104383-23-5

Basic information

• Product Name: ethyl (2R)-hydroxy(2-methylphenyl)ethanoate
• CAS NO: 104383-23-5
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 194.2271
• Mol File: 104383-23-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 303.754°C at 760 mmHg
• Flash Point: 126.145°C
• Density: 1.121g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: ethyl (2R)-hydroxy(2-methylphenyl)ethanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2R)-hydroxy(2-methylphenyl)ethanoate(104383-23-5)
• EPA Substance Registry System: ethyl (2R)-hydroxy(2-methylphenyl)ethanoate(104383-23-5)

Safety Data

• Hazardous Substances Data: 104383-23-5(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 108-05-4 vinyl acetate 
• 77062-83-0 methyl 2-hydroxy-2-(o-tolyl)acetate 

Relevant articles and documents

Dual pathway for the asymmetric transfer hydrogenation of α-ketoimides to chiral α-hydroxy imides or chiral α-hydroxy esters

In an enantioselective reaction, we expect to obtain two types of chiral products through a controllable strategy in asymmetric catalysis. Herein, we develop Ru-catalysed asymmetric transfer hydrogenation of α-ketoimides to realise an enantioselective construction of chiral α-hydroxy imides or chiral α-hydroxy esters. The transformation of α-ketoimides catalysed by (S,S)-[RuCl(η6-mesitylene)diamine] can afford various chiral α-hydroxy imides with high yields and enantioselectivities, whereas that catalysed by (S,S)-[RuCl(η6-hexamethylbenzene)diamine] gives the desirable chiral α-hydroxy esters through a slight adjustment of the reaction conditions. The method described here is a controllable organic transformation with sodium formate as a hydrogen source under mild reaction conditions, and the benefit of this transformation is that various chiral α-hydroxy imides or α-hydroxy esters can be obtained selectively from α-ketoimides. Selective directive: An enantioselective transformation in the Ru-catalyzed asymmetric transfer hydrogenation of α-ketoimides to chiral α-hydroxy imides or α-hydroxy esters is developed. The transformation of α-ketoimides catalyzed by (S,S)-[RuCl(η6-mesitylene)diamine] can afford various chiral α-hydroxy imides with high yields and enantioselectivities, whereas that catalyzed by (S,S)-[RuCl(η6-hexamethylbenzene)diamine] give desirable chiral α-hydroxy esters through a slight adjustment of reaction conditions.

Enantioselective iron-catalysed O-H bond insertions

The ready availability, low price and environmentally benign character of iron mean that it is an ideal alternative to precious metals in catalysis. Recent growth in the number of iron-catalysed reactions reported reflects an increasing demand for sustainable chemistry. Only a limited number of chiral iron catalysts have been reported and these have, in general, proven less enantioselective than other transition-metal catalysts, thus limiting their appeal. Here, we report that iron complexes of spiro-bisoxazoline ligands are highly efficient catalysts for asymmetric O-H bond insertion reactions. These complexes catalyse insertions into the O-H bond of a wide variety of alcohols and even water, with exceptional enantioselectivities under mild reaction conditions. The selectivities surpass those obtained with other transition-metal catalysts. This study should inspire and encourage the use of iron instead of traditional precious metals in the development of greener catalysts for catalytic asymmetric synthesis.