| Identification | More | [Name]
4-(CHLOROSULFONYL)BENZOIC ACID | [CAS]
10130-89-9 | [Synonyms]
4-CARBOXYBENZENESULFONYL CHLORIDE
4-(CHLOROSULFONYL)BENZOIC ACID
AKOS BB-9471
OTAVA-BB BB7020430958
P-(CHLOROSULFONYL)BENZOIC ACID
RARECHEM AL BO 0540
4-(chlorosulfonyl)-benzoicaci
4-(chlorosulphonyl)benzoic acid
4-(Chlorosulfonyl)benzoic acid,96% | [EINECS(EC#)]
233-367-2 | [Molecular Formula]
C7H5ClO4S | [MDL Number]
MFCD00007448 | [Molecular Weight]
220.63 | [MOL File]
10130-89-9.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white to beige powder | [Melting point ]
230 °C | [Boiling point ]
379.1±25.0 °C(Predicted) | [density ]
1.5116 (estimate) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
soluble in DMSO, Methanol | [form ]
Powder | [pka]
3.09±0.10(Predicted) | [color ]
Off-white to beige | [Water Solubility ]
Reacts with water. | [Sensitive ]
Moisture Sensitive | [InChI]
1S/C7H5ClO4S/c8-13(11,12)6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10) | [InChIKey]
PTCSSXYPZOFISK-UHFFFAOYSA-N | [SMILES]
OC(=O)c1ccc(cc1)S(Cl)(=O)=O | [CAS DataBase Reference]
10130-89-9(CAS DataBase Reference) | [EPA Substance Registry System]
10130-89-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R29:Contact with water liberates toxic gas.
R22:Harmful if swallowed. | [Safety Statements ]
S8:Keep container dry .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
3261 | [WGK Germany ]
3 | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29173990 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
off-white to beige powder | [Uses]
4-(Chlorosulfonyl)benzoic acid was used in the preparation of polymer bound transfer hydrogenation catalyst and 4-(carboxymethyl-sulfamoyl)-benzoyladenosine. It was also used as a reagent in the sulfonation of γ-cyclodextrin. | [Synthesis]
The general procedure for the synthesis of 4-(chlorosulfonyl)benzoic acid from 4-methylphenylsulfonic acid was as follows: a solution of potassium permanganate (KMnO4, 1.6 g) in water (H2O, 13 mL) was added slowly and dropwise at 80 °C to a solution of 4-methylphenylsulfonic acid (1.7 g, 10 mmol) and potassium hydroxide (KOH, 0.68 g, 12 mmol) in water (H2O, a 15 mL) solution. Upon completion of the reaction, the mixture was poured into ethanol (EtOH, 20 mL), filtered and concentrated to give potassium 4-carboxybenzenesulfonate (1.2 g). This intermediate was used directly in the next reaction without further purification. At room temperature, chlorosulfonic acid (4 mL) was slowly added dropwise to a stirring solution of potassium 4-carboxybenzenesulfonate (1.2 g). The reaction mixture was continued to be stirred for 2 hours and then poured into crushed ice. The resulting solid product was collected by filtration and washed with water (H2O) to give 4-(chlorosulfonyl)benzoic acid (0.22 g) as a white solid in 20% yield. The melting point of the product was 230-232 °C (literature value: 228-232 °C); 1H-NMR (CDCl3, 400 MHz) data: δ 8.30 (d, J=8.0 Hz, 2H), 8.42 (d, J=8.0 Hz, 2H). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 2, p. 958 - 962 |
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