chloro(chlorosulfanyl)methanone

• ChemBase ID: 148977
• Molecular Formular: CCl2OS
• Molecular Mass: 130.9811
• Monoisotopic Mass: 129.90469098
• SMILES: C(=O)(SCl)Cl
• Canonical SMILES: ClSC(=O)Cl
• InChI: InChI=1S/CCl2OS/c2-1(4)5-3
• InChIKey: MNOALXGAYUJNKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: chloro(chlorosulfanyl)methanone
• IUPAC Traditional name: chloro(chlorosulfanyl)methanone
• Synonyms: (Chlorothio)formyl chloride; Chloroformylsulfenyl chloride; Chlorocarbonylsulfenyl chloride; chloro(chlorosulfanyl)methanone; 氯羰基次磺酰氯; 氯羰基巯基氯化物; 氯羰基次磺酰氯; 氯羰基亚磺酰氯

Database IDs

• CAS Number: 2757-23-5
• EC Number: 220-415-2
• MDL Number: MFCD00000703
• Beilstein Number: 506318
• PubChem SID: 162243147; 24854852
• PubChem CID: 75990

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.9111092
• LogD (pH = 7.4): 1.9111092
• Log P: 1.9111092
• Molar Refractivity: 25.0087 cm^3
• Polarizability: 9.746577 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 98 °C(lit.); 98-101°C
• Flash Point: 143.6 °F; 62 °C
• Density: 1.552 g/mL at 25 °C(lit.); 1.580
• Refractive Index: 1.5170; n20/D 1.517(lit.); n20/D 1.519
• Hydrophobicity(logP): 0.184

Safety Information

• Storage Warning: 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; 34-37
• Safety Statements: 20-26-36/37/39-45; 26-36/37/39-45
• TSCA Listed: 否
• 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: 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ~90% (AT); 95%; 96%; 97%
• Grade: technical
• Linear Formula: ClCOSCl

DETAILS

Sigma Aldrich - 247138

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 24085

Other Notes
Reagent for preparing various sulfur heterocycles1; Reagent used in the preparation of the dithiasuccinoyl-amino protection, Dts2

REFERENCES

• Reagent used in the protection of amino groups as their N-dithiasuccinimide (Dts) derivatives: J. Org. Chem., 42, 2819 (1977). The group is stable to acid but is cleaved by treatment with a thiol, e.g. 2-mercaptoethanol and base: J. Am. Chem. Soc., 99, 7363 (1977); 102, 3084 (1980). For use in the protection of amino sugars, including selective reduction in the presence of an azido group with sodium borohydride, see: J. Chem. Soc., Perkin 1, 405 (1995). See also Appendix 6.