4-bromobenzene-1-sulfonyl chloride

• ChemBase ID: 89775
• Molecular Formular: C6H4BrClO2S
• Molecular Mass: 255.51676
• Monoisotopic Mass: 253.88039005
• SMILES: S(=O)(=O)(c1ccc(cc1)Br)Cl
• Canonical SMILES: Brc1ccc(cc1)S(=O)(=O)Cl
• InChI: InChI=1S/C6H4BrClO2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H
• InChIKey: KMMHZIBWCXYAAH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromobenzene-1-sulfonyl chloride
• IUPAC Traditional name: 4-bromobenzene-1-sulfonyl chloride; 4-bromobenzenesulfonyl chloride
• Synonyms: p-Bromobenzenesulfonyl Chloride; (4-Bromophenyl)chlorosulfone; 4-Bromobenzene-1-sulfonyl Chloride; 4-Bromophenylsulfonyl Chloride; 4'-Bromobenzenesulfonyl Chloride; Brosyl Chloride; NSC 4506; p-Bromophenylsulfonyl Chloride; p-Brosyl Chloride; 4-Bromobenzenesulfonyl Chloride; 4-Bromobenzenesulfonyl chloride; p-BROMOBENZENESULFONYL CHLORIDE; 4-Bromobenzenesulphonyl chloride; 4-溴苯磺酰氯; 4-溴-苯磺酰氯

Database IDs

• CAS Number: 98-58-8
• EC Number: 202-683-2
• MDL Number: MFCD00007437
• Beilstein Number: 743518
• Merck Index: 141407
• PubChem SID: 24846817; 162076631; 24850034
• PubChem CID: 7396

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6883016
• LogD (pH = 7.4): 2.6883016
• Log P: 2.6883016
• Molar Refractivity: 47.875 cm^3
• Polarizability: 19.41129 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: White Solid
• Melting Point: 73-75 °C; 73-75 °C(lit.); 73-77°C; 74-76°C; 75-76°C
• Boiling Point: 152-154°C/26mm; 152-154°C/26mm; 153 °C/15 mmHg(lit.)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: Corrosive/Light Sensitive/Moisture Sensitive/Store under Argon; Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: ≥98.0% (AT); 98%; 98+%
• Grade: purum
• Linear Formula: BrC6H4SO2Cl

DETAILS

MP Biomedicals - 02154864

Crystalline

Sigma Aldrich - 108669

Packaging
25, 100 g in glass bottle

Toronto Research Chemicals - B680170

Used for identification of amines, and also in the synthesis and inhibition studies of substituted N-L-histidinylphenylsulfonyl hydrazide.

REFERENCES

• Teng, H., et al.: Biochemistry, 38, 7363 (1999)
• Abdo, M., et al.: Bioorg. Med. Chem., 15, 4427 (1999)
• Alcohols are converted to 4-brombenzenesulfonate ("brosylate") esters with enhanced leaving group ability relative to the commoner tosylate; see, e.g.: Carbohydr. Res., 46, 53 (1976).
• In the presence of potassium carbonate and a phase-transfer catalyst, N,N'-disubstituted ureas are dehydrated to carbodiimides in high yield: Synthesis, 520 (1987).
• Used in protection of amines as 4-bromobenzenesulfonamides: Synth. Commun., 18, 1615 (1988); Tetrahedron Lett., 30, 2399 (1989).