Synthesis of allylbenzene

Preparation of allylbenzene

Preparation of allylbenzene

Preparation of allylbenzene

A Grignard reagent is prepared according Org. Syntheses Coll. Vol. 1, 226 (1941) from 20 g of magnesium turnings, 78.5 g of bromobenzene, and 350 ml of ether. Over a period of 15 minutes, 57.5 g of allyl bromide is added to the Grignard reagent, external cooling being used if necessary to keep the reaction under control. The mixture is then stirred and heated to reflux for 1.5 hours and then hydrolyzed by the cautious addition of 100 ml of water. The ethereal layer is separated, the aqueous layer is extracted with ether, and the combined ethereal solutions are dried over sodium sulfate. Removal of the ether by distillation followed by distillation of the residue gives 45.8 g (82%) of allylbenzene, b.p. 153-154°/725 mm.

Helv. Chim. Acta, 17, 352 (1934)

IUPAC Name

prop-2-enylbenzene

InChI

InChI=1S/C9H10/c1-2-6-9-7-4-3-5-8-9/h2-5,7-8H,1,6H2

InChI Key

HJWLCRVIBGQPNF-UHFFFAOYSA-N

Canonical SMILES

C=CCC1=CC=CC=C1

MeSH Synonyms

allylbenzene

Depositor-Supplied Synonyms

ALLYLBENZENE, 300-57-2, 3-Phenyl-1-propene, Benzene, allyl-, Benzene, 2-propenyl-, 2-Propenylbenzene, 1-Phenyl-2-propene, Allyl benzene, 3-Phenylpropene, 1-Propene, 3-phenyl-, 1-Benzylethene, Benzene, 2-propen-1-yl-, Prop-2-enylbenzene, prop-2-en-1-ylbenzene, HJWLCRVIBGQPNF-UHFFFAOYSA-N, EINECS 206-095-7, NSC 18609, BRN 1098501, 128961-80-8, allyl-benzene, AC1L1SSA, ACMC-20aj31, Ambap300-57-2, A29402_ALDRICH, KSC490I5T, AC1Q2A77, CHEMBL501879, 05840_FLUKA, CTK3J0459, MolPort-000-150-899, NSC18609, ZINC1561526, ANW-75659, AR-1H6820, NSC-18609, STL268883, AKOS000121504, RP09640, TRA0171143, AN-44168, CJ-24539, H251, KB-47237, LS-29053, OR025478, OR255003, SC-15679, DB-029432, RT-000335, FT-0622040, P0609, X-4401, 4-05-00-01362 (Beilstein Handbook Reference), A820164, I01-7940, 3B3-034108, InChI=1/C9H10/c1-2-6-9-7-4-3-5-8-9/h2-5,7-8H,1,6H, 57807-91-7

Removed Synonyms

Benzene, propenyl-, WLN: 1U2R, CID9309, C102347, 54278-10-3, 6328-68-3

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