Synthesis of 1-iodo-4-nitrobenzene

Preparation of 1-iodo-4-nitrobenzene

Preparation of 1-iodo-4-nitrobenzene

Preparation of 1-iodo-4-nitrobenzene

Water (1000ml) is poured over p-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, p-iodonitrobenzene, m.p. 171-173 °C, b.p. 289 °C/772 mmHg crystallizes in quantitative yield.

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





InChI Key


Canonical SMILES


Depositor-Supplied Synonyms

1-Iodo-4-nitrobenzene, 636-98-6, Benzene, 1-iodo-4-nitro-, p-Iodonitrobenzene, 4-IODONITROBENZENE, p-Nitroiodobenzene, 4-Nitroiodobenzene, 4-iodo-nitrobenzene, p-Nitrophenyl iodide, 1-iodo-4-nitro-benzene, MFCD00007299, SCCCFNJTCDSLCY-UHFFFAOYSA-N, SBB064696, 30306-69-5, NSC9794, para-iodonitrobenzene, 4-nitrophenyl iodide, PubChem4436, 4-iodo-1-nitrobenzene, para-nitro iodo-benzene, 4-Nitro-1-iodobenzene, AC1L1ZPU, AC1Q1XQJ, ACMC-1CS1E, I9805_ALDRICH, SCHEMBL60337, ghl.PD_Mitscher_leg0.938, KSC490M8B, ARONIS24810, DTXSID7060914, SCHEMBL13578687, CTK3J0680, ACT07620, NSC 9794, NSC-9794, STR06257, ZINC1511626, EINECS 211-272-7, ANW-34708, STK335825, ZINC01511626, AKOS000120996, 4-Nitroiodobenzene; 4-Iodonitrobenzene, CS19234, MCULE-3035057176, RP28837, TRA0080409, AJ-26481, AK-93389, AN-47004, CJ-05139, CJ-23789, KB-12650, OR006534, OR108868, OR108869, OR313186, SC-05993, AB1006749, AI3-08878, DB-014512, ST2408794, TL8004462, TR-037368, AM20040924, FT-0618796, I0064, ST45053543, 1-iodo-4-nitro-benzen;4-Iodo-1-nitrobenzene, A20880, M-5381, I01-5484, J-504806, T0517-8609, InChI=1/C6H4INO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4

Removed Synonyms

Benzene, iodonitro-, C6H4INO2, MolPort-001-768-480, CID12495, RTR-037368, 3-Amino-5-methylthio-1H-1,2,4-triazole, 45534-08-5

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *