Ethyl mandelate

Base Information

• Chemical Name: Ethyl mandelate
• CAS No.: 774-40-3
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.203
• Hs Code.: 2918 19 98
• European Community (EC) Number: 212-263-0,610-127-9
• NSC Number: 5307
• DSSTox Substance ID: DTXSID6057829
• Nikkaji Number: J48.639F
• Wikidata: Q27117972
• Metabolomics Workbench ID: 55995
• ChEMBL ID: CHEMBL165662
• Mol file: 774-40-3.mol

Synonyms:ethyl mandelate;ethyl mandelate, (+-)-isomer;ethyl mandelate, (R)-isomer;ethyl mandelate, (S)-isomer

Chemical Property of Ethyl mandelate

Chemical Property:

• Appearance/Colour: COLORLESS TO LIGHT YELLOW LIQUID
• Vapor Pressure: 0.00918mmHg at 25°C
• Melting Point: 37 °C
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 254 °C at 760 mmHg
• PKA: 12.33±0.20(Predicted)
• Flash Point: 118.1 °C
• PSA: 46.53000
• Density: 1.115 g/mL at 25 °C(lit.)
• LogP: 1.28310
• Storage Temp.: Store below +30°C.
• Solubility.: soluble in Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

Ethyl mandelate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCOC(=O)C(C1=CC=CC=C1)O

Technology Process of Ethyl mandelate

There total 75 articles about Ethyl mandelate 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: 100.0%

phenylglyoxylic acid ethyl ester (1603-79-8) → hydroxy-phenyl-acetic acid ethyl ester (774-40-3,4358-88-7)

Guidance literature:

With NADH model substance; magnesium(II); In acetonitrile; Ambient temperature;

Reference yield: 100.0%

ethanol (64-17-5) + MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → hydroxy-phenyl-acetic acid ethyl ester (774-40-3,4358-88-7)

Guidance literature:

With sulfuric acid; for 1.5h; Reflux;

DOI:10.1007/s00044-011-9805-z

Reference yield: 99.0%

glyoxylic acid ethyl ester (924-44-7) + phenylboronic acid (98-80-6) → hydroxy-phenyl-acetic acid ethyl ester (774-40-3,4358-88-7)

Guidance literature:

With [Rh(OH)(cod)]2; (4aR,9aR)-6,8-dibenzyl-2,3-dimethoxy-2,3-dimethyl-3,4a,5,8,9,9a-hexahydro-2H-[1,4]dioxino[2,3-e][1,3]diazepin-6-ium hexafluorophosphate; potassium tert-butylate; In tert-Amyl alcohol; toluene; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tet.2012.05.129

upstream raw materials:

phenylglyoxylic acid ethyl ester

ethanol

phenylglyoxal hydrate

MANDELIC ACID

Downstream raw materials:

N-(2-ethyl-hexyl)-mandelamide

α-hydroxy-N-(4-chlorophenyl)phenylacetamide

N-(2-hydroxy-ethyl)-mandelamide

rac-2-Phenyl-3-oxa-5-hexensaeure-ethylester

Refernces

• 1、 de Gonzalo, Gonzalo. "Biocatalysed reductions of α-ketoesters employing CyreneTM as cosolvent". . . Retrieved 2021/02/26.
• 2、 Li, Jin,He, Lingfeng,Liu, Xu,Cheng, Xu,Li, Guigen. "Electrochemical Hydrogenation with Gaseous Ammonia". supporting information. p. 1759 - 1763. Retrieved 2019/01/16.