomings of the proposed colorless products from the NaOCl oxidation of Allura Red AC (1, including the red atoms). A study has been reported[1] on the kinetics of the oxidation of Sunset Yellow (1, without the red atoms) with stoichiometric Chloramine-T (sodium N-chloro-4-methylbenzenesulfonamide) in alkali in the presence of catalytic Os(VIII). The structural similarities of the two dyes suggest that the products of oxidation are similar in the two cases. The authors were able to identify, after acidification, the sulfonic acid of o-naphthoquinone 3, benzenesulfonic acid 5 and nitrogen. The products from the oxidation would be expected to be the "red" analog of 5 and o-naphthoquinone 3.

The decomposition of 2 is effected by alkaline hydrolysis and elimination of the chlorohydrazone functionality. The authors propose a similar mechanism but they do not invoke a role for Os(VIII). It is likely that in their case, Os(VIII) is the oxidant and Chloramine-T is the regenerative reagent. Nonetheless, the Chloramine-T mechanism would apply to NaOCl. The OP's post claims that the products of oxidation are colorless. o-Naphthoquinone is yellow.


  1. K. N. Vinod, Puttaswamy and K. N. Ninge Gowda, Inorganic Chimica Acta, 2009, 362, 2044.
wrong ping. Corrected.
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user55119
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@Mathew Mahindaratne@Maurice has pointed out the shortcomings of the proposed colorless products from the NaOCl oxidation of Allura Red AC (1, including the red atoms). A study has been reported[1] on the kinetics of the oxidation of Sunset Yellow (1, without the red atoms) with stoichiometric Chloramine-T (sodium N-chloro-4-methylbenzenesulfonamide) in alkali in the presence of catalytic Os(VIII). The structural similarities of the two dyes suggest that the products of oxidation are similar in the two cases. The authors were able to identify, after acidification, the sulfonic acid of o-naphthoquinone 3, benzenesulfonic acid 5 and nitrogen. The products from the oxidation would be expected to be the "red" analogs of 3 and 5.

The decomposition of 2 is effected by alkaline hydrolysis and elimination of the chlorohydrazone functionality. The authors propose a similar mechanism but they do not invoke a role for Os(VIII). It is likely that in their case, Os(VIII) is the oxidant and Chloramine-T is the regenerative reagent. Nonetheless, the Chloramine-T mechanism would apply to NaOCl. The OP's post claims that the products of oxidation are colorless. o-Naphthoquinone is yellow.


  1. K. N. Vinod, Puttaswamy and K. N. Ninge Gowda, Inorganic Chimica Acta, 2009, 362, 2044.

@Mathew Mahindaratne has pointed out the shortcomings of the proposed colorless products from the NaOCl oxidation of Allura Red AC (1, including the red atoms). A study has been reported[1] on the kinetics of the oxidation of Sunset Yellow (1, without the red atoms) with stoichiometric Chloramine-T (sodium N-chloro-4-methylbenzenesulfonamide) in alkali in the presence of catalytic Os(VIII). The structural similarities of the two dyes suggest that the products of oxidation are similar in the two cases. The authors were able to identify, after acidification, the sulfonic acid of o-naphthoquinone 3, benzenesulfonic acid 5 and nitrogen. The products from the oxidation would be expected to be the "red" analogs of 3 and 5.

The decomposition of 2 is effected by alkaline hydrolysis and elimination of the chlorohydrazone functionality. The authors propose a similar mechanism but they do not invoke a role for Os(VIII). It is likely that in their case, Os(VIII) is the oxidant and Chloramine-T is the regenerative reagent. Nonetheless, the Chloramine-T mechanism would apply to NaOCl. The OP's post claims that the products of oxidation are colorless. o-Naphthoquinone is yellow.


  1. K. N. Vinod, Puttaswamy and K. N. Ninge Gowda, Inorganic Chimica Acta, 2009, 362, 2044.

@Maurice has pointed out the shortcomings of the proposed colorless products from the NaOCl oxidation of Allura Red AC (1, including the red atoms). A study has been reported[1] on the kinetics of the oxidation of Sunset Yellow (1, without the red atoms) with stoichiometric Chloramine-T (sodium N-chloro-4-methylbenzenesulfonamide) in alkali in the presence of catalytic Os(VIII). The structural similarities of the two dyes suggest that the products of oxidation are similar in the two cases. The authors were able to identify, after acidification, the sulfonic acid of o-naphthoquinone 3, benzenesulfonic acid 5 and nitrogen. The products from the oxidation would be expected to be the "red" analogs of 3 and 5.

The decomposition of 2 is effected by alkaline hydrolysis and elimination of the chlorohydrazone functionality. The authors propose a similar mechanism but they do not invoke a role for Os(VIII). It is likely that in their case, Os(VIII) is the oxidant and Chloramine-T is the regenerative reagent. Nonetheless, the Chloramine-T mechanism would apply to NaOCl. The OP's post claims that the products of oxidation are colorless. o-Naphthoquinone is yellow.


  1. K. N. Vinod, Puttaswamy and K. N. Ninge Gowda, Inorganic Chimica Acta, 2009, 362, 2044.
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user55119
  • 17.5k
  • 5
  • 60
  • 96

@Mathew Mahindaratne has pointed out the shortcomings of the proposed colorless products from the NaOCl oxidation of Allura Red AC (1, including the red atoms). A study has been reported[1] on the kinetics of the oxidation of Sunset Yellow (1, without the red atoms) with stoichiometric Chloramine-T (sodium N-chloro-4-methylbenzenesulfonamide) in alkali in the presence of catalytic Os(VIII). The structural similarities of the two dyes suggest that the products of oxidation are similar in the two cases. The authors were able to identify, after acidification, the sulfonic acid of o-naphthoquinone 3, benzenesulfonic acid 5 and nitrogen. The products from the oxidation would be expected to be the "red" analogs of 3 and 5.

The decomposition of 2 is effected by alkaline hydrolysis and elimination of the chlorohydrazone functionality. The authors propose a similar mechanism but they do not invoke a role for Os(VIII). It is likely that in their case, Os(VIII) is the oxidant and Chloramine-T is the regenerative reagent. Nonetheless, the Chloramine-T mechanism would apply to NaOCl. The OP's post claims that the products of oxidation are colorless. o-Naphthoquinone is yellow.


  1. K. N. Vinod, Puttaswamy and K. N. Ninge Gowda, Inorganic Chimica Acta, 2009, 362, 2044.