3966-30-1

Basic information

• Product Name: (R)-(-)-2-HYDROXY-2-PHENYLPROPIONIC ACID
• Synonyms: (R)-(-)-2-HYDROXY-2-PHENYLPROPIONIC ACID;(R)-2-HYDROXY-2-METHYLBENZENEACETIC ACID;(R)-(-)-2-Phenyllacticacid;(R)-(-)-Atrolacticacid;(R)-(-)-2-HYDROXY-2-PHENYLPROPIONIC ACID, 98+%;(2R)-2-Phenyl-2-hydroxypropanoic acid;(R)-2-Phenyl-2-hydroxypropanoic acid;(R)-2-Phenyl-2-hydroxypropionic acid
• CAS NO: 3966-30-1
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• EINECS: 208-196-1
• Mol File: 3966-30-1.mol
• Article Data: 26

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 254.38°C (rough estimate)
• Flash Point: 165.9°C
• Appearance: /
• Density: 1.1708 (rough estimate)
• Vapor Pressure: 8.3E-05mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• PKA: 3.53±0.25(Predicted)
• BRN: 2936598
• CAS DataBase Reference: (R)-(-)-2-HYDROXY-2-PHENYLPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-2-HYDROXY-2-PHENYLPROPIONIC ACID(3966-30-1)
• EPA Substance Registry System: (R)-(-)-2-HYDROXY-2-PHENYLPROPIONIC ACID(3966-30-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 22-24/25
• Hazardous Substances Data: 3966-30-1(Hazardous Substances Data)

Usage

Uses

It is used in the asymmetric synthesis. Part III. Stereospecific synthesis of (R)-2-hydroxy-2-phenylpropionic acid, and (R)- and (S)-2-cyclohexyl-2-hydroxy-2-phenylacetic acid. Configurational relationship between (R)(-)-2-hydroxy-2-phenylpropionic acid and (S)(+)-2-phenylpropionic acid.

InChI:InChI=1/C9H10O3/c1-9(12,8(10)11)7-5-3-2-4-6-7/h2-6,12H,1H3,(H,10,11)/t9-/m1/s1

Upstream product

• 5704-66-5 pyruvoyl chloride 
• 6191-36-2 (R)-Atrolactinsaeureamid 
• 67-56-1 methanol 
• 1158775-11-1 (S)-(-)-2-phenyl-2-hydroxy-N-(2-trifluoromethylphenyl)propionamide 
• 4361-50-6 (R)-2-hydroxy-2-phenylpropanaldehyde 
• 682352-12-1 (1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-propylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 515-30-0 2-phenyllactic acid 
• 917-64-6 methyl magnesium iodide 
• 110457-29-9 (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)propanoylpyrrolidine 
• 13448-80-1 methyl R-(-)-atrolactate 
• 111059-06-4 phenylglyoxylate du (R)-(-)-2,2,2-trifluoro-1-(9-anthryl)ethanol 
• 74-88-4 methyl iodide 
• 111015-48-6 phenylglyoxylate de la (-)-quinine 

Downstream Products

• 13448-80-1 methyl R-(-)-atrolactate 
• 70908-68-8 R-Hexahydrolactinsaeure 
• 2406-23-7 (R)-ethyl 2-hydroxy-2-phenylpropanoate 
• 17325-55-2 (+/-)-2-chloro-2-phenyl-propionic acid 
• 859723-78-7 (R)-2-Hydroxy-2-phenyl-propionic acid 8-bromo-octyl ester 
• 342797-10-8 (6R)-6-methyl-6-phenylmorpholine-2,5-dione 
• 342797-12-0 (3R)-3,7,7-trimethyl-3-phenylpyrrolo[2,1-c][1,4]oxazine-1,4,6,8-tetraone 
• 342797-09-5 (6R)-4-(4'-methoxybenzyl)-6-methyl-6-phenylmorpholine-2,5-dione 
• 342797-11-9 ethyl (2'R)-2,2-dimethyl-3-(2'-methyl-3',6'-dioxo-2'-phenylmorpholin-4'-yl)-3-oxopropionate 
• 342797-13-1 (3R,8aR)-8a-hydroxymethyl-3,7,7-trimethyl-3-phenylpyrrolo[2,1-c][1,4]oxazine-1,4,6,8-tetraone 
• 342797-16-4 (3R,8S,8aR)-8-Hydroxy-8a-hydroxymethyl-3,7,7-trimethyl-3-phenyl-dihydro-pyrrolo[2,1-c][1,4]oxazine-1,4,6-trione 
• 342797-08-4 N-(O-acetylatrolactyl)glycinate 
• 1219630-41-7 (2S,2’S)-N,N’-(1,2-ethynediyldi-4,1-phenylene)bis(1-((2S)-2-hydroxy-2-phenylpropanoyl)-2-pyrrolidinecarboxamide) 

Relevant articles and documents

Highly Diastereoselective Addition of Organometallics to Novel Chiral α-Ketoamides of (S)-2-Methoxymethylindoline

The stereocontrolled nucleophilic addition of organometallics to novel chiral α-ketoamides which were synthesized from (S)-2-methoxymethylindoline as a chiral auxiliary was carried out to obtain α-hydroxyamides with extremely high diastereoselectivities (up to dr 99:1).

La1?xSrxFeO3 perovskite electrocatalysts for asymmetric electrocarboxylation of acetophenone with CO2

The use of La1?xSrxFeO3 (x= 0, 0.1, 0.2, 0.3, 0.4 and 0.5) cathodes in asymmetric electrocarboxylation of acetophenone with CO2 induced by chiral auxiliary CoII-(salen) was investigated for the first time. Optically active 2-hydroxy-2-phenylpropionic acid with 94% enantiomeric excess and 68% yield were obtained. The superior asymmetric electrocarboxylation performance may derive from the Fe4+ species and the increased lattice oxygen concentration on the surface of La0.7Sr0.3FeO3 (LSF-0.3) induced by Sr-doping, together with an accelerated electron transfer and an increased electrochemically active surface area. Here, perovskite oxide catalyst has an acid function, which is supplied by Fe4+ ions, can participate in the reaction by coordinating with acetophenone. Moreover, the LSF-0.3 has considerable stability and reusability. By cyclic voltammograms and contrast experiments, a mechanism was proposed for the asymmetric electrocarboxylation reaction.

Entrapment of a chiral cobalt complex within silver: A novel heterogeneous catalyst for asymmetric carboxylation of benzyl bromides with CO2

A novel way to accommodate heterogeneous catalysis, CO2 fixation and asymmetric synthesis on one catalyst is reported. The [Co]@Ag composite was prepared for the first time and used for asymmetric carboxylation of benzyl bromides with CO2. All the procedures were performed under mild conditions. Moreover, the [Co]@Ag composite has terrific stability and reusability.

Absolute configuration and enantiomeric composition of partially resolved mandelic,atrolactic and lactic acids by 1H NMR of their (S)-2-methylbutyl esters

The mandelic,atrolactic and lactic acid esters of the (S)-2-methyl-1- butanol were examined as diastereomeric derivatives for the stereochemical analysis of the mentioned acids by 1H nuclear magnetic resonance (NMR) at 300 MHz. The diastereomer