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4755-77-5 - Ethyl oxalyl chloride, 98% - Ethyl chloroglyoxylate - Oxalic acid monoethyl ester chloride - A14653 - Alfa Aesar

A14653 Ethyl oxalyl chloride, 98%

CAS Number
4755-77-5
Synonyms
Ethyl chloroglyoxylate
Oxalic acid monoethyl ester chloride

Size Price ($) Quantity Availability
25g 30.15
100g 67.14
500g 198.79
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Ethyl oxalyl chloride, 98%

MDL
MFCD00000706
EINECS
225-285-0

Chemical Properties

Formula
C4ClH5O3
Formula Weight
136.53
Boiling Point
134-135°
Flash Point
41°(105°F)
Density
1.226
Refractive Index
1.4160
Sensitivity
Moisture Sensitive
Solubility
Slightly miscible with water.

Applications

Ethyl oxalyl chloride is used in the synthesis of 2-oxo-3-alkenoic esters and alpha-keto ester in good yield. It acts as a reactant in the preparation of oxyoxalamide derivatives as an epoxide hydrolase inhibitor.

Notes

Moisture sensitive. Incompatible with bases, oxidizing agents and alcohols.

Literature References

Reaction with imidazole, followed by a Grignard reagent, provides a route to ɑ-keto esters, generally in good yield: J. Org. Chem., 46, 211 (1981).

In the presence of pyridine, electron-rich alkenes give 2-oxo-3-alkenoic esters: Synthesis, 137 (1986):

Zang, T. N.; Zhao, R. R.; Yang, X. Z.; Gao, Y.; Wang, G. K.; Zhou, Y.; Zhang, J. F. A near-infrared chemodosimeter with Pi-selective colorimetric and fluorescent sensing and its application in vivo imaging. RSC Adv. 2015, 5 (88), 71756-71759.

Monascal, Y.; Maldonado, A.; Mora, J. R.; Córdova, T.; & Chuchani, G. Homogeneous and unimolecular gas-phase thermal decomposition kinetics of methyl benzoylformate: experimental and theoretical study. J. Phys. Org. Chem. 2015, 28 (1), 40-46.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318-H226-H335

Causes severe skin burns and eye damage. Causes serious eye damage. Flammable liquid and vapour. May cause respiratory irritation.

Precautionary Statements: P210-P260-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
506725
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2917.19
TSCA
Yes

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