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96-73-1

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96-73-1 Structure

96-73-1 Structure
IdentificationMore
[Name]

2-CHLORO-5-NITROBENZENESULFONIC ACID
[CAS]

96-73-1
[Synonyms]

2-CHLORO-5-NITROBENZENESULFONIC ACID
2-CHLORO-5-NITROBENZENESULPHONIC ACID
2-CHLORO-5-NITROSULFOBENZENE
4-NITROCHLOROBENZENE-2-SULFONIC ACID
P-NITROCHLOROBENZENE-O-SULFONIC ACID
2-chloro-5-nitro-benzenesulfonicaci
Benzenesulfonic acid, 2-chloro-5-nitro-
[EINECS(EC#)]

202-528-9
[Molecular Formula]

C6H4ClNO5S
[MDL Number]

MFCD00065336
[Molecular Weight]

237.62
[MOL File]

96-73-1.mol
Chemical PropertiesBack Directory
[Appearance]

Tan Solid
[Melting point ]

>300°C
[density ]

1.651 (estimate)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

Refrigerator
[form ]

solid
[pka]

-1.73±0.33(Predicted)
[CAS DataBase Reference]

96-73-1(CAS DataBase Reference)
[EPA Substance Registry System]

Benzenesulfonic acid, 2-chloro-5-nitro- (96-73-1)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Fuming sulfuric acid-->4-Chloronitrobenzene
[Preparation Products]

O-(2-MethoxyEthoxy)BenzeneSulfonamide-->Amoscanate-->Reactive Blue 198-->4.4'-Diaminodiphenylaminesulfate-->Acid Brown 354-->4-Nitro-2-sulfoaniline-->4-Diazo-4'-methoxydiphenylamine sulfate-->disodium 2,2'-[(2-methyl-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl)bis[imino(2-methyl-4,1-phenylene)imino]]bis(5-nitrobenzenesulphonate)-->Benzenesulfonamide, 2-(methylamino)-5-nitro--->4-Chloro-3-(Morpholinosulfonyl)aniline
Safety DataBack Directory
[TSCA ]

TSCA listed
Hazard InformationBack Directory
[Chemical Properties]

Tan Solid
[Physical properties]

2-Chloro-5-nitrobenzenesulfonic Acid, crystallizes as the dihydrate from water (mp 169 ℃, decomp.). The compound undergoes explosive decomposition when heated above 200 ℃, and all reactions, including its production, must be undertaken with great caution.
[Uses]

Amination of 2-Chloro-5-nitrobenzenesulfonic Acid gives 4-nitroaniline- 2-sulfonic acid [96-75-3], which is used as a diazo component or reduced to the important colorant intermediate 2,5-diaminobenzenesulfonic acid [88-45-9]. Chlorination of 2-Chloro-5-nitrobenzenesulfonic Acid in aqueous solution is a more facile route to 2,6- dichloro-4-nitroaniline than chlorination of 4-nitroaniline.
[Production Methods]

4-Chloronitrobenzene is sulfonated with 65 % oleum at 115 ℃; special precaution must be taken to control temperature. Work-up is by quenching and isolation of the sodium salt after it has been salted out.
[References]

[1] J. Appl. Chem. USSR (Engl. Transl.), 1990, vol. 63, # 7.2, p. 1442 - 1445
[2] Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1990, vol. 63, # 7, p. 1568 - 1571
[3] J. Appl. Chem. USSR (Engl. Transl.), 1990, vol. 63, # 7.2, p. 1442 - 1445
[4] Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1990, vol. 63, # 7, p. 1568 - 1571
[5] European Journal of Medicinal Chemistry, 2012, vol. 50, p. 18 - 26
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

96-73-1(sigmaaldrich)
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