Isomerization of [C6H5C3H5O]+˙ ions: The case of 1-phenylpropenol

✍ Scribed by J. P. Denhez; H. E. Audier

• Publisher: John Wiley and Sons
• Year: 1984
• Tongue: English
• Weight: 440 KB
• Volume: 19
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/oms.1210190902

✦ Synopsis

Appearance energy and kinetic energy release measurements together with isotopic labelling have shown that the metastable molecular ion of 1-phenylpmpenol isomerizes into those of cinnamic alcohol and 3-phenylpropanal prior to loss of ketene. =C! labelling and thennodynamic considerations prove that the rearrangement of 1-phenylpropenol occurs by an 'ortho attack' leading to bicydie intermediates. Statistical hydrogen exchanges are observed prior to fragmentation. The isomerhation meehanisnts are discussed.