7515-17-5

Basic information

• Product Name: Methyl 3-(4-Methoxyphenyl)propiolate
• Synonyms: Methyl 3-(4-Methoxyphenyl)propiolate;Methyl 3-(4-methoxyphenyl);(4-Methoxy-phenyl)-propynoic acid methyl ester
• CAS NO: 7515-17-5
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.1953
• Mol File: 7515-17-5.mol
• Article Data: 38

Chemical Properties

• Melting Point: 45-46 °C
• Boiling Point: 290.7±23.0 °C(Predicted)
• Appearance: /
• Density: 1.15±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Methyl 3-(4-Methoxyphenyl)propiolate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-(4-Methoxyphenyl)propiolate(7515-17-5)
• EPA Substance Registry System: Methyl 3-(4-Methoxyphenyl)propiolate(7515-17-5)

Safety Data

• Hazardous Substances Data: 7515-17-5(Hazardous Substances Data)

Usage

General Description

Methyl 3-(4-Methoxyphenyl)propiolate is a chemical compound with the molecular formula C11H12O3. It is a ester derivative of propiolic acid, containing a methyl group and a 4-methoxyphenyl group. Methyl 3-(4-Methoxyphenyl)propiolate is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and organic compounds. It has potential uses in the field of medicinal chemistry and drug discovery due to its structural and functional properties. Additionally, it has been studied for its potential anti-inflammatory and antioxidant properties, although further research is needed to fully understand its biological activities and potential applications.

Upstream product

• 67-56-1 methanol 
• 91059-50-6 3-(4-Methoxyphenyl)-cyano-propiolsaeure-anhydrid 
• 201230-82-2 carbon monoxide 
• 123466-30-8 [(4-methoxyphenyl)ethynyl](phenyl)iodonium tosylate 
• 124083-43-8 3-(4-methoxyphenyl)pyrazolinone 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 
• 79-22-1 methyl chloroformate 
• 696-62-8 para-iodoanisole 
• 922-67-8 propynoic acid methyl ester 
• 100-07-2 4-methoxy-benzoyl chloride 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 2227-57-8 3-(4-methoxyphenyl)propynoic acid 
• 77-78-1 dimethyl sulfate 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 115665-09-3 5-(4-Methoxy-phenyl)-3-phenyl-isoxazole-4-carboxylic acid methyl ester 
• 79230-08-3 (Z)-3-(Benzimidoyl-amino)-3-(4-methoxy-phenyl)-acrylic acid methyl ester 
• 79230-02-7 (Z)-3-(4-Methoxy-phenyl)-3-p-tolylamino-acrylic acid methyl ester 
• 79230-00-5 (Z)-methyl 3-(4-methoxyphenyl)-3-(4-methoxyphenylamino)acrylate 
• 79230-06-1 [5-Hydroxy-3-(4-methoxy-phenyl)-pyrazol-1-yl]-phenyl-methanone 
• 115665-10-6 3-(4-Chloro-phenyl)-5-(4-methoxy-phenyl)-isoxazole-4-carboxylic acid methyl ester 
• 77663-57-1 3-(4-Methoxy-phenyl)-propynoic acid {2-[3-(4-methoxy-phenyl)-propynoylamino]-ethyl}-amide 
• 79229-97-3 N-benzyl-3-(p-methoxyphenyl)propynamide 
• 115665-11-7 3,5-Bis-(4-methoxy-phenyl)-isoxazole-4-carboxylic acid methyl ester 
• 2227-57-8 3-(4-methoxyphenyl)propynoic acid 
• 37614-59-8 4-(4-methoxyphenyl)prop-2-yn-1-ol 
• 19310-29-3 3-(4-methoxyphenyl)acrylic acid methyl ester 
• 781674-50-8 2-(4-methoxy-phenyl)-pyrazolo[1,5-b]pyridazine-3-carboxylic acid methyl ester 

Relevant articles and documents

Oxidation of aromatic compounds: XI. Oxidation of methyl 3-(4-methoxyphenyl)propynoate in the system CF3COOH-CH 2Cl2-PbO2

Oxidation of methyl 3-(4-methoxyphenyl)propynoate in the system CF 3COOH-CH2Cl2-PbO2 at 0-2°C within 2 h affords in a preparative yield of 55% a product of oxidative dimerization, dimethyl 2,3-bis(4-methoxyphenylcarbonyl)but-2-ene-1,4- dicarboxylate (II) whose double bond is in E-configuration according to X-ray diffraction data.

Z-Selective phosphine promoted 1,4-reduction of ynoates and propynoic amides in the presence of water

Phosphine-mediated reductions of substituted propynoic esters and amides in the presence of water yield the partially reduced α,β-unsaturated esters and amides with highZ-selectivity. The competitivein situ ZtoE-isomerization of the product in some cases lowers theZtoEratios of the isolated α,β-unsaturated carbonyl products. Reaction time and the amounts of phosphine and water in the reaction mixture are the key experimental factors which control the selectivity by preventing or reducing the rates ofZ- toE-product isomerization. Close reaction monitoring enables isolation of theZ-alkenes with high selectivities. The computational results suggest that the reactions could be highlyZ-selective owing to the stereoselective formation of theE-P-hydroxyphosphorane intermediate.

Organocatalytic trans Phosphinoboration of Internal Alkynes

We report the first trans phosphinoboration of internal alkynes. With an organophosphine catalyst, alkynoate esters and the phosphinoboronate Ph2P-Bpin are efficiently converted into the corresponding trans-α-phosphino-β-boryl acrylate products in moderate to good yield with high regio- and Z-selectivity. This reaction operates under mild conditions and demonstrates good atom economy, requiring only a modest excess of the phosphinoboronate. X-ray crystallography experiments allowed structural assignment of the unprecedented and densely functionalized (Z)-α-phosphino-β-boryl acrylate products.