MilliporeSigma
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157767

Sigma-Aldrich

Sulfuryl chloride

97%

Linear Formula:
SO2Cl2
CAS Number:
Molecular Weight:
134.97
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor density

4.7 (vs air)

Quality Level

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

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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.

Packaging

25 g in glass bottle
1 kg in glass bottle

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Inhalation - Eye Dam. 1 - Skin Corr. 1C - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

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

Certificate of Analysis

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Certificate of Origin

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