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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

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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

447285-VAR:
447285-100ML:
447285-500ML:4548173265544
447285-5ML:
447285-1L:
447285-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN2319
SHBM1322
SHBL9503
SHBL0973
SHBK9475

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Eagleson M.
Concise Encyclopedia Chemistry, 7-7 (1994)
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)
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)
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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