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Chemical intermediates and derivatives from oleyl alcohol
Author(s) -
Rosenblatt William,
Osipow Lloyd I.,
Snell Foster Dee
Publication year - 1966
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/bf02641095
Subject(s) - alkoxy group , moiety , octadecane , chemistry , ether , double bond , alcohol , hydrogen bond , oleyl alcohol , medicinal chemistry , plasticizer , williamson ether synthesis , organic chemistry , polymer chemistry , molecule , alkyl
Several series of compounds were prepared from oleyl alcohol which may prove useful as lubricants and plasticizers. The reactions involved addition to the double bond and replacement of the hydroxyl moiety. One series of compounds is characterized l‐R艂, 9(10)R octadecane where l‐R艂 signifies the replacement of hydroxyl by ethoxy, tert ‐butylphenyl, tert ‐butoxy and phenyl. Examples of additions across the double bond 9(10)R, include hydrogen, methoxy, tert ‐butoxy, tert ‐butylphenyl, and phenyl. Other test series were 9(10)‐R, 27(28)‐R‐hexatriacontane and bis [9(10)‐R‐octadecyl] ether where R signifies additions across a pair of double bonds. Additions in these series include methoxy, ethoxy, tert ‐butoxy, tert ‐butylphenyl, 2‐ethylhexoxy, and phenyl. Derivatives of octadecane were fluid and several had fairly low pour points. The derivatives of hexatriacontane and dioctadecyl ether were either low‐melting solids or liquids. Details concerning the synthesis and several physical properties are presented.