Synthesis of 1-phenylallene

Preparation of 1-phenylallene

Preparation of 1-phenylallene

Preparation of 1-phenylallene

To a flask cooled to  -60°C and containing 0.11 mole of 1,1-dibromo-2-phenyl-cyclopropane  in 30 ml of dry ether is added dropwise 100 ml of a 1.3 M ethereal n-methyllithium solution (0.13 mole) over a 1 hours period. The reaction mixture is then stirred for an additional 0.5 hours while it is warmed to room temperature. Water is added, the ether is separated, washed with water, dried over sodium carbonate, and then fractionally distilled to afford 82 % of 1-phenylallene, b.p. 64°-65°C (11 mm). Redistillation gives a pure product nD 1.5809 at 24°C.

L. Skattebol, J. Org. Chem. 31, 1554 (1966).

IUPAC Name

propa-1,2-dienylbenzene

InChI

InChI=1S/C9H8/c1-2-6-9-7-4-3-5-8-9/h3-8H,1H2

InChI Key

WEHMXWJFCCNXHJ-UHFFFAOYSA-N

Canonical SMILES

C=C=CC1=CC=CC=C1

Depositor-Supplied Synonyms

Benzene, 1,2-propadienyl-, propadienylbenzene, Benzene, propadienyl-, Phenylallene, 1,2-Propadienylbenzene, 2327-99-3, Phenylpropadiene, 1-Phenylallene, propa-1,2-dienylbenzene, propa-1,2-dienyl-benzene, 1,2-Propadienylbenzene #, AC1L2OL0, AC1Q28GN, propa-1,2-dien-1-ylbenzene, 1,2-Propadiene, 1-phenyl-, CTK1A3020, WEHMXWJFCCNXHJ-UHFFFAOYSA-N, AR-1L1890, OR245313, InChI=1/C9H8/c1-2-6-9-7-4-3-5-8-9/h3-8H,1H

Removed Synonyms

CID75355, 23826-74-6

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