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447285

Sigma-Aldrich

Thionyl chloride

ReagentPlus®, 99.5%, low iron

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Linear Formula:
SOCl2
CAS Number:
Molecular Weight:
118.97
Beilstein/REAXYS Number:
1209273
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor pressure

97 mmHg ( 20 °C)

Quality Level

product line

ReagentPlus®

assay

99.5%

form

liquid

contains

<5 ppm iron

refractive index

n20/D 1.518 (lit.)

bp

79 °C (lit.)

mp

−105 °C (lit.)

density

1.631 g/mL at 25 °C (lit.)

cation traces

Fe: ≤5.0 ppm

SMILES string

ClS(Cl)=O

InChI

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

InChI key

FYSNRJHAOHDILO-UHFFFAOYSA-N

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1 of 4

This Item
23046432053616211
vibrant-m

447285

Thionyl chloride

vibrant-m

230464

Thionyl chloride

vibrant-m

320536

Thionyl chloride

vibrant-m

16211

Tetrachloroethylene

assay

99.5%

assay

≥99%

assay

97%

assay

≥99.5%

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

density

1.631 g/mL at 25 °C (lit.)

density

1.631 g/mL at 25 °C (lit.)

density

1.631 g/mL at 25 °C (lit.)

density

1.623 g/mL at 25 °C (lit.)

cation traces

Fe: ≤5.0 ppm

cation traces

-

cation traces

-

cation traces

-

vapor pressure

97 mmHg ( 20 °C)

vapor pressure

97 mmHg ( 20 °C)

vapor pressure

97 mmHg ( 20 °C)

vapor pressure

13 mmHg ( 20 °C), 19 mmHg ( 25 °C)

Application

Thionyl chloride was used to produce graphene-based hybrid transparent conductive electrodes (TCEs).
It may be used in the following processes:
  • Synthesis of indenones from 3-hydroxyindanones via dehydroxylation.
  • Modification of amorphous carbon nanotubes (a-CNTs) in stearic acid-dichloro methane solution.
  • To functionalize silica gel for thioacetalization of aldehydes.
It may be used in the synthesis of:
  • substituted stilbene derivatives
  • tert-butyl ((S)-1-((R)-oxiran-2-yl)-2-phenylethyl)carbamate
  • optically active chloroalkanes

Legal Information

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

accessory

Product No.
Description
Pricing

pictograms

CorrosionSkull and crossbones

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

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


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The electron diffraction investigation of sulfur monochloride, sulfur dichloride, sulfur trioxide, thionyl chloride, sulfuryl chloride, vanadium oxytrichloride, and chromyl chloride.
Palmer KJ.
Journal of the American Chemical Society, 60(10), 2360-2369 (1938)
Eagleson M.
Concise Encyclopedia Chemistry, 7-7 (1994)
CaF2 catalyzed SN2 type chlorodehydroxylation of chiral secondary alcohols with thionyl chloride: a practical and convenient approach for the preparation of optically active chloroalkanes.
Zhang J, et al.
Tetrahedron Letters, 54(18), 2261-2263 (2013)
Synthesis and characterization of some novel stilbene derivatives derived from substituted (phenyl acetic acid, benzaldehyde, amines) triethyl amine and thionyl chloride.
More PS and Singh SG.
International Letters of Chemistry, Physics and Astronomy, 4, 71-71 (2015)
Thionyl Chloride-Mediated Synthesis of tert-Butyl ((S)-1-((R)-Oxiran-2-yl)-2-phenylethyl) carbamate with Boc-Involved Neighboring Group Participation.
Li T, et al.
Synthetic Communications, 45(10), 1183-1189 (2015)

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