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The Enol of Acetone during Photochemical Reactions of 3‐Hydroxy‐3‐methyl‐2‐butanone and of Acetone
Author(s) -
Laroff Gary P.,
Fischer H.
Publication year - 1973
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.19730560622
Subject(s) - chemistry , acetone , enol , butanone , photochemistry , disproportionation , acetonitrile , photodissociation , ketone , radical , organic chemistry , catalysis , solvent
The enol of acetone, formed by disproportionation reactions of 1‐hydroxy‐1‐methylethyl radicals, is detected by NMR, spectroscopy during photoreactions of 3‐hydroxy‐3‐methyl‐2‐butanone in acetonitrile and of acetone in 2‐propanol and slowly tautomerizes to acetone. The photolysis of 3‐hydroxy‐3‐methyl‐2‐butanone is shown to proceed via Type I cleavage, predominantly from an excited triplet state.