4891-38-7

Basic information

• Product Name: METHYL PHENYLPROPIOLATE
• Synonyms: METHYL-(PHENYLPROPIOLAT);METHYL PHENYLPROPIOLATE;METHYL 3-PHENYLPROPIOLATE;PHENYLPROPIOLIC ACID METHYL ESTER;2-Phenyl-1-carbomethoxyacetylene;2-Propynoic acid, 3-phenyl-, methyl ester;Methyl 3-phenyl-2-propynoate;Methyl 3-phenylpropynoate
• CAS NO: 4891-38-7
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.17
• Product Categories: C10 to C11;Carbonyl Compounds;Esters
• Mol File: 4891-38-7.mol
• Article Data: 103

Chemical Properties

• Melting Point: 26°C
• Boiling Point: 109-112 °C2 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to pale yellow/Liquid After Melting
• Density: 1.086 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.025mmHg at 25°C
• Refractive Index: n20/D 1.5590(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• BRN: 472813
• CAS DataBase Reference: METHYL PHENYLPROPIOLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL PHENYLPROPIOLATE(4891-38-7)
• EPA Substance Registry System: METHYL PHENYLPROPIOLATE(4891-38-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 4891-38-7(Hazardous Substances Data)

Usage

Description

METHYL PHENYLPROPIOLATE, also known as Methyl Phenyl Propiolate, is an organic compound with the chemical formula C10H10O2. It is a clear colorless to pale yellow liquid and is known for its reactivity in various chemical reactions, particularly in the synthesis of different organic compounds.

Uses

Used in Chemical Synthesis:
METHYL PHENYLPROPIOLATE is used as a key intermediate for the synthesis of various organic compounds, such as bicyclohexadienes, cis-methyl cinnamate, and (E)-alkyl 3-(dialkoxyphosphoryl)-3-phenylacrylate derivatives. Its reactivity and versatility make it a valuable component in the development of new chemical products.
Used in Organoiron Carbonyl Complexes:
METHYL PHENYLPROPIOLATE is used as a reactant in the formation of organoiron carbonyl complexes when combined with Fe2(CO)9. These complexes have potential applications in various fields, including catalysis and materials science.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 4859, 1987 DOI: 10.1021/jo00231a007Tetrahedron Letters, 21, p. 849, 1980 DOI: 10.1016/S0040-4039(00)71522-X

InChI:InChI=1/C10H8O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-6H,1H3

Upstream product

• 67-56-1 methanol 
• 637-44-5 phenylpropyolic acid 
• 186581-53-3 diazomethane 
• 56950-09-5 phenyl(phenylethynyl)tellane 
• 201230-82-2 carbon monoxide 
• 932-88-7 1-iodo-2-phenylethyne 
• 79069-32-2 phenyl(phenylethynyl)iodonium tosylate 
• 21770-48-9 methyl 2,3-dibromo-3-phenylpropanoate 
• 27412-71-1 5-phenyl-1H-pyrazol-3(2H)-one 
• 21473-06-3 1-phenylpropynoyl-1H-imidazole 
• 536-74-3 phenylacetylene 
• 4860-93-9 3-phenyl-1H-pyrazol-5-one 
• 24127-62-6 methyl 2-bromo-3-phenylacrylate 
• 108-95-2 phenol 

Downstream Products

• 5932-28-5 4-phenyl-1H-pyrazole-3-carboxylic acid methyl ester 
• 21031-22-1 methyl 3-phenyl-1H-pyrazole-4-carboxylate 
• 50561-87-0 4,5-diphenyl-1⁽²⁾H-pyrazole-3-carboxylic acid methyl ester 
• 24161-43-1 methyl 3-phenylbicyclo<2.2.1>hepta-2,5-diene-2-carboxylate 
• 38750-49-1 3-methoxy-3-phenypropenoate 
• 116429-08-4 methyl 3-phenyl-3,3-dimethoxypropionate 
• 75024-36-1 2,3-dicyano-3-phenyl-propionic acid methyl ester 
• 2555-31-9 7-methoxy-4-phenyl-2H-chromen-2-one 
• 854692-89-0 1,1-bis-biphenyl-4-yl-3-phenyl-prop-2-yn-1-ol 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 708-82-7 α,β-dibromo-cis-cinnamic acid 
• 708-81-6 (E)-2,3-Dibromo-3-phenyl-acrylic acid 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 90800-02-5 2-chloro-1-methoxycarbonyl-2-phenyl-vinylmercury ⁽¹⁺⁾; chloride 

Relevant articles and documents

SF5-Enolates in Ti(IV)-Mediated Aldol Reactions

The F···Ti bonding in the transition structures determines high trans- and syn-diastereoselectivities for aldol reactions of SF5-acetates with aldehydes in the presence of TiCl4 in the non-nucleophilic solvent CH2Cl2

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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.

Synthesis method of aryl-substituted alkyne

The invention relates to the technical field of synthesis of aryl substituted alkyne, and discloses a synthetic method of an aryl-substituted alkyne, and discloses a synthesis method of an aryl-substituted alkyne. Aryl boronic acid and divalent copper compounds, 8 - hydroxyquinoline, an oxidizing agent and an inorganic base are added to the reaction solvent, and the aryl substituted alkyne is obtained by stirring and separating after stirring at room temperature. Compared with the existing sonogashira reaction, the synthesis method disclosed by the invention realizes the aryl reaction of the lean electron alkyne through the oxidative coupling reaction, avoids Sonogashira reaction required precious palladium catalyst, can react at room temperature, and is mild in reaction condition and high in product yield.