phenylmethanesulfonyl chloride

• ChemBase ID: 8301
• Molecular Formular: C7H7ClO2S
• Molecular Mass: 190.64728
• Monoisotopic Mass: 189.98552814
• SMILES: c1(ccccc1)CS(=O)(=O)Cl
• Canonical SMILES: ClS(=O)(=O)Cc1ccccc1
• InChI: InChI=1S/C7H7ClO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
• InChIKey: OAHKWDDSKCRNFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: phenylmethanesulfonyl chloride
• IUPAC Traditional name: phenylmethanesulfonyl chloride
• Synonyms: phenylmethanesulfonyl chloride; α-Toluenesulfonyl chloride; Phenylmethanesulfonyl chloride; alpha-TolueneSulfonyl chloride; Benzylsulfonyl chloride; Phenylmethanesulfonyl chloride; alpha-Toluenesulfonyl chloride; Benzylsulfonyl chloride; Phenylmethanesulphonyl chloride; Benzylsulphonyl chloride; α-甲苯磺酰氯; 苯甲磺酰氯; α-甲苯磺酰氯

Database IDs

• CAS Number: 1939-99-7
• EC Number: 217-717-1
• MDL Number: MFCD00007455
• Beilstein Number: 972806
• PubChem SID: 24849832; 160971608
• PubChem CID: 74740

CALCULATED PROPERTIES

• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 19.140215
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6816851
• LogD (pH = 7.4): 1.6816851
• Log P: 1.6816851
• Molar Refractivity: 44.8396 cm^3
• Polarizability: 18.268105 Å^3

PROPERTIES

Physical Property

• Melting Point: 89-94°C; 91-93 °C; 92-94 °C(lit.); 92-94°C
• Boiling Point: 120°C/10mm

Safety Information

• Storage Warning: Corrosive/Lachrymatory/Moisture Sensitive/Store under Argon; Moisture Sensitive; MOISTURE SENSITIVE, CORROSIVE
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3096
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: true; 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-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: ≥99.0% (AT); 97%; 98%; 99%
• Grade: puriss.
• Linear Formula: C6H5CH2SO2Cl
• Empirical Formula (Hill Notation): C7H7ClO2S

DETAILS

MP Biomedicals - 05206646

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 159719

Packaging
5, 25 g in glass bottle

REFERENCES

• Reagent for protection of amino groups as benzylsulfonamides which can be cleaved reductively, e.g. Na/NH₃, Raney Ni/H₂: J. Am. Chem. Soc., 79, 639, 645 (1957), or by photolysis: Tetrahedron Lett., 1029 (1979).
• Alcohols can also be protected, e.g. in the presence of 2,6-lutidine, as benzylsulfonates which can be cleaved with NaNH₂ in DMF: Bull. Chem. Soc. Jpn., 59, 1587 (1986).