Copy of Synthesis of 2,2′-dinitrobiphenyl

Preparation of 2,2′-dinitrobiphenyl

Preparation of 2,2'-dinitrobiphenyl

Preparation of 2,2′-dinitrobiphenyl

A cold solution of 21.6 g of copper(I) chloride in 100 ml of conc, hydrochloric acid is added to the diazonium solution prepared from 30 g of o-nitroaniline, 45 g of conc, sulphuric acid, 60 ml of water and 15.3 g of sodium nitrite. During the addition of the copper salt the whole is vigorously stirred. There is a brisk evolution of nitrogen, the mass turns black and a brownish-yellow substance is precipitated. When the liquid becomes green, the reaction is finished. The product is distilled in steam until no more o-chloronitrobenzene passes over. There remains in the distilling flask almost pure 2,2′-dinitrobiphenyl. It is filtered off, dried, and recrystal­lised from benzene. The yield of 2,2′-dinitrobiphenyl is 30%; 2,2′-Dinitrobiphenyl is a crystalline solid; m.p. 127° C;

Systematic organic chemistry, by W. M. Cumming, 163, 1937.

IUPAC Name

1-nitro-2-(2-nitrophenyl)benzene

InChI

InChI=1S/C12H8N2O4/c15-13(16)11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(17)18/h1-8H

InChI Key

QAFJHDNFUMKVIE-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C(C(=C1)C2=CC=CC=C2[N+](=O)[O-])[N+](=O)[O-]

Depositor-Supplied Synonyms

2,2′-Dinitrobiphenyl, 2436-96-6, 2,2′-Dinitro-1,1′-biphenyl, 1-nitro-2-(2-nitrophenyl)benzene, 2,2′-Dinitro-biphenyl, 2,2′-Dinitrodiphenyl, Biphenyl, 2,2′-dinitro-, QAFJHDNFUMKVIE-UHFFFAOYSA-N, 1,1′-Biphenyl, 2,2′-dinitro-, 2,2′-Dinitrobiphenyl, 2,2′-dinitro-, AA-516/30040059, o,o’-binitrobiphenyl, o,o’-dinitrobiphenyl, Biphenyl,2′-dinitro-, ACMC-209gbj, AC1L2OYJ, 1, 2,2′-dinitro-, 2, 2,2′-dinitro-, 126640_ALDRICH, AC1Q204G, SCHEMBL1287837, 2,2′-bisnitro-1,1′-biphenyl, CHEBI:67127, CTK4F3503, MolPort-001-780-194, 1,1′-Biphenyl,2,2′-dinitro-, 2-nitro-1-(2-nitrophenyl)benzene, 2,2′-Dinitro-1,1′-biphenyl #, NSC13356, ZINC3860993, 1-nitro-2-(2-nitrophenyl)-benzene, Biphenyl, 2,2′-dinitro- (8CI), EINECS 219-435-4, 1805AB, ANW-25421, AR-1D1611, NSC 13356, NSC-13356, SBB058763, STK049596, ZINC03860993, AKOS005385370, AKOS015965844, MCULE-6593380375, AC-20962, AJ-46103, AK-81558, AN-50907, KB-67135, OR025914, OR094762, 1,1′-Biphenyl, 2,2′-dinitro- (9CI), DB-046424, ST2415564, TR-011251, FT-0609287, ST45022004, ST50308030, S14-1331, W-107326, 3B3-030056, InChI=1/C12H8N2O4/c15-13(16)11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(17)18/h1-8

Removed Synonyms

2,2-DINITROBIPHENYL, Dodecanoic acid, ammonium salt, CID75529, D1777, 25020-15-9

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