An Unusual Reaction Product from Epichlorohydrin and Sodium Cyanide

Francis Johnson; J. P. Heeschen

doi:10.1021/jo01034a030

An Unusual Reaction Product from Epichlorohydrin and Sodium Cyanide

Francis Johnson
, J. P. Heeschen

Pharmacological Sciences

Dow Chemical
Chemical Physics Laboratory

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

11 Scopus citations

Abstract

The major product arising from the reaction of epichlorohydrin and unbuffered potassium cyanide solution, aside, from water-soluble polymers, is shown, largely by physical means, to be irans-3,4-dihydro-2-cyano-3-hydroxymethyl-4-hydroxyaniline (I). A seven-step mechanism for its formation is proposed.

Original language	English
Pages (from-to)	3252-3258
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	29
Issue number	11
DOIs	https://doi.org/10.1021/jo01034a030
State	Published - Nov 1 1964

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title = "An Unusual Reaction Product from Epichlorohydrin and Sodium Cyanide",

abstract = "The major product arising from the reaction of epichlorohydrin and unbuffered potassium cyanide solution, aside, from water-soluble polymers, is shown, largely by physical means, to be irans-3,4-dihydro-2-cyano-3-hydroxymethyl-4-hydroxyaniline (I). A seven-step mechanism for its formation is proposed.",

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AU - Heeschen, J. P.

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N2 - The major product arising from the reaction of epichlorohydrin and unbuffered potassium cyanide solution, aside, from water-soluble polymers, is shown, largely by physical means, to be irans-3,4-dihydro-2-cyano-3-hydroxymethyl-4-hydroxyaniline (I). A seven-step mechanism for its formation is proposed.

AB - The major product arising from the reaction of epichlorohydrin and unbuffered potassium cyanide solution, aside, from water-soluble polymers, is shown, largely by physical means, to be irans-3,4-dihydro-2-cyano-3-hydroxymethyl-4-hydroxyaniline (I). A seven-step mechanism for its formation is proposed.

UR - https://www.scopus.com/pages/publications/2442719465

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DO - 10.1021/jo01034a030

M3 - Article

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 11

ER -

An Unusual Reaction Product from Epichlorohydrin and Sodium Cyanide

Abstract

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