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Atomfair Methyl propiolate C4H4O2 CAS 922-67-8

Methyl propiolate (CAS No. 922-67-8) is a highly reactive alkyne ester with the molecular formula C4H4O2. This clear, colorless to pale yellow liquid is widely utilized in organic synthesis and pharmaceutical research due to its versatile reactivity as a Michael acceptor and a dipolarophile. With a boiling point of approximately 103-105°C and a density of 0.963 g/mL at 25°C , it offers excellent solubility in common organic solvents like ethanol, ether, and acetone. The compound’s IUPAC name, methyl prop-2-ynoate , reflects its structure as the methyl ester of propiolic acid. Packaged under inert gas to prevent polymerization, our high-purity grade…

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Description

Methyl propiolate (CAS No. 922-67-8) is a highly reactive alkyne ester with the molecular formula C4H4O2. This clear, colorless to pale yellow liquid is widely utilized in organic synthesis and pharmaceutical research due to its versatile reactivity as a Michael acceptor and a dipolarophile. With a boiling point of approximately 103-105°C and a density of 0.963 g/mL at 25°C, it offers excellent solubility in common organic solvents like ethanol, ether, and acetone. The compound’s IUPAC name, methyl prop-2-ynoate, reflects its structure as the methyl ester of propiolic acid. Packaged under inert gas to prevent polymerization, our high-purity grade (>98%) is ideal for click chemistry applications, metal-catalyzed coupling reactions, and as a building block for heterocyclic compounds. Available in quantities from 1g to 1kg with optional anhydrous packaging.

Properties

  • CAS Number: 922-67-8
  • Complexity: 95.4
  • IUPAC Name: methyl prop-2-ynoate
  • InChI: InChI=1S/C4H4O2/c1-3-4(5)6-2/h1H,2H3
  • InChI Key: IMAKHNTVDGLIRY-UHFFFAOYSA-N
  • Exact Mass: 84.021129366
  • Molecular Formula: C4H4O2
  • Molecular Weight: 84.07
  • SMILES: COC(=O)C#C
  • Topological: 26.3
  • Monoisotopic Mass: 84.021129366
  • Synonyms: METHYL PROPIOLATE, Methyl propynoate, Propiolic acid, methyl ester, methyl propargylate, Propynoic acid methyl ester, methyl 2-propynoate, EINECS 213-083-5, BRN 0605462, T88NXO102K, AI3-37828, NSC-154164, UNII-T88NXO102K, methyl acetylenemonocarboxylate, (CARBOMETHOXY)ACETYLENE, (METHOXYCARBONYL)ACETYLENE, DTXSID60238923, 4-02-00-01688 (Beilstein Handbook Reference), DTXCID10161414, imakhntvdgliry-uhfffaoysa-n, inchi=1/c4h4o2/c1-3-4(5)6-2/h1h,2h, 922-67-8, methyl prop-2-ynoate, Methyl acetylenecarboxylate, 2-Propynoic acid, methyl ester, Methyl ethynecarboxylate, Propynoic acid, methyl ester, MFCD00008572, Acetylenecarboxylic acid methyl ester, NSC 154164, Propiolic Acid Methyl Ester, Propargylic Acid Methyl Ester, Methyl propiolate, 99%, propiolic acid methylester, SCHEMBL534, SCHEMBL968390, SCHEMBL4683308, SCHEMBL6965106, CHEMBL4086262, ALBB-008926, NSC154164, SBB049642, STK505661, AKOS000120024, FM07823, SB40750, BP-30045, CS-0022413, NS00039449, P0528, EN300-20478, P17723, doi:10.14272/IMAKHNTVDGLIRY-UHFFFAOYSA-N.1, Methyl acetylenecarboxylate;Propynoic acid methyl ester, F0001-2227, 27342-21-8

Application

Methyl propiolate serves as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty polymers. Its triple bond functionality enables Huisgen cycloadditions for triazole formation in click chemistry applications. Researchers employ it as a precursor for pyrazole and pyrrole derivatives through [3+2] cycloaddition reactions. The compound also finds use in material science for creating conductive polymers and cross-linked networks via radical polymerization.

Safety and Hazards

GHS Hazard Statements

  • H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]
  • H315 (98.6%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (98.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (95.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

  • Flam. Liq. 2 (100%)
  • Skin Irrit. 2 (98.6%)
  • Eye Irrit. 2 (98.6%)
  • STOT SE 3 (95.7%)

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

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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