L-(+)-MANDELIC ACID ETHYL ESTER

Base Information

• Chemical Name: L-(+)-MANDELIC ACID ETHYL ESTER
• CAS No.: 13704-09-1
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 2918199890
• Mol file: 13704-09-1.mol

Synonyms:Mandelic acid, ethyl ester, L-(+)- (8CI);(+)-Ethyl mandelate;Benzeneaceticacid, a-hydroxy-, ethyl ester, (S)-;(+)-Mandelicacid ethyl ester;(+)-a-Hydroxybenzeneacetic acid ethyl ester;(S)-2-Phenyl-2-hydroxyacetic acidethyl ester;(S)-a-Hydroxybenzeneaceticacid, ethyl ester;Ethyl (S)-(+)-mandelate;Ethyl (S)-mandelate;Ethyl (S)-a-hydroxybenzeneacetate;EthylL-mandelate;L-(+)-Mandelic acid ethyl ester;

Chemical Property of L-(+)-MANDELIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.00918mmHg at 25°C
• Melting Point: 32-34 °C
• Refractive Index: 1.528
• Boiling Point: 254 °C at 760 mmHg
• PKA: 12.33±0.20(Predicted)
• Flash Point: 118.1 °C
• PSA: 46.53000
• Density: 1.147 g/cm³
• LogP: 1.28310
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

Ethyl (S)-(+)-mandelate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl (S)-(+)-mandelate can be used as a starting material for the preparation of N-benzyl 2-phenylacetamide derivatives, which are known as potent anticonvulsant agents.

Technology Process of L-(+)-MANDELIC ACID ETHYL ESTER

There total 40 articles about L-(+)-MANDELIC ACID ETHYL 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: 97.0%

(S)-Mandelic acid (17199-29-0) → (S)-(-)-ethyl mandelate (13704-09-1)

Guidance literature:

With sulfuric acid; In ethanol; at 70 ℃; for 23h; Inert atmosphere;

DOI:10.1016/j.bmcl.2014.01.082

Reference yield: 96.0%

ethanol (64-17-5) + (S)-Mandelic acid (17199-29-0) → (S)-(-)-ethyl mandelate (13704-09-1)

Guidance literature:

(S)-Mandelic acid; With pyridine; chloro-trimethyl-silane; oxalyl dichloride; dmap; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 4.5h;

ethanol; With oxalyl dichloride; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 96.0%

phenylglyoxylic acid ethyl ester (1603-79-8) → (S)-(-)-ethyl mandelate (13704-09-1)

Guidance literature:

phenylglyoxylic acid ethyl ester; With Dimethylphenylsilane; C₅₂H₅₄; tricyclohexylphosphine; bis(pentafluorophenyl)borohydride; In toluene; at 60 ℃; for 5h; Sealed tube; Inert atmosphere; Glovebox;

With pyridine hydrogenfluoride; In hexane; toluene; at 20 ℃; for 0.5h; enantioselective reaction;

DOI:10.1021/jacs.5b13104

upstream raw materials:

ethanol

(S)-Mandelic acid

phenylglyoxylic acid ethyl ester

(R)-Mandelic Acid

Downstream raw materials:

2-ethyl-1-phenyl-butane-1,2-diol

Ethyl (R)-2-chloro-2-phenylethanoate

sulfurous acid bis-((S)-phenyl-ethoxycarbonyl-methyl ester)

(S)-α-hydroxyphenylacetylhydrazine