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The ‘Aldol Condensation’ of Citral and Related Reactions
Author(s) -
Thomas Alan F.,
GuntzDubini Renée
Publication year - 1976
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19760590642
Subject(s) - citral , chemistry , aldol condensation , anhydrous , benzaldehyde , aldehyde , yield (engineering) , aldol reaction , organic chemistry , condensation reaction , condensation , base (topology) , medicinal chemistry , catalysis , food science , materials science , physics , mathematics , essential oil , thermodynamics , mathematical analysis , metallurgy
The reaction of citral with anhydrous base leads initially to a cyclohexa‐1,3‐dienecarbaldehyde. Stronger base and longer reaction times result in deconjugation to a cyclohexa‐1,4‐diene‐carbaldehyde, together with oxidative loss of six carbon atoms to yield 2‐methyl‐4‐(4‐methylpent‐3‐enyl)benzaldehyde. A mixed aldol reaction between citral and 3‐methyl‐2‐butenal (= senecia aldehyde) is described.
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