5 Phenyl 4-tolyl carbinol

Weiterhin wurden aus 2-Phenyl-2-o-tolyl-athanoI-[f-14C] (III) und l-Methyl-9-fluorenyl-(carbinol-[14C]) (V) durch Wagner-Meerwein-Uhi-lagerung das o-Methylstilben IV und das -Methylphenanthren (VI) dargestellt, um den sterischen Effekt der o-Methylgruppe auf den Verlauf der Umlagerung zu untersuchen (25). 

By oxidation of the labeled products [28 and 29 or 30ab] to labeled benzoic and substituted benzoic acids followed by assay of these purified acids for carbon-14, the relative migratory abilities of the Ar groups with respect to phenyl were determined. Thus in the dehydration, with phosphorus pentoxide in xylene, of a series of carbinols (27, X = OH), the following migratory aptitudes (Ar Ph) were determined p-xenyl, 1-3 m-tolyl, 1-6 p-i-propylphenyl, l-8 3,4-dimethyl-phenyl, 1-9 p-tolyl, 2-0 p-ethylphenyl, 2-2 p-t-butylphenyl, 3-2 and p-anisyl, 21-2. Burr (1953) demonstrated the p-tolyl phenyl migration ratio to be 2-5 during the solvolysis of 2-phenyl-2- p-tolylethyl-l-i C tosylate (27, Ar = p-tolyl, X = tosyl). In a series of deaminations of the primary amines (27, X = NH ) and 31 (Ar = p-tolyl and o-tolyl) the p-tolyl phenyl (1 2), p-biphenyl phenyl (1 0) p-anisyl phenyl... 

Athyl-allyl-p-tolyl-eaTbinol 6 1 295. Allyl-p-cnmyl-caroinol 6 1 295. Me yl-allyf [3.4.dimethyl.phenyl].carbinol 6 1 296. 

Phenyl-benzyl-a-naphthyl-carbinol 6, 730. P nyl- -tolyl-x-naphthyl-carbinoI 6 1 363,... 

Phenyl.p.tolyl.o.iiaphthyl-carbinol-methyl. ather 6 II 723. 

Phenyl-benzyl-diphenylyl-oarbbud 6 II727. 4-p-Tolyl-tiipbenylcarbnud 6 II 727. Pnenyl-o-tolyl-diphenylyl-carbinol 6 1 364, a.K-Bi8-diphenylyl-athylalkoh(d 6 II 728. [BenzyJ-a.naphthyl-metbyl]-benEyl-keton 7 n 510. 

---