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Merck

157767

Sulfuryl chloride

97%

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About This Item

Linear Formula:
SO2Cl2
CAS Number:
Molecular Weight:
134.97
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352302
EC Number:
232-245-6
MDL number:
Assay:
97%
Form:
liquid
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vapor density

4.7 (vs air)

Quality Segment

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

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.


pictograms

Skull and crossbonesCorrosion

signalword

Danger

target_organs

Respiratory system

supp_hazards

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Hazard Classifications

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

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials



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