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Methyl Oxalyl Chloride

CAS NO. 5781-53-3
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  • Industrial / Synthesis Grade ≥98%

  • Royalchem

  • 5781-53-3

Product Name Methyl Oxalyl Chloride
(Synonyms: Methyl Chloroglyoxylate; Methyl Chlorooxoacetate; Monomethyl Oxalyl Chloride; Chloroglyoxylic Acid Methyl Ester)
CAS NO. 5781-53-3
Formula & Molecular Weight C3H3ClO3 (MW: 122.50) |  EC: 227-307-4  |  MDL: MFCD00000705
Chemical Structure Methyl Oxalyl Chloride structure CAS 5781-53-3
Product Type Acyl Chloride / Acylating Reagent / Carbonyl Building Block
Methyl Oxalyl Chloride contains both a reactive acyl chloride group and a methyl ester group, making it useful for introducing an α-carbonyl ester functionality into organic molecules.
Typical Specification Typical reference industrial specification. Final analytical results are subject to the actual supplier specification and batch COA.
  • Appearance: Colorless to light yellow clear liquid

  • Assay: ≥98.0%

Reference Properties
  • Physical State: Liquid at room temperature

  • Boiling Point: Approx. 118–125°C

  • Specific Gravity: Approx. 1.33

  • Refractive Index: Approx. 1.42

  • Flash Point: Approx. 46°C

  • Functional Groups: Acyl chloride and ester

  • Moisture Sensitivity: Moisture sensitive; reacts / decomposes on contact with water

Physical-property values are compiled from current commercial reference data and are provided for identification and formulation reference only. They are not fixed Royalchem release specifications.

Key Applications

Methyl Oxalyl Chloride is a reactiveacylating reagent and α-carbonyl ester building blockused in fine chemical and advanced organic synthesis.

  • α-Keto Ester Synthesis:Used to introduce the –CO–COOCH3unit into organic molecules for the preparation of α-keto esters and related carbonyl intermediates.

  • Arylglyoxylate Synthesis:Can participate in Lewis-acid-promoted Friedel–Crafts acylation of aromatic substrates to form methyl arylglyoxylate derivatives.

  • Heterocycle Synthesis:Used in synthetic routes involving substituted isoxazoles, fused coumarins and other heterocyclic structures.

  • Acylation Chemistry:Its electrophilic acyl chloride group reacts with suitable nucleophiles and enolate-type intermediates, including applications in silyl enol ether acylation.

  • Wittig-Based Synthesis:Reported as a reactant in synthetic sequences involving intramolecular Wittig reactions and subsequent functional-group transformations.

  • Fine Chemical Process Development:Used as a specialized carbonyl building block in pharmaceutical, agrochemical and other fine-chemical R&D where methoxyoxalyl or α-keto ester functionality is required.

Packaging, Storage & Shipping Packaging:Commercial packaging is selected according to product grade, order quantity and dangerous-goods requirements. Final package type and net weight are confirmed with the commercial order.
Storage:Keep containers tightly closed and protect from moisture. Store in a cool, dry and well-ventilated area away from heat and ignition sources. Inert-gas protection is recommended for moisture-sensitive handling. Follow the storage conditions stated in the applicable supplier TDS/SDS.

Sourcing Methyl Oxalyl Chloride for Fine Chemical Synthesis?

Royalchem suppliesMethyl Oxalyl Chloride (Methyl Chloroglyoxylate, CAS 5781-53-3)for fine chemical and advanced organic synthesis. Typical applications includeα-keto ester synthesis, arylglyoxylate formation, acylation chemistry and heterocycle synthesis. Batch-specificCOA, SDS, specification confirmation and international logistics supportare available for commercial inquiries.
Contact Royalchem with your target application, required assay / impurity limits, quantity and destination country for grade and logistics matching.

How Methyl Oxalyl Chloride Works in Organic Synthesis

Reactive Acyl Chloride The acyl chloride carbonyl is strongly electrophilic and can undergo acylation with suitable nucleophiles or carbon nucleophiles.
α-Keto Ester Building Block The molecule can introduce a carbonyl plus methyl ester unit, making it useful for preparation of α-keto ester and glyoxylate-type intermediates.
Friedel–Crafts Acylation In suitable Lewis-acid-mediated systems, Methyl Oxalyl Chloride can acylate activated aromatic substrates to form aryl α-keto ester derivatives.
Further Functionalization The resulting carbonyl intermediates can undergo reduction, olefination, cyclization, amination and other downstream transformations in multistep synthesis.

Methyl Oxalyl Chloride vs Oxalyl Chloride

Item Methyl Oxalyl Chloride Oxalyl Chloride
CAS 5781-53-3 79-37-8
Functional Groups One acyl chloride + one methyl ester Two acyl chloride groups
Typical Synthetic Role α-Keto ester / glyoxylate building block and acylating reagent Oxalylation, acid-chloride chemistry and specialized activation / oxidation chemistry
Interchangeable? No. They are different compounds with different structures and synthetic behavior.

Frequently Asked Questions

What is CAS 5781-53-3? CAS 5781-53-3 is Methyl Oxalyl Chloride, also widely known as Methyl Chloroglyoxylate, Methyl Chlorooxoacetate and Monomethyl Oxalyl Chloride.
What is Methyl Oxalyl Chloride mainly used for? It is mainly used as a reactive acylating reagent and carbonyl building block for synthesis of α-keto esters, arylglyoxylates, heterocycles and other fine chemical intermediates.
Is Methyl Oxalyl Chloride the same as Oxalyl Chloride? No.Methyl Oxalyl Chloride is CAS 5781-53-3 and contains one acyl chloride and one methyl ester group. Oxalyl Chloride is CAS 79-37-8 and contains two acyl chloride groups.
Is Methyl Oxalyl Chloride used in Friedel–Crafts acylation? Yes. Published synthesis examples use Methyl Chloroglyoxylate with Lewis acids such as aluminum chloride to prepare aromatic α-keto ester / arylglyoxylate derivatives.
Why must Methyl Oxalyl Chloride be protected from moisture? Its acyl chloride functionality is moisture sensitive. Water can cause hydrolysis and decomposition, reducing product quality and potentially generating corrosive decomposition products. Dry handling is therefore important.
Can Royalchem provide COA and SDS? Batch-specific COA, SDS and specification information can be provided according to the actual commercial supply source. Customers should provide the target application, assay / impurity requirements, quantity and destination when requesting a quotation.

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