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Merck
CN

8.07066

Oxalyl chloride

for synthesis

别名:

Oxalyl chloride, Oxalic acid dichloride

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关于此项目

经验公式(希尔记法):
C2Cl2O2
化学文摘社编号:
分子量:
126.93
UNSPSC Code:
12352106
EC Index Number:
201-200-2
NACRES:
NA.22
MDL number:
Form:
liquid
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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

SMILES string

ClC(=O)C(=O)Cl

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.


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Danger

flash_point_f

Not applicable

flash_point_c

Not applicable

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - Water-react. 1

存储类别

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

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