DL-MANDELIC ACID BENZYL ESTER

Base Information

• Chemical Name: DL-MANDELIC ACID BENZYL ESTER
• CAS No.: 80409-16-1
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.274
• Mol file: 80409-16-1.mol

Synonyms:DL-MANDELIC ACID BENZYL ESTER;BENZYL DL-MANDELATE;BENZYL MANDELATE;rac-(R*)-Hydroxyphenylacetic acid benzyl ester;Benzyl (1)-glycolate;Einecs 279-458-0

Chemical Property of DL-MANDELIC ACID BENZYL ESTER

Chemical Property:

• Vapor Pressure: 1.13E-06mmHg at 25°C
• Melting Point: 93-95 °C
• Refractive Index: 1.593
• Boiling Point: 386.8°C at 760 mmHg
• Flash Point: 163°C
• PSA: 46.53000
• Density: 1.204g/cm³
• LogP: 2.46340

Purity/Quality:

99% ^*data from raw suppliers

BENZYL MANDELATE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DL-MANDELIC ACID BENZYL ESTER

There total 18 articles about DL-MANDELIC ACID BENZYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

benzyl oxo(phenyl)acetate (62977-82-6) → benzyl 2-hydroxy-2-phenylacetate (62173-99-3,80409-16-1,97415-09-3,890-98-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.25h;

DOI:10.1002/adsc.201100062

Reference yield: 94.0%

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-hydroxy-2-phenylacetate (62173-99-3,80409-16-1,97415-09-3,890-98-2)

Guidance literature:

With salicylaldehyde; In toluene; at 25 - 70 ℃; for 14h; Solvent; Time; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c2ra23068b

Reference yield: 92.0%

benzyl bromide (100-39-0) + MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → benzyl 2-hydroxy-2-phenylacetate (62173-99-3,80409-16-1,97415-09-3,890-98-2)

Guidance literature:

MANDELIC ACID; With caesium carbonate; In methanol; water; at 20 ℃; for 0.333333h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1002/adsc.201100062

upstream raw materials:

phenyldiazomethane

MANDELIC ACID

benzyl alcohol

2-Hydroxy-2-phenyl-1,1,1-tris-(phenylmercapto)-aethan

Downstream raw materials:

(RS)-methyl mandelate

hydroxy-phenyl-acetic acid ethyl ester

butyl mandelate

(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-phenyl-acetic acid benzyl ester

Refernces

• 1、 Gao, Yang,Zhang, Xuexin,Laishram, Ronibala Devi,Chen, Jingchao,Li, Kangkui,Zhang, Keyang,Zeng, Guangzhi,Fan, Baomin. "Cobalt-Catalyzed Transfer Hydrogenation of α-Ketoesters and N-Cyclicsulfonylimides Using H2O as Hydrogen Source". supporting information. p. 3991 - 3997. Retrieved 2019/08/02.
• 2、 Gallo, Rafael Douglas C.,Burtoloso, Antonio C. B.. "Silica-supported HClO4 promotes catalytic solvent- and metal-free O-H insertion reactions with diazo compounds". . p. 4547 - 4556. Retrieved 2018/10/17.