Skip to Content
Merck
All Photos(1)

Documents

Safety Information

310670

Sigma-Aldrich

Oxalyl chloride solution

2.0 M in methylene chloride

Synonym(s):

Dichlorooxalic acid, Ethanedioyl chloride, Oxalic acid chloride, Oxalic acid dichloride, Oxalic dichloride, Oxaloyl chloride, Oxaloyl dichloride, Oxalyl dichloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
ClCOCOCl
CAS Number:
79-37-8
Molecular Weight:
126.93
Beilstein:
1361988
MDL number:
MFCD00000704
UNSPSC Code:
12352106
PubChem Substance ID:
24858810
NACRES:
NA.22

form

liquid

reaction suitability

reagent type: oxidant

concentration

2.0 M in methylene chloride

density

1.335 g/mL at 25 °C

SMILES string

ClC(=O)C(Cl)=O

InChI

1S/C2Cl2O2/c3-1(5)2(4)6

InChI key

CTSLXHKWHWQRSH-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Oxalyl chloride is generally used as a dimethyl sulfoxide activator and a chlorinating agent to convert carboxylic acid to acid chlorides.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Target Organs

Central nervous system

Supplementary Hazards

EUH014,EUH029,EUH071

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 2

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.

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

310670-800ML:4548173223483
310670-100ML:4548173223476
310670-VAR:
310670-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis and characterization of highly soluble and heat stable new poly (amide-ether) s containing pyridine rings in the main chain.
Banihashemi A and Vakili MR
e-Polymers, 8(1) (2008)
Catalytic syntheses of N-heterocyclic ynones and ynediones by in situ activation of carboxylic acids with oxalyl chloride.
Christina Boersch et al.
Angewandte Chemie (International ed. in English), 50(44), 10448-10452 (2011-09-13)
Oxidation of long-chain and related alcohols to carbonyls by dimethyl sulfoxide" activated" by oxalyl chloride.
Mancuso AJ, et al.
The Journal of Organic Chemistry, 43(12), 2480-2482 (1978)
Benoît Heurtaux et al.
The Journal of organic chemistry, 70(4), 1474-1477 (2005-02-12)
[reaction: see text] Several natural pulvinic acids were synthesized. Silyl ketene acetals derived from methyl arylacetates (4 equiv) reacted with oxalyl chloride at -78 degrees C, without the need of adding a catalyst. After treatment of the crude diketones with
Peter J Manley et al.
Organic letters, 4(18), 3127-3129 (2002-08-31)
[reaction: see text] A mild, practical, one-pot method for the generation of imidoyl chlorides and their subsequent in situ reaction with pyridine-1-oxides is described. The imidoyl chlorides were formed from the reaction of secondary amides with a stoichiometric amount of
View All Related Papers

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