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6614453 
Journal Article 
Synthesis of C-14-labelled 1-ethenylbenzene using Wittig reaction and synthesis of graft copolymer of lignin and C-14-labelled 1-ethenylbenzene 
Chen, MJ; Meister, JJ; , 
2000 
AMER CHEMICAL SOC 
WASHINGTON 
321-330 
WOS:000086074400016 
Laboratory-scale methods have been optimized to convert radioactive 1-phenylmethanal (benzaldehyde) to 1-ethenylbenzene (styrene, S). The Wittig reaction of an aldehyde and methyltriphenylphosphonium iodide converts 69.3% and 89.2% of the original 1-phenylmethanal to 1-ethenylbenzene. Separation of 1-ethenylbenzene from benzene was successfully done with recovery of 1-ethenylbenzene being 66.9% and 88.5%, and with the final styrene concentration in benzene being 78.3% and 90.7%. Tetrahydrofuran contaminated, C-14- (1-phenylmethanal) was used directly in the reactions without further treatment, and appeared to have no major effect on the Wittig reaction or analysis of 1-ethenylbenzene by gas chromatography. Small-scale copolymerizations of lignin and C-14-labelled 1-ethenylbenzene were successfully run. Based on yield data, we now have a radiotraced graft copolymer of lignin and 1-ethenylbenzene with which to conduct biodegradation tests. The copolymer contains about 7830 counts / second / mg radioactivity and about 52% poly(1-phenylethylene) in it. 
Glasser, WG; Northey, RA; Schultz, TP; 
0-8412-3611-9 
215th National Meeting of the American-Chemical-Society 
DALLAS, TEXAS