8.07066

Oxalyl chloride

for synthesis

• Synonym(s): Oxalyl chloride, Oxalic acid dichloride
• Empirical Formula (Hill Notation): C₂Cl₂O₂
• CAS Number: 79-37-8
• Molecular Weight: 126.93
• MDL number: MFCD00000704
• UNSPSC Code: 12352106
• EC Index Number: 201-200-2
• NACRES: NA.22

Properties

• vapor pressure: 200 hPa ( 20 °C)
• Quality Level: 200
• 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

Description

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.

Safety Information

• pictograms: GHS02,GHS05,GHS06
• signalword: Danger
• hcodes: H260 - H301 + H331 - H314
• pcodes: P223 - P231 + P232 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B - Water-react 1
• supp_hazards: EUH014 - EUH029 - EUH071
• 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