Thermal decomposition studies of riot control agent ω-chloroacetophenone (CN) by pyrolysis-gas chromatography–mass spectrometry

Nigam, Aditya; Suryanarayana, M.; Gutch, P. K.; Sharma, Sanjeev Kumar; Tomar, L.N.S.; Vijayaraghavan, R.

doi:10.1016/j.jhazmat.2010.08.065

Cited by 6 publications

(3 citation statements)

References 29 publications

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“…The structure of (13) was tentatively assigned based on its EI mass spectrum (Figure ) and the base peak, m/z 139, may be attributed to the chlorotropylium cation (Figure ). The formation of these alpha ‐chloro ketones products may have toxicological implications, as similar compounds such as phenacyl chloride (‘CN Gas’) are known to be potent lachrymators and respiratory irritants . The hyrdobromide salt of mephedrone would be expected to produce the corresponding alpha ‐bromo ketones.…”

Section: Resultsmentioning

confidence: 99%

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‘Smoking’ mephedrone: The identification of the pyrolysis products of 4‐methylmethcathinone hydrochloride

Kavanagh

O’Brien

Power

et al. 2012

Drug Testing and Analysis

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The ring-substituted cathinone - mephedrone - has gained popularity among recreational drug users over the past several years. It is generally consumed orally or by snorting but reports indicate that it is also ingested by vaporization/inhalation. This study examines the pyrolysis products produced by heating mephedrone under using simulated 'meth pipe' conditions. Thirteen pyrolysis products were identified, the major ones being iso-mephedrone, 4-methylpropiophenone, 4-methylphenylacetone, two pyrazine derivatives formed by dimerization of mephedrone, N-methylated mephedrone (N,N,4-trimethylcatinone), two hydroxylated oxidation products and a diketone. Other minor products formed were identified as 4-methylacetophenone, two α-chloro ketones and N-methylated iso-mephedrone.

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Section: Resultsmentioning

confidence: 99%

“…The formation of these alpha-chloro ketones products may have toxicological implications, as similar compounds such as phenacyl chloride ('CN Gas') are known to be potent lachrymators and respiratory irritants. [20] The hyrdobromide salt of mephedrone would be expected to produce the corresponding alpha-bromo ketones.…”

Section: Resultsmentioning

confidence: 99%

‘Smoking’ mephedrone: The identification of the pyrolysis products of 4‐methylmethcathinone hydrochloride

Kavanagh

O’Brien

Power

et al. 2012

Drug Testing and Analysis

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“…While some level of toxicity is predicted for the α‐chloro ketones, no toxicity data are available for the substances formed during bk ‐2C‐B pyrolysis. Products ( 1a , 2 , and 5 ) have been studied as fungicides .…”

Section: Resultsmentioning

confidence: 99%

Identification of pyrolysis products of the new psychoactive substance 2‐amino‐1‐(4‐bromo‐2,5‐dimethoxyphenyl)ethanone hydrochloride (bk‐2C‐B) and its iodo analogue bk‐2C‐I

Texter

Waymach

Kavanagh

et al. 2017

Drug Testing and Analysis

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* 2-Amino-1-(4-bromo-2,5-dimethoxyphenyl)ethanone hydrochloride (bk-2C-B) has recently emerged as a new psychoactive substance (NPS). It is most commonly consumed orally, although there are indications that it might also be ingested by inhalation or 'smoking'. Information about the stability of bk-2C-B when exposed to heat is unavailable and the potential for pyrolytic degradation and formation of unknown substances available for inhalation prompted an investigation using a simulated 'meth pipe' scenario. Twelve products following pyrolysis of bk-2C-B were detected and verified by organic synthesis of the corresponding standards. In addition, 2-amino-1-(4-iodo-2,5-dimethoxyphenyl)ethanone hydrochloride (bk-2C-I) was characterized for the first time and subjected to pyrolysis as well. Similar products were formed, which indicated that the replacement of the bromo with the iodo substituent did not affect the pyrolysis pattern under the conditions used. Two additional products were detected in the bk-2C-I pyrolates, namely 1-(2,5-dimethoxyphenyl)-ethanone and 1-iodo-4-ethenyl-5-methoxyphenol. The potential ingestion of pyrolysis products with unknown toxicity adds an element of concern.

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Review of thermal decomposition, kinetics parameters and evolved gases during pyrolysis of energetic materials using different techniques

El‐Sayed

2022

Journal of Analytical and Applied Pyrolysis

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Thermal decomposition studies of riot control agent ω-chloroacetophenone (CN) by pyrolysis-gas chromatography–mass spectrometry

Cited by 6 publications

References 29 publications

‘Smoking’ mephedrone: The identification of the pyrolysis products of 4‐methylmethcathinone hydrochloride

‘Smoking’ mephedrone: The identification of the pyrolysis products of 4‐methylmethcathinone hydrochloride

Identification of pyrolysis products of the new psychoactive substance 2‐amino‐1‐(4‐bromo‐2,5‐dimethoxyphenyl)ethanone hydrochloride (bk‐2C‐B) and its iodo analogue bk‐2C‐I

Review of thermal decomposition, kinetics parameters and evolved gases during pyrolysis of energetic materials using different techniques

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