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

Chemical Properties

clear colorless to pale yellow liquid

Uses

Methyl phenylpropiolate may be used in the synthesis of:bicyclohexadienescis-methyl cinnamate(E)-alkyl 3-(dialkoxyphosphoryl)-3-phenylacrylate derivatives

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

General Description

Organoiron carbonyl complexes are obtained by reacting methyl phenylpropiolate with Fe2(CO)9.

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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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.

trans-Selective hydrocyanation of ynoates, ynones and ynoic acids catalyzed by nucleophilic phosphines

trans-Selective hydrocyanation of ynoates and ynones in the presence of TMSCN and an alcohol additive are catalyzed by nucleophilic phosphines. The trisubstituted E-olefin products of anti-addition of hydrogen cyanide to the alkyne are produced with high regio- and stereoselectivity. The alcohol additive reacts with TMSCN to produce hydrogen cyanide in situ. Ynoic acids undergo the phosphine catalyzed hydrocyanation in the presence of TMSCN under aprotic conditions only. In these reactions, TMSCN reacts with the acid to generate hydrogen cyanide and the silyl ester which, unlike the acid, undergoes phosphine catalyzed hydrocyanation and gives the stereo-defined E-2-cyano-acrylic acids after work up.