8.08154

Thionyl chloride

for synthesis

• Synonym(s): Thionyl chloride, Sulfurous acid dichloride, Sulfurous oxychloride
• Empirical Formula (Hill Notation): Cl₂OS
• CAS Number: 7719-09-7
• Molecular Weight: 118.97
• MDL number: MFCD00011449
• UNSPSC Code: 12352307
• EC Index Number: 231-748-8
• NACRES: NA.22
• form: liquid

Properties

• vapor pressure: 121 hPa ( 20 °C)
• Quality Level: 200
• form: liquid
• potency: 324 mg/kg LD₅₀, oral (Rat)
• bp: 76 °C/1013 hPa
• mp: -104.5 °C
• density: 1.64 g/cm³ at 20 °C
• storage temp.: 2-30°C
• SMILES string: [S](=O)(Cl)Cl
• InChI: 1S/Cl2OS/c1-4(2)3
• InChI key: FYSNRJHAOHDILO-UHFFFAOYSA-N

Description

General description

Thionyl chloride is an inorganic acid chloride. It is mainly used as a chlorinating agent in organic synthesis for the production of organochlorine compounds.[1][2]

Application

Thionyl chloride can be used as a catalyst to synthesize:

• 4-(sulfinylamino)-1,2,4-triazole by reacting with 4-amino-1,2,4-triazole.[1]
• Isothiazolopyrimidines from aminouracils via cyclization reaction.[1]
• 1,2,6-triazine S-oxides by reacting with diimines via condensation reactions in the presence of pyridine.[1]
• 2-oxo-1,3,2-dioxathianes by condensation reaction with alkane-1,3-diols.[1]
• Cyclic sulfites by reacting with nitroglycols.[1]
• Microporous organic polymers by aldol self-condensation reaction of di and multiacetyl building blocks.[2]

Analysis Note

Assay (argentometric): ≥ 99.0 %
Identity (IR): passes test

Safety Information

• Pictograms: GHS05,GHS06
• Signal Word: Danger
• Hazard Statements: H302 - H314 - H331 - H335
• Precautionary Statements: P261 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1A - STOT SE 3
• Target Organs: Respiratory system
• Supplementary Hazards: EUH014 - EUH029
• Storage Class Code: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable