propane-2-sulfonyl chloride

• ChemBase ID: 9746
• Molecular Formular: C3H7ClO2S
• Molecular Mass: 142.60448
• Monoisotopic Mass: 141.98552814
• SMILES: C(S(=O)(=O)Cl)(C)C
• Canonical SMILES: CC(S(=O)(=O)Cl)C
• InChI: InChI=1S/C3H7ClO2S/c1-3(2)7(4,5)6/h3H,1-2H3
• InChIKey: DRINJBFRTLBHNF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propane-2-sulfonyl chloride
• IUPAC Traditional name: propane-2-sulfonyl chloride
• Synonyms: propane-2-sulfonyl chloride; 2-Propanesulfonyl chloride; Isopropylsulfonyl chloride; Isopropylsulphonyl chloride; Isopropylsulfonyl chloride; 异丙基磺酰氯; 2-丙烷磺酰氯

Database IDs

• CAS Number: 10147-37-2
• EC Number: 233-415-2
• MDL Number: MFCD00007453
• Beilstein Number: 1747497
• PubChem SID: 160973053; 24854579
• PubChem CID: 82408

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.8827841
• LogD (pH = 7.4): 0.8827841
• Log P: 0.8827841
• Molar Refractivity: 29.5182 cm^3
• Polarizability: 12.453823 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -47°C
• Boiling Point: 74-75 °C/19 mmHg(lit.); 74-75°C; 74-75°C/19mm; 95°C/45mm
• Flash Point: 186.8 °F; 187 °F; 86 °C; 86°C(186°F)
• Auto Ignition Point: 865 °F
• Density: 1.27; 1.27 g/mL at 25 °C(lit.); 1.270; 1.273
• Refractive Index: 1.453; 1.4530; 1.4560; n20/D 1.453(lit.); n20/D 1.455
• Vapor Pressure: 15.5 mmHg ( 25 °C)
• Vapor Density: 4 (vs air)
• Hydrophobicity(logP): -0.495

Safety Information

• Storage Warning: LACHRYMATOR, CORROSIVE; Lachrymatory/Corrosive; Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34
• Safety Statements: 26-28.1-36/37/39-45; 26-28-36/37/39-45; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318-H227
• GHS Precautionary statements: P210-P260-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2

Product Information

• Purity: ≥97.0% (GC); 95%; 97%
• Grade: purum
• Linear Formula: (CH3)2CHSO2Cl

DETAILS

Sigma Aldrich - 242705

Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 81812

Other Notes
Reagent for preparing sulfonates from alcohols which can be deoxygenated with triethylborohydride1,2,3

REFERENCES

• Reductive cleavage of a secondary alcohol to methylene has been achieved by reduction of the 2-propanesulfonyl ester with lithium triethylborohydride. Reduction of the mesylate and tosylate yielded only the starting alcohol: J. Am. Chem. Soc., 107, 4088 (1985).