Description
Methyl 2-(4-methylphenyl)-2-oxoacetate (CAS No. 34966-53-5) is a high-purity organic compound with the molecular formula C10H10O3. This ester derivative, also known as methyl 4-methylbenzoylformate, is a versatile building block in synthetic organic chemistry, particularly in the preparation of pharmaceuticals, agrochemicals, and fine chemicals. Its structure features a reactive α-ketoester moiety adjacent to a para-methylphenyl group, making it a valuable intermediate for nucleophilic additions, condensations, and cyclization reactions. The compound is supplied as a clear to pale-yellow liquid or low-melting solid with ≥95% purity (GC), ensuring consistent performance in research and industrial applications. Proper storage under inert atmosphere and refrigeration is recommended to maintain stability.
Properties
- CAS Number: 34966-53-5
- Complexity: 202
- IUPAC Name: methyl 2-oxo-2-(p-tolyl)acetate
- InChI: InChI=1S/C10H10O3/c1-7-3-5-8(6-4-7)9(11)10(12)13-2/h3-6H,1-2H3
- InChI Key: IGFZBRICJIHTBI-UHFFFAOYSA-N
- Exact Mass: 178.062994177
- Molecular Formula: C10H10O3
- Molecular Weight: 178.18
- SMILES: CC1=CC=C(C=C1)C(=O)C(=O)OC
- Topological: 43.4
- Monoisotopic Mass: 178.062994177
- Synonyms: 34966-53-5, methyl 2-(4-methylphenyl)-2-oxoacetate, Methyl 2-oxo-2-(p-tolyl)acetate, Methyl 4-methylbenzoylformate, methyl 2-oxo-2-p-tolylacetate, SCHEMBL3757531, Methyl2-oxo-2-(p-tolyl)acetate, JBA96653, methyl (4-methylphenyl)(oxo)acetate, AKOS006230472, DB-334498, CS-0237258, EN300-181023, G22933
Application
Methyl 2-(4-methylphenyl)-2-oxoacetate serves as a key precursor in the synthesis of heterocyclic compounds and active pharmaceutical ingredients (APIs). Researchers utilize this compound in Knoevenagel condensations to access α,β-unsaturated carbonyl derivatives with potential biological activity. It also finds application in material science as a monomer for specialty polymers. The para-methyl substitution pattern enhances its utility in directed ortho-metalation reactions for selective functionalization.
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