Synthesis of 1-iodo-3-nitrobenzene

Preparation of 1-iodo-3-nitrobenzene

Preparation of 1-iodo-3-nitrobenzene

Preparation of 1-iodo-3-nitrobenzene

Water (1000ml) is poured over m-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, m-iodonitrobenzene, m.p. 36-38 °C, b.p. 280 °C crystallizes in quantitative yield.

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

IUPAC Name

1-iodo-3-nitrobenzene

InChI

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

InChI Key

CBYAZOKPJYBCHE-UHFFFAOYSA-N

Canonical SMILES

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

Depositor-Supplied Synonyms

1-Iodo-3-nitrobenzene, 645-00-1, 3-Iodonitrobenzene, M-IODONITROBENZENE, Benzene, 1-iodo-3-nitro-, 3-nitroiodobenzene, 3-I-nitrobenzene, iodo-3-nitrobenzene, meta-iodonitrobenzene, meta-nitroiodobenzene, 1-Iodo-3-nitro-benzene, MFCD00007218, CHEBI:67123, CBYAZOKPJYBCHE-UHFFFAOYSA-N, NSC 3538, EINECS 211-427-9, SBB064697, AI3-15390, NSC3538, 3-nitro-iodobenzen, m-nitro-iodobenzene, 3-nitro-iodobenzene, 1iodo-3-nitrobenzene, PubChem3954, 3-iodo-1-nitrobenzene, 1-Iiodo-3-nitrobenzene, M-NITROIODOBENZENE, 1 -iodo-3-nitrobenzene, AC1L1ZVU, ACMC-1B9HA, DSSTox_CID_5449, AC1Q1XD3, DSSTox_RID_77790, DSSTox_GSID_25449, ghl.PD_Mitscher_leg0.931, KSC490O0H, MLS002152852, SCHEMBL177151, 144495_ALDRICH, CHEMBL115511, DTXSID5025449, CTK3J0703, ACT07619, NSC-3538, ZINC1666833, Tox21_201085, ANW-34894, ZINC01666833, AKOS009156587, AS02274, CS19240, LS-1548, RP28836, NCGC00091693-01, NCGC00091693-02, NCGC00258637-01, AJ-29047, AK-81371, AN-47063, BR-81371, CAS-645-00-1, CJ-06066, CJ-26997, KB-12645, OR025929, OR102439, SC-47421, SMR001224476, U124, AB0007143, DB-024189, ST2408793, TL8004576, TR-022088, A8828, AM20040949, FT-0615905, I0063, L-1207, 37315-EP2295402A2, 37315-EP2311802A1, 37315-EP2311803A1, I01-5485, W-104833, InChI=1/C6H4INO2/c7-5-2-1-3-6(4-5)8(9)10/h1-4

Removed Synonyms

C6H4INO2, MolPort-000-156-474, CID12574, RTR-022088

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