Ethyl 2-hydroxy-2-(4-hydroxyphenyl)acetate

Base Information

• Chemical Name: Ethyl 2-hydroxy-2-(4-hydroxyphenyl)acetate
• CAS No.: 68758-68-9
• Deprecated CAS: 7138-33-2
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID00887494
• Nikkaji Number: J441.211G
• Mol file: 68758-68-9.mol

Synonyms:68758-68-9;ethyl 2-hydroxy-2-(4-hydroxyphenyl)acetate;Ethyl 4-hydroxymandelate;4-Hydroxymandelic acid ethyl ester;Ethyl alpha,4-dihydroxyphenylacetate;Benzeneacetic acid, .alpha.,4-dihydroxy-, ethyl ester;Benzeneacetic acid, alpha,4-dihydroxy-, ethyl ester;Ethyl 4-hydroxy-dl-mandelate;Ethyl hydroxy(4-hydroxyphenyl)acetate;SCHEMBL5209865;DTXSID00887494;MFCD00020180;AKOS009159478;PS-3695;Ethyl hydroxy(4-hydroxyphenyl)acetate #;CS-0206788;FT-0626094;alpha,4-Dihydroxybenzeneacetic acid ethyl ester;A836240

Chemical Property of Ethyl 2-hydroxy-2-(4-hydroxyphenyl)acetate

Chemical Property:

• Vapor Pressure: 2.11E-05mmHg at 25°C
• Melting Point: 129-131°C
• Boiling Point: 346.9°C at 760 mmHg
• PKA: 9.63±0.26(Predicted)
• Flash Point: 137.5°C
• PSA: 66.76000
• Density: 1.262g/cm³
• LogP: 0.98870
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-Hydroxymandelate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1=CC=C(C=C1)O)O

Technology Process of Ethyl 2-hydroxy-2-(4-hydroxyphenyl)acetate

There total 3 articles about Ethyl 2-hydroxy-2-(4-hydroxyphenyl)acetate 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: 93.0%

4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester (70080-54-5) → p-hydroxymandelic acid ethyl ester (68758-68-9)

Guidance literature:

With methanol; benzaldehyde; 1,3-bis(mesityl)imidazolium chloride; triethylamine; at 25 ℃; for 5h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.12.022

Reference yield: 90.0%

C17H16O5 (1027646-59-8) → p-hydroxymandelic acid ethyl ester (68758-68-9)

Guidance literature:

With propylamine; In toluene; at 20 ℃; for 5h;

DOI:10.1002/ejoc.201301018

Reference yield:

ethanol (64-17-5) → p-hydroxymandelic acid ethyl ester (68758-68-9)

Guidance literature:

With hydrogenchloride; diethyl ether; Behandeln des erhaltenen Reaktionsprodukts mit Wasser;

DOI:10.1021/ja01298a061

upstream raw materials:

ethanol

4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester

C₁₇H₁₆O₅

Downstream raw materials:

methanesulfonyloxy(4-methanesulfonyloxyphenyl)-acetic acid ethyl ester

ethyl 4-(3-bromopropoxy)mandelate

benzyloxycarbonyloxy-(4-benzyloxycarbonyloxy-phenyl)-acetic acid amide

(4-(benzyloxy)phenyl)chloroacetic acid ethyl ester

Refernces

• 1、 Sreenivasulu,Arun Kumar,Sateesh Reddy,Siva Kumar,Rajender Kumar,Chandrasekhar,Pal, Manojit. "1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride in combination with triethylamine: An improved catalytic system for hydroacylation/reduction of activated ketones". supporting information; experimental part. p. 727 - 732. Retrieved 2011/03/21.