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Synthesis of 1-phenyl-2-phenyl-1-13C-ethene-1-13C (trans-stilbene) and derivatives

✍ Scribed by Gary A. Braden; Ulrich Hollstein

Publisher
John Wiley and Sons
Year
1976
Tongue
French
Weight
431 KB
Volume
12
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

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).

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## Abstract N‐Phenyl‐2‐naphthylamine has been synthesized (1) with ^14^C in positions 1, 4, 5 and 8, (2) with ^13^C in position 8 (small amounts of [1‐^13^C] naphthalene and 2‐[8‐^13^C]naphthylamine are formed as by‐products), and (3) with the N‐phenyl nucleus uniformly labelled with ^14^C.