l,3-(4-Biphenylyl)-2-prcpanone (6). To a solution of 4-phenylbenzylmagnesium chloride obtained from 6.2 g (0.0306 mol) of 4-phenylbenzyl chloride (Aldrich Chemical Co.) and 0.75 g (0.0306 g-atom) of magnesium in 100 ml of dry ether was added a solution of 2.96 g (0.015 mol) of 4-phenylphenylacetonitrile (Aldrich Chemical Co.) in 100 ml of dry ether. The mixture was heated at the reflux temperature for 3 hr, 100 ml of benzene was then added, the ether was removed, and the mixture was hydrolyzed with 30% hydrochloric acid by heating at the reflux temperature for 18 hr. The mixture was cooled and the benzene layer was separated and dried over magnesium sulfate. The benzene was removed at reduced pressure and the residue was recrystallized from 95% ethanol to give 2.3 g (41.6%), mp 146-148°. The ir spectrum showed a carbonyl peak at 1720 cm-1 and the nmr contained one nonaromatic peak at 3.77 (singlet).
SYNOPSISThe effect of random insertions of 1,Zlinked a-and 8-L-rhamnose units on the characteristic ratio of a 1, 4-linked poly-a-D-galacturonic acid molecule was investigated. In each case the characteristic ratio decreases dramatically as the proportion of rhamnose units is increased, the effect being more marked with the sugar than with the a sugar. The effect is interpreted in terms of kinks which are introduced into the chain by the insertion, of the rhamnose units.
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