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88950

Sigma-Aldrich

Thionyl chloride

puriss., ≥99.0%

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Linear Formula:
SOCl2
CAS Number:
Molecular Weight:
118.97
Beilstein:
1209273
EC Number:
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:

vapor pressure

97 mmHg ( 20 °C)

grade

puriss.

Assay

≥99.0%

form

liquid

color

APHA: ≤50

refractive index

n20/D 1.518 (lit.)

bp

79 °C (lit.)

mp

−105 °C (lit.)

density

1.631 g/mL at 25 °C (lit.)

SMILES string

ClS(Cl)=O

InChI

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

InChI key

FYSNRJHAOHDILO-UHFFFAOYSA-N

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General description

Thionyl chloride is a sulfur containing acid halide. It participates in the preparation of butadiyne (diacetylene). On reaction with benzaldehyde, it affords benzylidene dichloride. It is widely employed for the transformation of alcohols into reactive alkyl chlorides.

Application

Thionyl chloride may be employed for the sulfonation of aromatic compounds. It may be used in the synthesis of following:
  • cyclooctasulfur oxide
  • disulfuroxide
  • acetylchloride
  • organochlorine compounds
  • G-series nerve agents such as phosgene or chloropicrine
  • 1-(chloromethyl)-3,5-dimethylbenzene

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Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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Eagleson M.
Concise Encyclopedia Chemistry, 1056-1056 (1994)
Eagleson M.
Concise Encyclopedia Chemistry, 118-118 (1994)
High-resolution synchrotron far infrared spectroscopy of thionyl chloride: Analysis of the ?3 and ?6 fundamental bands.
Martin-Drumel MA, et al.
Journal of Molecular Spectroscopy (2015)
Jinjian Zheng et al.
Analytica chimica acta, 891, 255-260 (2015-09-22)
Thionyl chloride is often used to convert alcohols into more reactive alkyl chloride, which can be easily converted to many compounds that are not possible from alcohols directly. One important reaction of alkyl chloride is nucleophilic substitution, which is typically
Eagleson M.
Concise Encyclopedia Chemistry, 1049-1049 (1994)

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