All Photos(2)

230464

Sigma-Aldrich

Thionyl chloride

ReagentPlus®, ≥99%

All Photos(2)
Linear Formula:
SOCl2
CAS Number:
7719-09-7
Molecular Weight:
118.97
Beilstein:
1209273
EC Number:
231-748-8
MDL number:
MFCD00011449
PubChem Substance ID:
24853806
NACRES:
NA.21

Quality Level

200

vapor pressure

97 mmHg ( 20 °C)

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

Related Categories

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.

Packaging

5 mL in glass bottle
1, 2.5 L in Sure/Seal™
100, 4×100, 500 mL in Sure/Seal™

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

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

6.1C - 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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

More documents

Structure Search
Pressure-Temperature Nomograph
Bulk Quote-Order Product
Fox MA and Whitesell JK
Organic Chemistry, 607-607 null
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)
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 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: 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