89-02-1

Basic information

• Product Name: 2,4-DINITROBENZENESULFONIC ACID
• Synonyms: 2,4-dinitro-benzenesulfonicaci;Benzenesulfonic acid, 2,4-dinitro-;Kyselina 2,4-dinitrobenzensulfonova;kyselina2,4-dinitrobenzensulfonova;2,4-DINITROBENZENESULFONIC ACID;2,4-DINITROBENZENESULFONIC ACID, HYDRATE;2,4-DINITROBENZOSULFONIC ACID;2,4-dinitrobenzenesulphonic acid
• CAS NO: 89-02-1
• Molecular Formula: C₆H₄N₂O₇S
• Molecular Weight: 248.17
• EINECS: 201-876-9
• Product Categories: Intermediates of Dyes and Pigments;Organic Building Blocks;Sulfonic/Sulfinic Acids;Sulfur Compounds
• Mol File: 89-02-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 95-98 °C(lit.)
• Appearance: /solid
• Density: 1.745 (estimate)
• Refractive Index: 1.6430 (estimate)
• PKA: -2.21±0.50(Predicted)
• Water Solubility: Soluble in methanol (2.5% w/v), slightly soluble in water.
• CAS DataBase Reference: 2,4-DINITROBENZENESULFONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DINITROBENZENESULFONIC ACID(89-02-1)
• EPA Substance Registry System: 2,4-DINITROBENZENESULFONIC ACID(89-02-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 1759 8/PG 2
• WGK Germany: 3
• RTECS: DB6500000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 89-02-1(Hazardous Substances Data)

Usage

Definition

ChEBI: The arenesulfonic acid that is benzenesulfonic acid with two nitro substituents in the 2- and 4-positions.

InChI:InChI=1/C6H4N2O7S/c9-7(10)4-1-2-6(16(13,14)15)5(3-4)8(11)12/h1-3H,(H,13,14,15)/p-1

Upstream product

• 2217-55-2 bis(2,4-dinitrophenyl) disulphide 
• 2218-96-4 2,4-dinitrothiophenol 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 7732-18-5 water 
• 528-76-7 2,4-dinitrobenzenesulfenyl chloride 
• 64-19-7 acetic acid 
• 827020-44-0 bis(2,4-dinitrobenzenesulfonyl)-2',4',5',7'-tetrafluorofluorescein 

Downstream Products

• 1945-92-2 N-(2,4-dinitrophenyl)aminoethanol 
• 20826-29-3 N-(1,3-dihydroxy-2-propyl)-2,4-dinitroaniline 
• 88-63-1 2,4-Diaminobenzenesulfonic acid 
• 108-45-2 m-phenylenediamine 
• 97-02-9 2,4-Dinitroanilin 
• 51-28-5 2,4-Dinitrophenol 
• 2218-96-4 2,4-dinitrothiophenol 
• 518068-82-1 C₁₇H₁₄N₂O₁₀S 
• 104316-54-3 (C₆H₅)4SbO₃SC₆H₃(NO₂)2 
• 112100-69-3 (C₆H₅)3Sb(O₃SC₆H₃(NO₂)2)2 
• 875289-82-0 2,4-dinitro-benzenesulfonic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester 
• 875289-81-9 2,4-dinitro-benzenesulfonic acid 2-(4-methoxy-phenyl)-2-oxo-ethyl ester 
• 518068-74-1 2,4-dinitro-benzenesulfonic acid 2-oxo-2-p-tolyl-ethyl ester 

Relevant articles and documents

Nucleophilic Aromatic Substitution. Part XV. Phase-Transfer Catalysis of Sulfodechlorination and Identification of a Primary Product of Sulfite Ion with 1-Chloro-2,4-dinitrobenzene

With conventional phase-transfer catalysis using quaternary ammonium salts, yields of 2,4-dinitrobenzenesulfonic acid (2) in the sulfodechlorination of 1-chloro-2,4-dinitrobenzene (1) with sulfite ions are no better than those obtained with the classical method in aqueous ethanol (80-82percent).Yields up to 97percent and a very pure product are obtained, however, by using protonated tertiary amines as catalysts.The optimum chain-lenght of the amine is found with tributylamine.On mixing solutions of the reagents and catalysts a strong bluish-red colour develops immediately, but dis appears within ca. 1 h.Comparison of the NMR. spectrum of this primary product with model adducts of sulfite ions and di- and trinitrobenzene derivatives demonstrates that the primary addition of the nucleophile to 1-chloro-2,4-dinitrobenzene does not take place at C(1), but at C(5).It is shown that the increments calculated for a C(sp3)-SO3- group and for the 1,3-dinitro- and 1,3,5-trinitropentadienyl ring moieties can be employed for the approximate calculation of 1H-chemical shifts using Clerc and Pretschs's modification of the Shoolery rules.

SYNTHESIS OF TETRAPHENYLSTIBONIUM ALKYL- AND ARYLSULPHONATES. CRYSTAL STRUCTURE OF TETRAPHENYLSTIBONIUM BENZENESULPHONATE HYDRATE

The tetraphenylstilbonium sulphonates Ph4SbO3SR*nH2O (n = 1, R = C6H5; n = 0, R = CH3, CF3, CH2CH2OH, 4-CH3C6H4, 2,4-(NO2)2C6H3) have been obtained by neutralization of tetraphenylstibonium hydroxide with the appropriate alkyl- or aryl-sulphonic acid.The crystal structure of tetraphenylstibonium benzenesulfonate hydrate has been determined by single crystal X-ray diffraction.The sulphonate group is unidentately coordinated to antimony, which has a distorted trigonal bipyramidal environment.The rather long Sb-O bond, (2.506(4) Angstroem) and the distortion of the polyhedron around Sb, and the IR data for the sulphonate group are consistent with the assumption of a large ionic bond character in the Sb-O bond.From IR data analogous molecular structures are inferred for the other tetraphenylstibonium sulphonates.