320536
Thionyl chloride
reagent grade, 97%
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About This Item
Linear Formula:
SOCl2
CAS Number:
Molecular Weight:
118.97
UNSPSC Code:
12352300
NACRES:
NA.21
PubChem Substance ID:
EC Number:
231-748-8
Beilstein/REAXYS Number:
1209273
MDL number:
Assay:
97%
Grade:
reagent grade
Form:
liquid
grade
reagent grade
Quality Level
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
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.
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signalword
Danger
hcodes
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
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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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)