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8.08154

Sigma-Aldrich

Thionyl chloride

for synthesis

Synonym(s):

Thionyl chloride, Sulfurous acid dichloride, Sulfurous oxychloride

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About This Item

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

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

InChI

1S/Cl2OS/c1-4(2)3

InChI key

FYSNRJHAOHDILO-UHFFFAOYSA-N

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.

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

Analysis Note

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

Pictograms

CorrosionSkull and crossbones
GHS05,GHS06

Signal Word

Danger

Hazard Statements

H302 - H314 - H331 - H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthetic uses of thionyl chloride
El-Sakka IA and Hassan NA
Journal of Sulfur Chemistry, 26(1), 33-97 (2005)
Thionyl chloride-catalyzed preparation of microporous organic polymers through aldol condensation
Zhao Yan-Chao, et al.
Macromolecules, 44(16), 6382-6388 (2011)

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