Synthesis of 1-iodo-2-nitrobenzene

Preparation of 1-iodo-2-nitrobenzene

Preparation of 1-iodo-2-nitrobenzene

Preparation of 1-iodo-2-nitrobenzene

Water (1000 ml) is poured over 0-nitroaniline (100 g), then concentrated sulfuric acid (600g) is added; the resulting clear solution is cooled to 5° C and diazotized with the appropriate amount of sodium nitrite, during which the temperature should not rise above 10° C. The diazonium salt solution is added in portions to a solution of potassium iodide (200 g) and iodine (200 g) in water (200 ml). When evolution of nitrogen ceases, the mixture is warmed for some time on a water bath and shaken while still warm with sulfite solution; on cooling, o-iodonitrobenzene, m.p. 54° C, crystallizes in quantitative yield.

Ber. Deut. Chem. Ges., 38, 2760 (1905).

IUPAC Name

1-iodo-2-nitrobenzene

InChI

InChI=1S/C6H4INO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H

InChI Key

JXMZUNPWVXQADG-UHFFFAOYSA-N

Canonical SMILES

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

Depositor-Supplied Synonyms

1-Iodo-2-nitrobenzene, 609-73-4, 2-Iodonitrobenzene, o-Nitroiodobenzene, o-Iodonitrobenzene, Benzene, 1-iodo-2-nitro-, 2-Nitroiodobenzene, 2-iodo-1-nitrobenzene, 1-iodo-2-nitro-benzene, JXMZUNPWVXQADG-UHFFFAOYSA-N, MFCD00007088, SBB064692, NSC9793, 2-nitro-iodobenzene, PubChem3952, 2-Iodo-l-nitrobenzene, 1-nitro-2-iodobenzene, 2-nitro-1-iodobenzene, ACMC-209mns, AC1Q1WZR, AC1L2B5G, AC1Q5AV6, SCHEMBL25105, ghl.PD_Mitscher_leg0.939, Benzene, 1-iodo-2-nitro-,, 136190_ALDRICH, DTXSID9060574, CTK1C0487, RARECHEM FH 2C 0016, ATTERCOP-CHM AT114379, ACT07618, NSC 9793, NSC-9793, ZINC1700192, EINECS 210-200-1, ANW-33638, AR-1K9215, ZINC01700192, AKOS001061209, 2-Nitroiodobenzene; 2-Iodonitrobenzene, AS02273, LS11476, MCULE-1152856030, RP28838, VZ34782, AJ-30453, AK-76996, AN-46430, CJ-28684, KB-12641, OR025928, OR108867, SC-67916, AB1002781, AI3-04857, DB-053757, ST2415355, TL8003859, TR-032520, AM20040844, FT-0612681, I0062, X8342, A20878, Y-9572, I01-5465, W-105217, T0518-0588, InChI=1/C6H4INO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4, 1-iodo-2-nitro-benzen;benzene,1-iodo-2-nitro-;o-Iodonitrobenzene;2-Iononitrobenzene

Removed Synonyms

Benzene, iodonitro-, ortho-nitroiodobenzene, C6H4INO2, MolPort-001-768-478, CID69115, RTR-032520, 30306-69-5, 68583-58-4

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