Synthesis of 2-allyl-4-chlorophenol

Preparation of 2-allyl-4-chlorophenol

Preparation of 2-allyl-4-chlorophenol

Preparation of 2-allyl-4-chlorophenol

p-Chlorophenyl allyl ether is placed in a flask equipped with a reflux condenser and a thermometer placed in the liquid. The liquid is heated to reflux until its temperature has risen to 256°. This requires about 20-25 minutes. The material is then distilled and nearly all goes over in the range 256-260°. If large quantities of material are used, the reflux period should be no longer than absolutely necessary, and the subsubsequent distillation should be carried out under vacuum instead of at atmospheric pressure. The distillate solidifies on standing, and it is pressed to remove small amounts of oil and recrystallized from petroleum ether. The product melts at 48°, and the yield is nearly quantitative.

Ann., 401, 36 (1913).

IUPAC Name

4-chloro-2-prop-2-enylphenol

InChI

InChI=1S/C9H9ClO/c1-2-3-7-6-8(10)4-5-9(7)11/h2,4-6,11H,1,3H2

InChI Key

NQZKLVHWFYHXGH-UHFFFAOYSA-N

Canonical SMILES

C=CCC1=C(C=CC(=C1)Cl)O

Depositor-Supplied Synonyms

2-Allyl-4-chlorophenol, 13997-73-4, Phenol, 4-chloro-2-(2-propenyl)-, 4-Chloro-2-allylphenol, NSC1539, AC1Q3LRC, 2-allyl-4-chloro-phenol, AC1L36VA, Phenol, 2-allyl-4-chloro-, 4-chloro-2-prop-2-enylphenol, SCHEMBL2490536, CTK4C2021, MolPort-006-120-840, NQZKLVHWFYHXGH-UHFFFAOYSA-N, NSC 1539, NSC-1539, ZINC1576884, EINECS 237-797-1, AR-1D8070, ZINC01576884, Phenol, 2-allyl-4-chloro- (8CI), 4-chloro-2-(prop-2-en-1-yl)phenol, AKOS005353930, AC-4947, MCULE-2431335421, Phenol,4-chloro-2-(2-propen-1-yl)-, AN-11490, OR043389, OR186221, AI3-39001, KB-166892, Phenol, 4-chloro-2-(2-propenyl)- (9CI), A21060, AS-871/43475838, F8883-0482

Removed Synonyms

CID84143, 14141-66-3

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