Synthesis of picryl chloride

Preparation of picryl chloride

Preparation of picryl chloride

Preparation of picryl chloride

Pyridine (7.9) is added to a hot solution of picric acid (22.9 g) in 95 % alcohol (200 ml); on cooling, pyridine picrate (30.1 g, 98%), m.p. 166°, separates. Dry pyridine picrate (1 mole), phosphorus oxychloride (0.67 mole), and benzene (250 ml) are boiled under reflux for 15min; the benzene layer and the oil that separates are washed separately with hot water; after removal of the benzene, the benzene layer affords 73 % and the oil 25 % of picryl chloride, m.p. 79-81°C.

Can. J. Res., 24 B, 200 (1946).

IUPAC Name

2-chloro-1,3,5-trinitrobenzene

InChI

InChI=1S/C6H2ClN3O6/c7-6-4(9(13)14)1-3(8(11)12)2-5(6)10(15)16/h1-2H

InChI Key

HJRJRUMKQCMYDL-UHFFFAOYSA-N

Canonical SMILES

C1=C(C=C(C(=C1[N+](=O)[O-])Cl)[N+](=O)[O-])[N+](=O)[O-]

MeSH Synonyms

1-Chloro-2,4,6-trinitrobenzene, 2,4,6-Trinitro-1-chlorobenzene, Chloride, Picryl, Picryl Chloride, Trinitrochlorobenzene

Depositor-Supplied Synonyms

Picryl chloride, 2,4,6-Trinitrochlorobenzene, 2-CHLORO-1,3,5-TRINITROBENZENE, 1-Chloro-2,4,6-trinitrobenzene, 2,4,6-Trinitro-1-chlorobenzene, Tncb, Trinitrochlorobenzene, Picrylchloride, 88-88-0, Benzene, 2-chloro-1,3,5-trinitro-, CCRIS 3098, CHEBI:53053, HSDB 5262, HJRJRUMKQCMYDL-UHFFFAOYSA-N, EINECS 201-864-3, Benzene, 1-chloro-2,4,6-trinitro-, NSC 106297, BRN 1588666, AI3-08846, 2,6-Trinitrochlorobenzene, 1-Chloro-2,6-trinitrobenzene, 2,6-Trinitro-1-chlorobenzene, 2-Chloro-1,5-trinitrobenzene, Benzene,chlorotrinitro-, Epitope ID:120353, UNII-Z4ZG7O5SZ9, AC1L1NO4, AC1Q1GO8, Z4ZG7O5SZ9, 79874_ALDRICH, Ex190, SCHEMBL213849, DTXSID3025910, 79874_FLUKA, CTK4G1107, HJRJRUMKQCMYDL-UHFFFAOYSA-, NSC1872, LTBB002349, NSC-1872, AR-1E0009, NSC106297, ZINC64625194, AKOS003622085, LS-1887, MCULE-8542227106, NSC-106297, OR006473, OR113318, OR362637, DB-005848, FT-0609915, 4-05-00-00757 (Beilstein Handbook Reference), 2,4,6-Trinitrochlorobenzene, wetted with min. 10% water, InChI=1/C6H2ClN3O6/c7-6-4(9(13)14)1-3(8(11)12)2-5(6)10(15)16/h1-2H

Removed Synonyms

Chloride, Picryl, Benzene,3,5-trinitro-, CID6953, c0307, D010853, 28260-61-9, 94658-52-3

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