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Sigma-Aldrich

Oxalyl chloride

for synthesis

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Synonym(s):
Oxalyl chloride, Oxalic acid dichloride
Empirical Formula (Hill Notation):
C2Cl2O2
CAS Number:
Molecular Weight:
126.93
MDL number:
EC Index Number:
201-200-2

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

Related Categories

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.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B - Water-react 1

Storage Class

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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


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