Synthesis of chloroprene

Preparation of chloroprene

Preparation of chloroprene

Preparation of chloroprene

45 g of vinylacetylene, 155 g of concentrated hydrochloric acid, 20 g of freshly precipitated copper(I) chloride, 9 g of ammonium chloride, and 0.5 g of pyrogallol are mixed at 0° C. When shaken at room temperature the mixture separates into two layers. The brown upper layer is washed with water, dried over anhydrous calcium chloride after addition of 1 g of pyrogallol, and distilled; this yields 12.5 g (20%) of pure chloroprene, b.p. 59-61° C, and 12.5 g of additional fraction boiling at 61-75° containing mostly chloroprene.

Rec. Trav. Chim., 61, 785 (1942).

IUPAC Name

2-chlorobuta-1,3-diene

InChI

InChI=1S/C4H5Cl/c1-3-4(2)5/h3H,1-2H2

InChI Key

YACLQRRMGMJLJV-UHFFFAOYSA-N

Canonical SMILES

C=CC(=C)Cl

MeSH Synonyms

Chloroprene

Depositor-Supplied Synonyms

CHLOROPRENE, 2-Chloro-1,3-butadiene, Chlorobutadiene, 2-Chlorobuta-1,3-diene, 1,3-Butadiene, 2-chloro-, 2-Chlorobutadiene, Neoprene, Chloropreen, Cloroprene, POLYCHLOROPRENE, 126-99-8, 2-Chlor-1,3-butadien, Chloropren, beta-Chloroprene, 2-Cloro-1,3-butadiene, 2-Chloroprene, 2-Chloor-1,3-butadieen, .beta.-Chloroprene, Chloropreen [Dutch], Cloroprene [Italian], NSC 18589, UNII-42L93DWV3A, Chloropren [German, Polish], CCRIS 873, CHEBI:39481, HSDB 1618, 2-Chlor-1,3-butadien [German], YACLQRRMGMJLJV-UHFFFAOYSA-N, 2-Chloor-1,3-butadieen [Dutch], 2-Cloro-1,3-butadiene [Italian], EINECS 204-818-0, Chloroprene, uninhibited [Forbidden], UN1991, beta-Chloroprene 2-Chloro-1,3-butadiene, alpha-Chloroprene, beta-Chlorobutadiene, Chloroprene, inhibited, .beta.-Chlorobutadiene, Chloroprene, uninhibited, 2-Chlorobutadiene 1,3, AC1L1LHQ, 14523-89-8, 1,3-Butadiene,2-chloro-, WLN: 1UYG1U1, CHLOROPRENE (NEOPRENE), Chloropren(GERMAN, POLISH), 205397_ALDRICH, 205400_ALDRICH, 42L93DWV3A, CHEMBL555660, CHLO ROPRENE (NEOPRENE), Chloroprene (>96% chloroprene), CTK4C4446, 1,3-Butadiene,2-chloro-, dimer, Chloroprene (99.6% chloroprene), NSC18589, ZINC1561508, 7172AF, LS-707, NSC-18589, Chloroprene (2-chloro-1,3-butadiene), UN 1991, AN-20342, AN-22991, CJ-24525, OR000212, OR211494, OR369390, FT-0611680, C19208, C19502, 157447-EP2275417A2, 157447-EP2284162A2, 157447-EP2284163A2, 179420-EP2277945A1, 186949-EP2270113A1, 186949-EP2272935A1, 3B1-008902, 3B3-052522, Chloroprene, inhibited [UN1991] [Flammable liquid, Poison], Chloroprene, inhibited [UN1991] [Flammable liquid, Poison], 184963-09-5, 9010-98-4

Removed Synonyms

1, 2-chloro-, CID31369, D002737

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