Skip to Content
Merck
All Photos(2)

Documents

230464

Sigma-Aldrich

Thionyl chloride

ReagentPlus®, ≥99%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
SOCl2
CAS Number:
7719-09-7
Molecular Weight:
118.97
Beilstein:
1209273
EC Number:
231-748-8
MDL number:
MFCD00011449
UNSPSC Code:
12352300
PubChem Substance ID:
24853806
NACRES:
NA.21

vapor pressure

97 mmHg ( 20 °C)

Quality Level

200

product line

ReagentPlus®

Assay

≥99%

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.)

anion traces

chloride (Cl-): 59.0-60.2%

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

General description

Thionyl chloride is an inorganic acid chloride mainly used 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.
  • Surface modification of amorphous carbon nanotubes (α-CNTs) in stearic acid-dichloromethane solution.
  • 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.
  • As an activator to generate ketenes in-situ for preparing 2-azetidinones.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
CDBG4645
SDBB0867
SDBB1283
SHBQ3023
STBL3375

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

Thionyl chloride (or oxalyl chloride) as an efficient acid activator for one-pot synthesis of [Beta]-lactams.
Ebrahimi E & Jarrahpour A.
Iranian Journal of Science and Technology, 38(A1), 49-49 (2014)
Fox MA and Whitesell JK
Organic Chemistry, 607-607 null
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)
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)
Thionyl chloride assisted functionalization of amorphous carbon nanotubes: A better field emitter and stable nanofluid with better thermal conductivity.
Sarkar SK, et al.
Mat. Res. Bul., 1-8 (2015)
View All Related Papers

Articles

Complex Hydrides: New Solid-state Conductors

Solid-state lithium fast-ion conductors are crucial for safer, high-energy-density all-solid-state batteries, addressing conventional battery limitations.

Complex Hydrides: New Solid-state Conductors

Solid-state lithium fast-ion conductors are crucial for safer, high-energy-density all-solid-state batteries, addressing conventional battery limitations.

Complex Hydrides: New Solid-state Conductors

Solid-state lithium fast-ion conductors are crucial for safer, high-energy-density all-solid-state batteries, addressing conventional battery limitations.

Complex Hydrides: New Solid-state Conductors

Solid-state lithium fast-ion conductors are crucial for safer, high-energy-density all-solid-state batteries, addressing conventional battery limitations.

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