Synthesis of acryloyl chloride

Preparation of acryloyl chloride

Preparation of acryloyl chloride

Preparation of acryloyl chloride

A mixture of 216.18 g (or 3 moles) of acrylic acid and 843.42 g (or 6 moles) of benzoyl chloride containing hydroquinone (0.5 g) are distilled at a moderate speed through a 25-cm column, and the portions boiling up to 85° C (mostly at 60-70° C) are collected in a receiver containing 0.5 grams of hydroquinone while cooled in ice. The obtained distillate (215-225 g) is redistilled through the same column, collecting the fraction boiling at 72-74° C/740 mm Hg. The yield of acryloyl chloride is 185-195 g. Yields obtained by using inorganic acid chlorides are not so good.

J. Amer. Chem. Soc, 72, 2299, 1950

IUPAC Name

prop-2-enoyl chloride

InChI

InChI=1S/C3H3ClO/c1-2-3(4)5/h2H,1H2

InChI Key

HFBMWMNUJJDEQZ-UHFFFAOYSA-N

Canonical SMILES

C=CC(=O)Cl

MeSH Synonyms

acryloyl chloride

Depositor-Supplied Synonyms

Acryloyl chloride, ACRYLYL CHLORIDE, 2-Propenoyl chloride, 814-68-6, prop-2-enoyl chloride, Propenoyl chloride, Acrylic acid chloride, Acryloylchloride, Chlorid kyseliny akrylove, 549797_ALDRICH, HSDB 6330, Chlorid kyseliny akrylove [Czech], HFBMWMNUJJDEQZ-UHFFFAOYSA-N, EINECS 212-399-0, NSC 93770, BRN 0635744, Acrylylchloride, acryl chloride, acrylic chloride, AC1Q3G3H, WLN: GV1U1, A24109_ALDRICH, KSC448C6L, UNII-8K23O56TG5, 01780_FLUKA, CTK3E8165, HFBMWMNUJJDEQZ-UHFFFAOYSA-, MolPort-003-936-492, 8K23O56TG5, AC1L2149, NSC93770, ANW-37446, FC0855, NSC-93770, ZINC01609475, AKOS009031459, RP18548, RTR-025612, AN-47648, BP-31001, CJ-25993, LS-14816, SC-18188, DB-024470, KB-250618, TL8005432, TR-025612, A0147, FT-0621885, 31483-EP2269994A1, 31483-EP2277878A1, 31483-EP2292234A1, 31483-EP2308858A1, 31483-EP2311808A1, 31483-EP2311816A1, 31483-EP2311817A1, 31483-EP2311829A1, A801564, A840137, InChI=1/C3H3ClO/c1-2-3(4)5/h2H,1H2, 3B4-0083, I14-1784

Removed Synonyms

CID13140, 4-02-00-01471 (Beilstein Handbook Reference), 107-05-1

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