Synthesis of 1-naphthalenesulfonyl chloride

Preparation of 1-naphthalenesulfonyl chloride

40 g of sodium dry 1-naphthalene sulfonate are gradually added to an equal weight of coarsely powdered phosphorus pentachloride. The reaction takes place without heating, and the addition of the salt is so regulated that it does not become too violent. When the 1-naphthalene sulfonate has been added the reaction mixture is heated until it has become homogeneous. The phosphorus oxychloride removed by distillation under slightly reduced pressure (500 mm of Hg, 100° C). The crude 1-naphthalenesulfonyl chloride poured into a to ice-cold water, filtered and dried in vacuo. Purification is performed by recrystallization from a mixture of benzene and petroleum ether yielding colorless crystalline solid melting at 66° C. Yield of 1-naphthalenesulfonyl chloride is 60 %.

Preparation of organic compounds, E. de. Barry Barnett, 63, 1912

IUPAC Name

naphthalene-1-sulfonyl chloride

InChI

InChI=1S/C10H7ClO2S/c11-14(12,13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

InChI Key

DASJFYAPNPUBGG-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C2C(=C1)C=CC=C2S(=O)(=O)Cl

Depositor-Supplied Synonyms

1-Naphthalenesulfonyl chloride, 85-46-1, naphthalene-1-sulfonyl chloride, 1-Naphthylsulfonyl chloride, 1-Naphthalenesulfonyl chlorine, .alpha.-Naphthalenesulfochloride, Naphthalene-1-sulphonyl chloride, alpha-Naphthalenesulfonyl chloride, DASJFYAPNPUBGG-UHFFFAOYSA-N, chloronaphthylsulfone, .alpha.-Naphthalenesulfonyl chloride, ST51037636, PubChem5673, naphthylsulfonylchloride, naphthylsulfonyl chloride, AC1Q3VJQ, naphthalenesulfonylchloride, 1-naphthylsulfonylchloride, 1-naphtylsulfonyl chloride, Naphthalenesulfonyl chloride, 1-naphthalenesulfonylchloride, 1-naphtalenesulfonyl chloride, alpha-Naphthalenesulfochloride, SCHEMBL57524, l-naphthalenesulfonyl chloride, 1-naphthalene sulfonylchloride, naphthalene-1-sulfonylchloride, naphtalene-1-sulfonyl chloride, 1-Naphthalenesulphonyl chloride, ACMC-209q61, 1-naphthalene sulfonyl chloride, 1-Naphthalene-sulfonyl chloride, 235881_ALDRICH, AC1L25N9, alpha-naphthalenesulfonylchloride, 1 -naphthalene sulfonyl chloride, 70265_FLUKA, CTK0J3150, MolPort-000-141-419, NSC74636, 1-Naphthalenesulfonyl Chloride 98%, EINECS 201-609-6, ANW-38183, NSC 74636, NSC-74636, SBB097046, AKOS002669428, RP05415, RP27675, RTR-026710, AK-94235, AN-42312, KB-57616, AB1002411, AI3-19494, DB-019283, ST2407500, TL8005586, TR-026710, FT-0608107, N0017, X7932, Y-9629, A841335, I14-19884, 3B3-012834, 26588-36-3

Removed Synonyms

null, CID66560

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