Description

Ethyl Oxalyl Chloride (CAS 4755-77-5) is a highly reactive and versatile organic compound with the molecular formula C₄H₅ClO₃. Also known as Ethyl 2-chloro-2-oxoacetate, this clear to pale yellow liquid is widely used in organic synthesis, pharmaceutical manufacturing, and specialty chemical applications. Its IUPAC name is ethyl 2-chloro-2-oxoacetate, and it is characterized by its sharp, pungent odor and moisture-sensitive nature.

This compound is an essential reagent for introducing the oxalyl group into target molecules, making it valuable for the synthesis of esters, amides, and other derivatives. It is particularly useful in peptide coupling reactions, the production of agrochemicals, and as an intermediate in the synthesis of active pharmaceutical ingredients (APIs). Ethyl oxalyl chloride is typically stored under inert conditions to prevent hydrolysis and degradation.

Our high-purity grade (>98%) ensures optimal performance in sensitive reactions, with minimal impurities that could interfere with synthetic pathways. Proper handling requires the use of personal protective equipment (PPE) and adherence to standard safety protocols due to its corrosive and lachrymatory properties.

Properties

• CAS Number: 4755-77-5
• Complexity: 110
• IUPAC Name: ethyl 2-chloro-2-oxo-acetate
• InChI: InChI=1S/C4H5ClO3/c1-2-8-4(7)3(5)6/h2H2,1H3
• InChI Key: OWZFULPEVHKEKS-UHFFFAOYSA-N
• Exact Mass: 135.9927217
• Molecular Formula: C4H5ClO3
• Molecular Weight: 136.53
• SMILES: CCOC(=O)C(=O)Cl
• Topological: 43.4
• Monoisotopic Mass: 135.9927217
• Physical Description: Clear light brown liquid;
• Vapor Pressure: 7.61 [mmHg]
• Synonyms: 4755-77-5, Ethyl chlorooxoacetate, Ethyl oxalyl chloride, ETHYL CHLOROGLYOXYLATE, Ethyl 2-chloro-2-oxoacetate, Acetic acid, chlorooxo-, ethyl ester, Oxalic acid monoethyl ester chloride, Monoethyl oxaloyl chloride, Oxalyl chloride, ethyl ester, Acetic acid, 2-chloro-2-oxo-, ethyl ester, Monoethyl oxalyl chloride, EINECS 225-285-0, NSC 80644, Glyoxylic acid, chloro-, ethyl ester, DTXSID3063598, Ethyl 2chloro2oxoacetate, DTXCID7040576, Acetic acid, chlorooxo, ethyl ester, Glyoxylic acid, chloro, ethyl ester, Acetic acid, 2chloro2oxo, ethyl ester, 225-285-0, ethyl oxalyl monochloride, Ethoxalyl chloride, ethyl chloroformylformate, Ethoxyoxalyl Chloride, chlorooxoacetic acid ethyl ester, ethyl chloro(oxo)acetate, MFCD00000706, NSC-80644, Ethyl (Chlorocarbonyl)formate, Glyoxylic acid, chloro-, ethyl ester; 1-(Chlorocarbonyl)formic acid ethyl ester; Chloroglyoxylic acid ethyl ester, ethyl 2-chloro-2-oxo-acetate, Ethyloxalylmonochloride, Chlorooxalic acid ethyl ester, ethoxalylchloride, ethyl chloroxalate, ethyl chlorooxalate, ethylchlorooxoacetate, ethyl chloroxoacetate, ethyl choroglyoxylate, Ethoxy oxalylchloride, ethyl chloroglyoxalate, Ethylchlorooxo-acetate, ethyl chloro-oxoacetate, ethylchloro(oxo)acetate, ethyl 2-chlorooxoacetate, ethyl chloro-oxo-acetate, ethyl chloroglyoxylic acid, ethyl chloro-(oxo)acetate, chloroglyoxylic ethyl ester, ethyl (chloroformyl)formate, S8B2T78QGR, SCHEMBL23824, Ethyl chlorooxoacetate, 98%, chloro-oxalic acid ethyl ester, Chloroglyoxylic Acid Ethyl Ester, Oxalic acid chloride ethyl ester, chloro-oxo-acetic acid ethyl ester, BCP20422, NSC80644, BBL027307, STL371945, 2-chloro-2-oxoacetic acid ethyl ester, AKOS000120204, FE32414, RP10160, AS-19169, BP-13267, ethyl 2-chloranyl-2-oxidanylidene-ethanoate, CS-0017819, NS00031703, EN300-20677, A827270, F2190-0031

Application

Ethyl oxalyl chloride is primarily used as a key reagent in organic synthesis for the preparation of esters, amides, and other functionalized compounds. It serves as an effective acylating agent in peptide coupling reactions and the production of pharmaceutical intermediates. Additionally, it finds applications in agrochemical synthesis and the manufacture of specialty chemicals requiring the introduction of an oxalyl group.

Safety and Hazards

GHS Hazard Statements

• H226 (96.9%): Flammable liquid and vapor [Warning Flammable liquids]
• H290 (16.9%): May be corrosive to metals [Warning Corrosive to Metals]
• H302 (10.8%): Harmful if swallowed [Warning Acute toxicity, oral]
• H314 (98.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (18.5%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (27.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P210, P233, P234, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P363, P370+P378, P390, P403+P233, P403+P235, P405, P406, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (96.9%)
• Met. Corr. 1 (16.9%)
• Acute Tox. 4 (10.8%)
• Skin Corr. 1B (98.5%)
• Eye Dam. 1 (18.5%)
• STOT SE 3 (27.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.