157767

Sulfuryl chloride

97%

• Linear Formula: SO₂Cl₂
• CAS Number: 7791-25-5
• Molecular Weight: 134.97
• EC Number: 232-245-6
• MDL number: MFCD00011451
• UNSPSC Code: 12352302
• PubChem Substance ID: 57647521
• NACRES: NA.21

Properties

• vapor density: 4.7 (vs air)
• Quality Level: 200
• vapor pressure: 100 mmHg ( 17.8 °C); 105 mmHg ( 20 °C)
• Assay: 97%
• form: liquid
• refractive index: n20/D 1.443 (lit.)
• bp: 68-70 °C (lit.)
• mp: −54 °C (lit.)
• density: 1.665 g/mL at 20 °C (lit.)
• SMILES string: ClS(Cl)(=O)=O
• InChI: 1S/Cl2O2S/c1-5(2,3)4
• InChI key: YBBRCQOCSYXUOC-UHFFFAOYSA-N

Description

General description

Sulfuryl chloride is a sulfur containing reagent. It is widely used for chlorination of various compounds, as it dissociates into sulfur dioxide and chlorine during reaction. Thus, it acts as a source of molecular chlorine for various aromatic chlorination reactions. Its chlorination reaction with dimethyl sulfide has been studied. Sulfuryl chloride may be used as an efficient reagent for the p-chlorination of phenols.

Application

Sulfuryl chloride (SO₂Cl₂) may be used in the following studies:

• Synthesis of α-chloroketones.
• Regioselective (ortho-selective) chlorination of phenols.
• Conversion of monocyclic allylic cis-1,2-diols to the corresponding trans-1,2-chlorohydrins.
• Preparation of β-chlorotetrahydrofuran derivatives.

Sulfuryl chloride may be used as an efficient reagent for the p-chlorination of phenols.

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H314,H330,H335
• Precautionary Statements: P260 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - Eye Dam. 1 - Skin Corr. 1C - STOT SE 3
• Target Organs: Respiratory system
• Supplementary Hazards: EUH014
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 1
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves