Synthesis of 1,4-diiodobenzene

Preparation of 1,4-diiodobenzene

Preparation of 1,4-diiodobenzene

Preparation of 1,4-diiodobenzene

A solution containing 3 g of sodium nitrite in 30 ml of concentrated sulfuric acid is dropped into a vigorously stirred solution of 3.62 g of p-phenylenediamine hydrochloride in phosphoric acid (d=1.7g/ml; 70 ml) at —5° C (ice-salt cooling). After 30min finely powdered urea (2 g) is added. The diazonium solution is dropped with vigorous stirring into an ice-cooled solution of  potassium iodide (8 g) containing some pieces of ice, left overnight, then diluted with water, and the precipitate is washed with water and thiosulfate solution. p-Diiodobenzene is obtained in almost quantitative yield.

J. Amer. Chem. Soc 55, 4537 (1933).

IUPAC Name

1,4-diiodobenzene

InChI

InChI=1S/C6H4I2/c7-5-1-2-6(8)4-3-5/h1-4H

InChI Key

LFMWZTSOMGDDJU-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=CC=C1I)I

Depositor-Supplied Synonyms

1,4-DIIODOBENZENE, 624-38-4, p-Diiodobenzene, Benzene, 1,4-diiodo-, p-Benzene diiodide, Benzene, p-diiodo-, LFMWZTSOMGDDJU-UHFFFAOYSA-N, NSC 6297, EINECS 210-842-2, MFCD00001054, AI3-08885, NSC6297, 1,4-diiodbenzene, 1,4-Diidobenzene, 1,4 diiodobenzene, 1,4-diiodiobenzene, Benzene,4-diiodo-, 1,4 di-iodobenzene, 1,4-Diiodo-benzene, PubChem3837, Benzene,1,4-diiodo-, Benzene, 1,4-iodo-, UNII-I9XCF83VAV, ACMC-1B2RI, I9XCF83VAV, SCHEMBL67142, Benzene, p-diiodo- (8CI), KSC355O2D, DIIODOBENZENE, 1,4-, 193526_ALDRICH, AC1L1Z36, CHEMBL454178, DTXSID2022092, 37995_FLUKA, CTK2F5721, 624-38-4 1,4-Diiodobenzene, ACT12758, NSC-6297, ZINC6827587, ANW-34210, OR4220, STL280139, WT1373, ZINC06827587, AKOS000121397, AN-5122, AS00081, CM12236, CS19213, MCULE-2738381040, RP17664, TRA0022787, AJ-56894, AK-72778, BR-72778, CJ-13107, KB-64554, OR008247, P181, SC-05858, DB-013767, LS-184892, ST2408483, TL8004147, TR-021468, AM20040890, D0608, FT-0606881, A20862, M-4007, I01-0064, J-503998, J-610075, InChI=1/C6H4I2/c7-5-1-2-6(8)4-3-5/h1-4, 1,4-diiodo-benzen;Benzene, 1,4-iodo-;Benzene, p-diiodo-;Benzene,1,4-diiode-

Removed Synonyms

C6H4I2, MolPort-001-768-477, CID12208, RTR-021468, DIB

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