31508-44-8

Basic information

• Product Name: R,S-2-Phenyl-propionicacidmethylester
• Synonyms: R,S-2-Phenyl-propionicacidmethylester;methyl 2-phenylpropionate;2-PHENYLPROPANOIC ACID METHYL ESTER;(2S)-2-Phenylpropionic acid methyl ester;(S)-2-Phenylpropionic acid methyl ester;[S,(+)]-2-Phenylpropionic acid methyl ester;(2R)-2-Phenylpropionic acid methyl ester;(R)-2-Phenylpropionic acid methyl ester
• CAS NO: 31508-44-8
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20108
• EINECS: 250-667-9
• Mol File: 31508-44-8.mol
• Article Data: 242

Chemical Properties

• Boiling Point: 212.3°Cat760mmHg
• Flash Point: 89.3°C
• Appearance: /
• Density: 1.029g/cm³
• Vapor Pressure: 0.174mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: R,S-2-Phenyl-propionicacidmethylester(CAS DataBase Reference)
• NIST Chemistry Reference: R,S-2-Phenyl-propionicacidmethylester(31508-44-8)
• EPA Substance Registry System: R,S-2-Phenyl-propionicacidmethylester(31508-44-8)

Safety Data

• Hazardous Substances Data: 31508-44-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 2170, 1978 DOI: 10.1021/jo00405a019Synthesis, p. 880, 1979 DOI: 10.1055/s-1979-28857Tetrahedron Letters, 30, p. 371, 1989 DOI: 10.1016/S0040-4039(00)95205-5

InChI:InChI=1/C10H12O2/c1-8(10(11)12-2)9-6-4-3-5-7-9/h3-8H,1-2H3

Upstream product

• 67-56-1 methanol 
• 492-37-5 hydratropic acid 
• 117594-53-3 methyl hydratropimidate hydrochloride 
• 13049-41-7 1,1-dimethoxy-2-phenylethene 
• 100058-89-7 (+/-)-methyl 2-methoxy-2-phenylpropionate 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 51816-21-8 2-(2-phenylethyl)-Δ²-oxazoline 
• 769-59-5 3-phenyl-butan-2-one 
• 3893-35-4 1-diazo-1-phenyl-2-propanone 
• 62115-08-6 Acetic acid (E)-1-cyano-2-phenyl-propenyl ester 
• 17639-93-9 2-chloro-propionic acid methyl ester 
• 591-50-4 iodobenzene 
• 72658-09-4 (E)-(1-methoxyprop-1-enyloxy)trimethylsilane 

Downstream Products

• 57625-74-8 methyl 2-methyl-2-phenylpropionate 
• 28645-07-0 (S)-methyl 2-phenylpropanoate 
• 2328-26-9 methyl (R)-2-phenylpropanoate 
• 124658-21-5 Methyl α-fluoro-α-methylbenzeneacetate 
• 117606-78-7 (S)-2-Methyl-3-oxo-2-phenyl-hexanoic acid methyl ester 
• 492-37-5 hydratropic acid 
• 7782-24-3 (S)-2-Phenylpropionic acid 
• 7782-26-5 (R)-2-Phenylpropionic acid 
• 4842-49-3 (R)-2-(4-methoxyphenyl)propionic acid 
• 13448-81-2 (S)-methyl atrolactate 
• 13448-80-1 methyl R-(-)-atrolactate 
• 20731-95-7 methyl 2-hydroxy-2-phenylpropanoate 
• 84892-13-7 methyl 2-bromo-2-phenylpropanoate 
• 115420-22-9 2-phenyl-2-<4'-(methylcarbomethoxymethyl)phenyl>propanoate 

Relevant articles and documents

Continuous in situ electrogenaration of a 2-pyrrolidone anion in a microreactor: application to highly efficient monoalkylation of methyl phenylacetate

We have successfully demonstrated effective generation of an electrogenerated base (EGB) such as the 2-pyrrolidone anion and its rapid use for the following alkylation reaction in a flow microreactor system without the need for severe reaction conditions. The key feature of the method is effective and selective preparation of monoalkylated products.

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

Palladium-Catalyzed Asymmetric Markovnikov Hydroxycarbonylation and Hydroalkoxycarbonylation of Vinyl Arenes: Synthesis of 2-Arylpropanoic Acids

Asymmetric hydroxycarbonylation is one of the most fundamental yet challenging methods for the synthesis of carboxylic acids. Herein, we reported the development of a palladium-catalyzed highly enantioselective Markovnikov hydroxycarbonylation of vinyl arenes with CO and water. A monodentate phosphoramidite ligand L6 plays vital role in the reaction. The reaction tolerates a range of functional groups, and provides a facile and atom-economical approach to an array of 2-arylpropanoic acids including several commonly used non-steroidal anti-inflammatory drugs. The catalytic system has also enabled an asymmetric Markovnikov hydroalkoxycarbonylation of vinyl arenes with alcohols to afford 2-arylpropanates. Mechanistic investigations suggested that the hydropalladation is irreversible and is the regio- and enantiodetermining step, while hydrolysis/alcoholysis is probably the rate-limiting step.