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A14653 Ethyl oxalyl chloride, 98%

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

Stock No. Size Price ($) Quantity Availability
A14653-14 25g 35.70
A14653-22 100g 79.60
A14653-36 500g 208.00
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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
Storage & Sensitivity
Moisture Sensitive. Ambient temperatures.
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: H226-H302-H314

Flammable liquid and vapour. Harmful if swallowed. Causes severe skin burns and eye damage.

Precautionary Statements: P210-P233-P240-P241-P242-P243-P260-P264b-P270-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. 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 INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

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

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