chloromethanecarbothioyl chloride

• ChemBase ID: 129872
• Molecular Formular: CCl2S
• Molecular Mass: 114.9817
• Monoisotopic Mass: 113.90977636
• SMILES: ClC(=S)Cl
• Canonical SMILES: ClC(=S)Cl
• InChI: InChI=1S/CCl2S/c2-1(3)4
• InChIKey: ZWZVWGITAAIFPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: chloromethanecarbothioyl chloride
• IUPAC Traditional name: thiophosgene
• Synonyms: Carbon Chlorosulfide; Carbon Dichloride Sulfide; Carbonyl Sulfide Dichloride; Dichlorothiocarbonyl; Dichlorothioformaldehyde; Thiocarbonic Dichloride; Thiocarbonyl Dichloride; Thiophosgene; Thiocarbonyl chloride; Carbonothioic dichloride; Thiophosgene; Thiophosgene; 硫羰化二氯; 硫光气

Database IDs

• CAS Number: 463-71-8
• EC Number: 207-341-6
• MDL Number: MFCD00004918
• Beilstein Number: 1633495
• PubChem SID: 24847201; 24889169; 162224158
• PubChem CID: 10040
• CHEBI ID: 29366
• Chemspider ID: 9645
• Unique Ingredient Identifier: 067FQP576P
• Wikipedia Title: Thiophosgene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.2065802
• LogD (pH = 7.4): 2.2065802
• Log P: 2.2065802
• Molar Refractivity: 25.2061 cm^3
• Polarizability: 9.7926035 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Decomposition in water; polar organic solvents; rxn with amines and alcohols
• Apperance: Red liquid
• Boiling Point: 70–75 °C; 70-75 °C(lit.)
• Flash Point: 62 °C
• Density: 1.50 g/cm^3; 1.50 g/mL at 20 °C(lit.)
• Refractive Index: 1.558; n20/D 1.548(lit.)
• Vapor Density: 4 (vs air)

Safety Information

• RTECS: XN2450000
• European Hazard Symbols: Toxic (T)
• UN Number: 2474
• German water hazard class: 1
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 22-23-36/37/38
• Safety Statements: 7-9-36/37-45
• EU Index: Not listed
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• Main Hazard: Highly toxic
• GHS Hazard statements: H302-H315-H319-H331-H335
• GHS Precautionary statements: P261-P305 + P351 + P338-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2474 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ~90% (GC); 90%
• Grade: technical; technical grade
• Linear Formula: CSCl2

DETAILS

Sigma Aldrich - 115150

Application
Reagent used to prepare a bulky thiourea ligand for palladium-catalyzed aerobic oxidation of alcohols to aldehydes and ketones.1
Packaging
25, 100 g in Sure/Seal™
5 g in glass bottle

Toronto Research Chemicals - T368200

Thiophosgene is a photo degradation product of the agricultural fungicide Folpet (F402000).

REFERENCES

• Siegel, M.: Pest. Biochem. Physiol., 1, 234 (1971)
• Schwack, W.: Chemosphere, 16, 127 (1971)