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 
• 20047-41-0 (2R)-methyl 2-bromopropionate 
• 769-59-5 3-phenyl-butan-2-one 
• 129356-26-9 (1-Methyl-2,2,2-tris-methylsulfanyl-ethyl)-benzene 
• 87338-03-2 2-Bromo-1,1-dimethoxy-1-phenylpropane 
• 71254-83-6 2-methyl-2,4-diphenyl-3-pentanone 
• 87498-02-0 (2-Iodo-1,1-dimethoxy-propyl)-benzene 
• 84892-13-7 methyl 2-bromo-2-phenylpropanoate 
• 616-38-6 carbonic acid dimethyl ester 
• 103-79-7 1-phenyl-acetone 
• 101-41-7 benzeneacetic acid methyl ester 
• 2001-28-7 2-phenyl-1-p-tolyl-ethanone 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 32346-08-0 (1-methoxy-2-phenylprop-1-enyloxy)trimethylsilane 
• 28645-07-0 (S)-methyl 2-phenylpropanoate 
• 2328-26-9 methyl (R)-2-phenylpropanoate 
• 70397-74-9 methyl 2-(hydroxymethyl)-2-phenylpropionate 
• 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 

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.

Enantioselective α-Arylation of Ketones via a Novel Cu(I)-Bis(phosphine) Dioxide Catalytic System

A novel catalytic system based on copper(I) and chiral bis(phosphine) dioxides is described. This allows the arylation of silyl enol ethers to access enolizable α-arylated ketones in good yields and enantiomeric excess up to 95%. Noncyclic ketones are amenable substrates with this method, which complements other approaches based on palladium catalysis. Optimization of the ligand structure is accomplished via rational design driven by correlation analysis. Preliminary mechanistic hypotheses are also evaluated in order to identify the role of chiral bis(phosphine) dioxides.

Iodoarene-Catalyzed Oxyamination of Unactivated Alkenes to Synthesize 5-Imino-2-Tetrahydrofuranyl Methanamine Derivatives

Reported here is the room-temperature metal-free iodoarene-catalyzed oxyamination of unactivated alkenes. In this process, the alkenes are difunctionalized by the oxygen atom of the amide group and the nitrogen in an exogenous HNTs2 molecule. This mild and open-air reaction provided an efficient synthesis to N-bistosyl-substituted 5-imino-2-tetrahydrofuranyl methanamine derivatives, which are important motifs in drug development and biological studies. Mechanistic study based on experiments and density functional theory calculations showed that this transformation proceeds via activation of the substrate alkene by an in situ generated cationic iodonium(III) intermediate, which is subsequently attacked by an oxygen atom (instead of nitrogen) of amides to form a five-membered ring intermediate. Finally, this intermediate undergoes an SN2 reaction by NTs2 as the nucleophile to give the oxygen and nitrogen difunctionalized 5-imino-2-tetrahydrofuranyl methanamine product. An asymmetric variant of the present alkene oxyamination using chiral iodoarenes as catalysts also gave promising results for some of the substrates.