Alkaline isomerization of methyl crepenynate | Zendy

Mikolajczak K. L. | Zendy; Bagby M. O. | Zendy; Wolff I. A. | Zendy

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Alkaline isomerization of methyl crepenynate

Author(s) -

Mikolajczak K. L.,

Bagby M. O.,

Wolff I. A.

Publication year - 1965

Publication title -

journal of the american oil chemists' society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.512

H-Index - 117

eISSN - 1558-9331

pISSN - 0003-021X

DOI - 10.1007/bf02541139

Subject(s) - potassium hydroxide , isomerization , chemistry , ethylene glycol , yield (engineering) , conjugated system , base (topology) , enyne , ethylene , medicinal chemistry , organic chemistry , catalysis , materials science , mathematics , polymer , mathematical analysis , metallurgy

Methyl crepenynate (methyl‐ cis ‐9‐octadecen‐12‐ynoate) is readily isomerized by potassium hydroxide in ethylene glycol to an 8,10,12‐octadecatrienoic acid in good yield. A reaction carried out at 120C for 1 hr in 10% base is sufficient to convert the nonconjugated enyne system completely to conjugated triene systems.

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