Synthesis of 1,4-dichlorobenzene

Preparation of 1,4-dichlorobenzene

Preparation of 1,4-dichlorobenzene

Preparation of 1,4-dichlorobenzene

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 copper(I) chloride obtained by refluxing a mixture of copper(II) sulfate pentahydrate (10.8 g), sodium chloride (5.4 g), water (45 ml), concentrated hydrochloric acid (d 1.19; 150 ml), and copper (30 g). p-Dichlorobenzene, m. p. 53°, is isolated in about 70% yield by distillation in steam.

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

 

IUPAC Name

1,4-dichlorobenzene

InChI

InChI=1S/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4H

InChI Key

OCJBOOLMMGQPQU-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=CC=C1Cl)Cl

MeSH Synonyms

1,4-dichlorobenzene, 4-dichlorobenzene, p-dichlorobenzene, para-dichlorobenzene, paradichlorobenzene

Depositor-Supplied Synonyms

1,4-DICHLOROBENZENE, p-Dichlorobenzene, 106-46-7, paradichlorobenzene, para-Dichlorobenzene, Paracide, Paramoth, Paranuggets, Santochlor, Paradow, Evola, Persia-perazol, p-Dichlorobenzol, Dichlorobenzene, Globol, p-Chlorophenyl chloride, Para crystals, Dichlorocide, Paradi, p-Dichlorbenzol, Di-chloricide, PARA, PDCB, Benzene, 1,4-dichloro-, 1,4-Dichloorbenzeen, p-Diclorobenzene, Paradichlorbenzol, 1,4-Dichlor-benzol, Benzene, p-dichloro-, p-Dichloorbenzeen, Paradichlorobenzol, dichloricide, 1,4-Diclorobenzene, Parazene, 1,4-dichloro-benzene, Para-zene, 4-Dichlorobenzene, RCRA waste number U070, RCRA waste number U071, RCRA waste number U072, Kaydox, p-Dichlorbenzene, NCI-C54955, PDB, 1,4-chlorobenzene, Dichlorobenzene, para, p-DCB, Caswell No. 632, p-Dichlorbenzol [German], NSC 36935, p-Dichloorbenzeen [Dutch], Paradichlorbenzol [German], RCRA waste no. D027, RCRA waste no. U072, UNII-D149TYB5MK, p-Diclorobenzene [Italian], D149TYB5MK, CCRIS 307, 1,4-Dichloorbenzeen [Dutch], 1,4-Dichlor-benzol [German], 1,4-Diclorobenzene [Italian], CHEMBL190982, HSDB 523, CHEBI:28618, OCJBOOLMMGQPQU-UHFFFAOYSA-N, EINECS 203-400-5, MFCD00000604, EPA Pesticide Chemical Code 061501, NCGC00094540-01, 1,3-Cyclohexadien-5-yne,1,4-dichloro-, AI3-0050, AI3-00050, DSSTox_CID_431, DSSTox_RID_75582, DSSTox_GSID_20431, C6H4Cl2, 73513-56-1, CAS-106-46-7, p-dichlorobenzen, Moth Nuggets, p-dichloro-benzene, 1,4-dichlorbenzol, Dichlorobenzene, p-, 1,4 dichlorobenzene, Benzene,4-dichloro-, Dichlorobenzene, solid, 1, 4-Dichlorobenzene, Spectrum_001891, ACMC-1BDGR, SpecPlus_000512, Dichlorobenzene, 1,4-, AC1Q3OEE, Spectrum2_001869, Spectrum3_000846, Spectrum4_000686, Spectrum5_002008, p-Dichlorbenzol(GERMAN), p-Dichloorbenzeen(DUTCH), WLN: GR DG, 1,4-Dichlorobenzene paste, p-Diclorobenzene(ITALIAN), AC1L1IQ1, Dichlorobenzene, p-, solid, SCHEMBL5191, BSPBio_002431, D56829_ALDRICH, KBioGR_001151, KBioSS_002421, SPECTRUM330055, KSC176S3J, 48524_SUPELCO, BIDD:ER0278, DivK1c_006608, SPBio_001718, 1,4-Dichlorobenzene-UL-14C, 1, 4-Dichloorbenzeen(DUTCH), 1,4-Dichlor-benzol(GERMAN), 1,4-Diclorobenzene(ITALIAN), 35775_RIEDEL, DTXSID1020431, 35775_FLUKA, CTK0H6934, KBio1_001552, KBio2_002415, KBio2_004983, KBio2_007551, KBio3_001931, 304654_SIGMA, LS-58, LTBB002097, ZINC388507, NSC36935, Tox21_111293, Tox21_200399, Tox21_300018, ANW-42346, AR-1K9688, BDBM50159263, c0593, CCG-39407, NSC-36935, STL445582, ZINC00388507, AKOS000120016, AS06944, MCULE-2384194593, NE10041, RL00286, TRA0038301, UN 1592, 1,4-Dichlorobenzene (ACD/Name 4.0), 1,4-Dichlorobenzene (p-dichlorobenzene), NCGC00094540-02, NCGC00094540-03, NCGC00094540-04, NCGC00094540-05, NCGC00253934-01, NCGC00257953-01, CJ-03279, OR001077, OR198637, S679, SC-79050, ZB011558, 1,3-Cyclohexadien-5-yne, 1,4-dichloro-, Benzene, 1,4-dichloro-, radical ion(1-), KB-309476, TR-032501, D0687, FT-0606862, S0666, Benzene,1-chloro-4-(chloro-38Cl)- (9CI), C07092, EC 203-400-5, 177753-EP2272510A1, I01-6761, J-503986, 3B1-007727, F0001-0123, InChI=1/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4, UNII-F56X88UAJQ component OCJBOOLMMGQPQU-UHFFFAOYSA-N, 1,4-DICHLOROBENZENE (P-DICHLOROBENZENE) (SEE ALSO: 1,2-DICHLOROBENZENE (95-50-1)& 1,3-DICHLOROBENZENE (541-73-1)), 55232-43-4, 96384-17-7

Removed Synonyms

,4-dichloro-benzen, CID4685, MolPort-001-770-272, RTR-032501, C018511, DCB, 71856-02-5

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