Radical-Induced Decomposition of Dimethyl-n-(2-cyano-2-propyl)Ketenimine

Roland P.T. Chung; Stefan K. Danek; Cindy Quach; David H. Solomon

doi:10.1080/10601329409351522

Radical-Induced Decomposition of Dimethyl-n-(2-cyano-2-propyl)Ketenimine

Roland P.T. Chung, Stefan K. Danek, Cindy Quach, David H. Solomon

Medicinal Chemistry

Research output: Contribution to journal › Article › Research › peer-review

5 Citations (Scopus)

Abstract

The decomposition of 2,2’-azobisisobutyronitrile (AIBN) and di-methyl-Ar-(2-cyano-2-propyl)ketenimine (1) were studied using a radical scavenger, l,l,3,3-tetramethylisoindolin-2-yloxyl (2), to isolate the cage reaction. Anomalous results were obtained, and these are explained by an induced decomposition of the ketenimine (1) by the radical scavenger (2), which results in an increased rate of decomposition and a change in the ratio of combination:disproportionation products. A mechanism for the induced decomposition is proposed. © 1994, Taylor & Francis Group, LLC. All rights reserved.

Original language	English
Pages (from-to)	329-337
Number of pages	9
Journal	Journal of Macromolecular Science, Part A
Volume	31
Issue number	3
DOIs	https://doi.org/10.1080/10601329409351522
Publication status	Published - 1 Mar 1994

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title = "Radical-Induced Decomposition of Dimethyl-n-(2-cyano-2-propyl)Ketenimine",

abstract = "The decomposition of 2,2{\textquoteright}-azobisisobutyronitrile (AIBN) and di-methyl-Ar-(2-cyano-2-propyl)ketenimine (1) were studied using a radical scavenger, l,l,3,3-tetramethylisoindolin-2-yloxyl (2), to isolate the cage reaction. Anomalous results were obtained, and these are explained by an induced decomposition of the ketenimine (1) by the radical scavenger (2), which results in an increased rate of decomposition and a change in the ratio of combination:disproportionation products. A mechanism for the induced decomposition is proposed. {\textcopyright} 1994, Taylor \& Francis Group, LLC. All rights reserved.",

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year = "1994",

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doi = "10.1080/10601329409351522",

language = "English",

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TY - JOUR

T1 - Radical-Induced Decomposition of Dimethyl-n-(2-cyano-2-propyl)Ketenimine

AU - Chung, Roland P.T.

AU - Danek, Stefan K.

AU - Quach, Cindy

AU - Solomon, David H.

PY - 1994/3/1

Y1 - 1994/3/1

N2 - The decomposition of 2,2’-azobisisobutyronitrile (AIBN) and di-methyl-Ar-(2-cyano-2-propyl)ketenimine (1) were studied using a radical scavenger, l,l,3,3-tetramethylisoindolin-2-yloxyl (2), to isolate the cage reaction. Anomalous results were obtained, and these are explained by an induced decomposition of the ketenimine (1) by the radical scavenger (2), which results in an increased rate of decomposition and a change in the ratio of combination:disproportionation products. A mechanism for the induced decomposition is proposed. © 1994, Taylor & Francis Group, LLC. All rights reserved.

AB - The decomposition of 2,2’-azobisisobutyronitrile (AIBN) and di-methyl-Ar-(2-cyano-2-propyl)ketenimine (1) were studied using a radical scavenger, l,l,3,3-tetramethylisoindolin-2-yloxyl (2), to isolate the cage reaction. Anomalous results were obtained, and these are explained by an induced decomposition of the ketenimine (1) by the radical scavenger (2), which results in an increased rate of decomposition and a change in the ratio of combination:disproportionation products. A mechanism for the induced decomposition is proposed. © 1994, Taylor & Francis Group, LLC. All rights reserved.

UR - https://www.scopus.com/pages/publications/0028195156

U2 - 10.1080/10601329409351522

DO - 10.1080/10601329409351522

M3 - Article

AN - SCOPUS:0028195156

SN - 1060-1325

VL - 31

SP - 329

EP - 337

JO - Journal of Macromolecular Science, Part A

JF - Journal of Macromolecular Science, Part A

IS - 3

ER -

Radical-Induced Decomposition of Dimethyl-n-(2-cyano-2-propyl)Ketenimine

Abstract

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