This product is currently packaged in an amber glass bottle with a sureseal cap.
O8801
Oxalyl chloride
reagent grade, 98%
Synonym(s):
Ethanedioyl dichloride
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Linear Formula:
ClCOCOCl
CAS Number:
Molecular Weight:
126.93
Beilstein:
1361988
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.
Recommended Products
grade
reagent grade
Quality Level
vapor density
4.4 (vs air)
vapor pressure
150 mmHg ( 20 °C)
Assay
98%
reaction suitability
reagent type: oxidant
impurities
≤1.0% phosgene content
refractive index
n20/D 1.429 (lit.)
bp
62-65 °C (lit.)
mp
−10-−8 °C (lit.)
density
1.5 g/mL at 20 °C (lit.)
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
Related Categories
General description
Oxalyl chloride is a versatile reagent in various chemical transformations, such as chlorination, dichlorination, oxidation, reduction, dehydration, decarboxylation, formylation, and ring cleavage of epoxides.
Application
Oxalyl chloride can be used as an oxidizing agent:
- To synthesize β, β′-diketodithioethers from β, β′-dihydroxydithioethers via Swern oxidation.
- In the DMSO-catalyzed Swern oxidation of primary amides or aldoximes to nitriles in the presence of triethylamine as a base.
- In the Moffatt-Swern oxidation of aryl allylic alcohols to halogenated unsaturated ketones in the presence of triethylamine.
Reactant involved in:
- Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids
- Chlorination and halogenation
- Three-component [3+2] cycloadditions
- Reactions with organostannanes
- Synthesis of cyclopentenones
- Carbonylations, used as a carbonyl synthon
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B - Water-react 1
Supplementary Hazards
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
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
Systematic survey of positive chlorine sources in the asymmetric Appel reaction: oxalyl chloride as a new phosphine activator.
Rajendran KV, et al.
Tetrahedron Letters, 54(51), 7009-7012 (2013)
A direct access to α-diones from oxalyl chloride.
Babudri F, et al.
Tetrahedron Letters, 36(40), 7305-7308 (1995)
Oxalyl halides: Part II. Vibrational spectra and assignments for oxalyl fluoride and oxalyl chloride fluoride.
Hencher JL and King GW.
Journal of Molecular Spectroscopy, 16(1), 168-178 (1965)
Oxalyl chloride as a practical carbon monoxide source for carbonylation reactions.
Hansen SVF and Ulven T.
Organic Letters, 17(11), 2832-2835 (2015)
Tsutomu Kimura et al.
Chemical communications (Cambridge, England), (32)(32), 4077-4079 (2005-08-11)
Reaction of diastereomerically pure phosphinoselenoic acid salts with oxalyl chloride leads to enantiomerically pure P-chiral phosphinoselenoic chlorides with inversion of configuration at phosphorus; one of these chlorides is converted to a phosphinoselenothioic acid salt with a high degree of enantioselectivity.
-
How is this product packaged?
1 answer-
Helpful?
-
Active Filters
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
