An investigation of the thermal decomposition of the methohydroxides and methodeuterio-oxides of some 5-N,N-dimethylaminopent-1-enes

Wesley Cocker; Niall W.A. Geraghty; T. Brian H. McMurry; Patrick V.R. Shannon

doi:10.1039/p19840002245

An investigation of the thermal decomposition of the methohydroxides and methodeuterio-oxides of some 5-N,N-dimethylaminopent-1-enes

Wesley Cocker
, Niall W.A. Geraghty
, T. Brian H. McMurry
, Patrick V.R. Shannon

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

12 Citations (Scopus)

Abstract

The base-catalysed thermal decomposition of a number of quaternary bases of the type (R¹)₂C=CHC(R²)₂C(R ³)₂CH₂N⁺Me₃X^- (R¹ = H, Me; R² = H, ²H; R³ = H, ²H, Me; X = OH,O²H) has been investigated. It is shown that the reaction is initiated by attack of base (OH, Ō²H, ylide) on an allylic proton or [²H]. A mechanism for the reaction is suggested.

Original language	English
Pages (from-to)	2245-2254
Number of pages	10
Journal	Journal of the Chemical Society - Perkin Transactions 1
DOIs	https://doi.org/10.1039/p19840002245
Publication status	Published - 1984
Externally published	Yes

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10.1039/p19840002245

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title = "An investigation of the thermal decomposition of the methohydroxides and methodeuterio-oxides of some 5-N,N-dimethylaminopent-1-enes",

abstract = "The base-catalysed thermal decomposition of a number of quaternary bases of the type (R1)2C=CHC(R2)2C(R 3)2CH2N+Me3X- (R1 = H, Me; R2 = H, 2H; R3 = H, 2H, Me; X = OH,O2H) has been investigated. It is shown that the reaction is initiated by attack of base (OH, Ō2H, ylide) on an allylic proton or [2H]. A mechanism for the reaction is suggested.",

author = "Wesley Cocker and Geraghty, \{Niall W.A.\} and McMurry, \{T. Brian H.\} and Shannon, \{Patrick V.R.\}",

year = "1984",

doi = "10.1039/p19840002245",

language = "English",

pages = "2245--2254",

journal = "Journal of the Chemical Society - Perkin Transactions 1",

issn = "1472-7781",

publisher = "Chemical Society",

}

An investigation of the thermal decomposition of the methohydroxides and methodeuterio-oxides of some 5-N,N-dimethylaminopent-1-enes. / Cocker, Wesley; Geraghty, Niall W.A.; McMurry, T. Brian H. et al.
In: Journal of the Chemical Society - Perkin Transactions 1, 1984, p. 2245-2254.

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

TY - JOUR

T1 - An investigation of the thermal decomposition of the methohydroxides and methodeuterio-oxides of some 5-N,N-dimethylaminopent-1-enes

AU - Cocker, Wesley

AU - Geraghty, Niall W.A.

AU - McMurry, T. Brian H.

AU - Shannon, Patrick V.R.

PY - 1984

Y1 - 1984

N2 - The base-catalysed thermal decomposition of a number of quaternary bases of the type (R1)2C=CHC(R2)2C(R 3)2CH2N+Me3X- (R1 = H, Me; R2 = H, 2H; R3 = H, 2H, Me; X = OH,O2H) has been investigated. It is shown that the reaction is initiated by attack of base (OH, Ō2H, ylide) on an allylic proton or [2H]. A mechanism for the reaction is suggested.

AB - The base-catalysed thermal decomposition of a number of quaternary bases of the type (R1)2C=CHC(R2)2C(R 3)2CH2N+Me3X- (R1 = H, Me; R2 = H, 2H; R3 = H, 2H, Me; X = OH,O2H) has been investigated. It is shown that the reaction is initiated by attack of base (OH, Ō2H, ylide) on an allylic proton or [2H]. A mechanism for the reaction is suggested.

UR - https://www.scopus.com/pages/publications/37049113010

U2 - 10.1039/p19840002245

DO - 10.1039/p19840002245

M3 - Article

SN - 1472-7781

SP - 2245

EP - 2254

JO - Journal of the Chemical Society - Perkin Transactions 1

JF - Journal of the Chemical Society - Perkin Transactions 1

ER -

An investigation of the thermal decomposition of the methohydroxides and methodeuterio-oxides of some 5-N,N-dimethylaminopent-1-enes

Abstract

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