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447285

Sigma-Aldrich

Thionyl chloride

ReagentPlus®, 99.5%, low iron

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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:
24868330
NACRES:
NA.21

vapor pressure

97 mmHg ( 20 °C)

Quality Level

100

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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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

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS2916
SHBS2111
SHBQ3284
SHBP2008
SHBN2319

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Thionyl chloride assisted functionalization of amorphous carbon nanotubes: A better field emitter and stable nanofluid with better thermal conductivity.
Sarkar SK, et al.
Materials Research Bulletin, 66, 1-8 (2015)
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)
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)
High-resolution synchrotron far infrared spectroscopy of thionyl chloride: Analysis of the ν3 and ν6 fundamental bands.
Martin-Drumel MA, et al.
Journal of Molecular Spectroscopy (2015)
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