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Synthesis of 1‐phenyl‐2‐phenyl‐1‐ 13 C‐ethene‐1‐ 13 C ( trans ‐stilbene) and derivatives
Author(s) -
Braden Gary A.,
Hollstein Ulrich
Publication year - 1976
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580120405
Subject(s) - chemistry , bibenzyl , toluene , aromatization , acetic acid , medicinal chemistry , stereochemistry , organic chemistry , catalysis
For mass spectrometric studies 1‐phenyl‐2‐phenyl‐1‐ 13 C‐ethene‐1‐ 13 C ( trans ‐stilbene) was synthesized from acetic‐1‐ 13 C acid and acetic‐2‐ 13 C acid via methylcyclohexene‐1‐ 13 C and ‐α‐ 13 C and toluene‐1‐ 13 C and ‐α‐ 13 C. No scrambling of the label was observed during the aromatization step. The labeled stilbene was converted into 1‐phenyl‐2‐phenyl‐1‐ 13 C‐ethane‐1‐ 13 C (bibenzyl), 2‐phenyl‐3‐phenyl‐1‐ 13 C‐oxirane‐2‐ 13 C ( trans ‐stilbene oxide), meso ‐1,2‐dibromo‐1‐phenyl‐2‐phenyl‐1‐ 13 C‐ethane‐1‐ 13 C and 1‐phenyl‐2‐phenyl‐1‐ 13 C‐ethyne‐1‐ 13 C (tolan).