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Key Documents

Safety Information

8.07066

Sigma-Aldrich

Oxalyl chloride

for synthesis

Synonym(s):

Oxalyl chloride, Oxalic acid dichloride

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About This Item

Empirical Formula (Hill Notation):
C2Cl2O2
CAS Number:
Molecular Weight:
126.93
MDL number:
UNSPSC Code:
12352106
EC Index Number:
201-200-2
NACRES:
NA.22

vapor pressure

200 hPa ( 20 °C)

Quality Level

form

liquid

bp

63-64 °C/1013 hPa

mp

-12 °C

transition temp

flash point >100 °C

density

1.48 g/cm3 at 20 °C

storage temp.

2-30°C

InChI

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

InChI key

CTSLXHKWHWQRSH-UHFFFAOYSA-N

Application

  • Mild deprotection of the N-tert-butyloxycarbonyl (N-Boc) group using oxalyl chloride: This study explores the mild deprotection capabilities of oxalyl chloride on N-Boc substrates, offering a potential method for sensitive chemical syntheses (N George, S Ofori, S Parkin, SG Awuah, 2020).
  • Nickel-Catalyzed Highly Selective Reductive Carbonylation Using Oxalyl Chloride as the Carbonyl Source: Demonstrates the use of oxalyl chloride as an effective carbonyl source in nickel-catalyzed reductive carbonylation, highlighting its utility in organic synthesis (J Wang, Y Yin, X He, QL Duan, R Bai, HW Shi, 2023).
  • A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride: Introduces a novel esterification process utilizing oxalyl chloride and triphenylphosphine oxide, which improves reaction efficiency and product yield in organic chemistry (M Jia, L Jiang, F Niu, Y Zhang, 2018).
  • Dimethyl sulfoxide/oxalyl chloride: A useful reagent for sulfenyletherification: Discusses the use of a dimethyl sulfoxide/oxalyl chloride mixture in sulfenyletherification reactions, providing insights into advanced synthesis techniques for sulfur-containing compounds (Y Gao, S Cheng, T Zhang, R Ding, Y Liu, 2018).

Analysis Note

Assay (argentometric): ≥ 98.0 %
Identity (IR): passes test
A slight precipitate of oxalic acid is normal and does not affect the specified quality of the product.

Signal Word

Danger

Hazard 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


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

Poisonous substance


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’.

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