Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

320536

Sigma-Aldrich

Thionyl chloride

reagent grade, 97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
SOCl2
CAS Number:
7719-09-7
Molecular Weight:
118.97
Beilstein/REAXYS Number:
1209273
EC Number:
231-748-8
MDL number:
MFCD00011449
UNSPSC Code:
12352300
PubChem Substance ID:
24859269
NACRES:
NA.21

grade

reagent grade

Quality Level

100

vapor pressure

97 mmHg ( 20 °C)

assay

97%

form

liquid

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Thionyl chloride is an inorganic acid chloride mainly used as a reagent to prepare carboxylic acid chlorides from carboxylic acids.

Application

Thionyl chloride may be used in the following processes:
  • To facilitate the synthesis of indenones from 3-hydroxyindanones via dehydroxylation.
  • To functionalize silica gel for thioacetalization of aldehydes.
  • Conversion of tert-butyl esters to acid chlorides.
  • Conversion of aliphatic and aromatic sulfoxides to sulfides in the presence of triphenylphosphine.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1A - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH014,EUH029

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBK6389
SHBN7309
STBK2744
SHBN1235
SHBM7418

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Organic Chemistry, 607-607 null
Deoxygenation of sulfoxides to sulfides with thionyl chloride and triphenylphosphine: Competition with the Pummerer reaction
Jang Y, et al.
The Journal of Organic Chemistry, 78(12), 6328-6331 (2013)
The Conversion of tert-Butyl Esters to Acid Chlorides Using Thionyl Chloride.
Greenberg JA & Sammakia T
The Journal of Organic Chemistry, 82(6), 3245-3251 (2017)
Thionyl chloride mediated dehydroxylation of 3-hydroxyindanones to indenones.
Chanda T, et al.
Tetrahedron Letters, 56(31), 4603-4606 (2015)
Meng Zhou et al.
Molecules (Basel, Switzerland), 20(6), 10122-10130 (2015-06-04)
Pincer (Phebox)Ir(mesityl)(OAc) (2) (Phebox = 3,5-dimethylphenyl-2,6-bis(oxazolinyl)) complex, formed by benzylic C-H activation of mesitylene (1,3,5-trimethylbenzene) using (Phebox)Ir(OAc)2OH2 (1), was treated with thionyl chloride to rapidly form 1-(chloromethyl)-3,5-dimethylbenzene in 50% yield at 23 °C. A green species was obtained at the
View All Related Papers

Articles

Complex Hydrides: A New Category of Solid-state Lithium Fast-ion Conductors

Research and development of solid-state lithium fast-ion conductors is crucial because they can be potentially used as solid electrolytes in all-solid-state batteries, which may solve the safety and energy-density related issues of conventional lithium-ion batteries that use liquid (farmable organic) electrolytes.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service