Synthesis of 2-naphthalenesulfonyl chloride

Preparation of 2-naphthalenesulfonyl chloride

40 g of dry sodium 2-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 2-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 2-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 76° C. Yield of 2-naphthalenesulfonyl chloride is 70 %.

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

IUPAC Name

naphthalene-2-sulfonyl chloride

InChI

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

InChI Key

OPECTNGATDYLSS-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C2C=C(C=CC2=C1)S(=O)(=O)Cl

MeSH Synonyms

2-naphthalenesulfonyl chloride

Depositor-Supplied Synonyms

2-Naphthalenesulfonyl chloride, Naphthalene-2-sulfonyl chloride, 93-11-8, 2-Naphthylsulfonyl chloride, beta-Naphthalenesulfonyl chloride, .beta.-Naphthalenesulfochloride, Naphthalene-2-sulfonic acid chloride, 2-Naphthalenesulfonylchloride, 2-Naphthalene sulfonyl chloride, OPECTNGATDYLSS-UHFFFAOYSA-N, .beta.-Naphthalenesulfonyl chloride, NSC 133893, chloro-2-naphthylsulfone, PubChem21307, AC1Q3VLL, AC1Q3VON, 2-naphtylsulfonyl chloride, 2-napthylsulfonyl chloride, 2-naphtalenesulfonylchloride, 2-naphthylsulphonyl chloride, AC1L1O2D, beta-Naphthalenesulfochloride, 2-naphthyl-sulfonyl chloride, 2-naphtalenesulfonyl chloride, 2-Naphthyl sulfonyl chloride, 2-napthalenesulfonyl chloride, SCHEMBL25642, 2-naphthalenylsulfonylchloride, 2-naphthyl-sulphonyl chloride, 2-naphthalene sulfonylchloride, 2-naphthalenesulfonyi chloride, naphthalene-2-sulfonylchloride, 2-naphthalenesulphonyl chloride, Naphtalene-2-sulfonyl chloride, 2-Naphthalenylsulfonyl chloride, ACMC-20978i, 133361_ALDRICH, 2-naphthalene-sulfonyl chloride, .beta.-Naphthylsulfonyl chloride, 2-naphthalene-sulphonyl chloride, beta-Naphthalenesulfonyl-chloride, 70270_FLUKA, OPECTNGATDYLSS-UHFFFAOYSA-, MolPort-000-141-405, BB_SC-6982, beta-naphthalene-sulphonyl chloride, EINECS 202-219-9, ANW-13648, AR-1E4304, BBL027447, NSC133893, SBB032961, STL363253, AKOS000118779, MCULE-4317140438, NSC-133893, RP05413, RTR-021197, NAPHTHALENE-2-SULPHONYL CHLORIDE, AK-94236, AB1002410, DB-057370, KB-173903, ST2413624, N0018, ST51037637, Y4735, M-6872, A844453, I09-0315, 3B3-012956, InChI=1/C10H7ClO2S/c11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H

Removed Synonyms

null, CID7125

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