3-(2,4-Dichlorophenyl)-2-hydroxypropanoic acid

Base Information

• Chemical Name: 3-(2,4-Dichlorophenyl)-2-hydroxypropanoic acid
• CAS No.: 68921-92-6
• Molecular Formula: C9H8 Cl2 O3
• Molecular Weight: 235.067
• European Community (EC) Number: 272-968-4
• DSSTox Substance ID: DTXSID00887575
• Nikkaji Number: J332.724H
• Mol file: 68921-92-6.mol

Synonyms:3-(2,4-dichlorophenyl)-2-hydroxypropanoic acid;68921-92-6;3-(2,4-Dichlorophenyl)lactic acid;EINECS 272-968-4;Benzenepropanoic acid, 2,4-dichloro-.alpha.-hydroxy-;Benzenepropanoic acid, 2,4-dichloro-alpha-hydroxy-;SCHEMBL8591917;DTXSID00887575;AKOS015286202;CS-0093949;2,4-Dichloro-alpha-hydroxybenzenepropanoic acid;D75513;EN300-1451923

Chemical Property of 3-(2,4-Dichlorophenyl)-2-hydroxypropanoic acid

Chemical Property:

• Vapor Pressure: 8.34E-07mmHg at 25°C
• Boiling Point: 390.7°C at 760 mmHg
• Flash Point: 190.1°C
• PSA: 57.53000
• Density: 1.514g/cm³
• LogP: 1.98140
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 233.9850495
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)CC(C(=O)O)O

Technology Process of 3-(2,4-Dichlorophenyl)-2-hydroxypropanoic acid

There total 3 articles about 3-(2,4-Dichlorophenyl)-2-hydroxypropanoic acid 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: 68.0%

3-(2,4-dichloro-phenyl)-2-oxo-propionic acid (915394-87-5) → 3-(2,4-dichloro-phenyl)-2-hydroxy-propionic acid (68921-92-6)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; at 5 - 10 ℃;

DOI:10.1016/j.tet.2005.09.104

Reference yield:

2,4-dichlorobenzaldeyhde (874-42-0) → 3-(2,4-dichloro-phenyl)-2-hydroxy-propionic acid (68921-92-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / acetic anhydride; sodium acetate / 0.08 h / microwave irradiation

2: aq. HCl / Heating

3: 68 percent / aq. NaOH; NaBH₄ / 5 - 10 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; sodium acetate; acetic anhydride;

DOI:10.1016/j.tet.2005.09.104

Reference yield:

(Z)-2-methyl-4-(2,4-dichlorobenzylidene)-5(4H)-oxazolone (312300-34-8) → 3-(2,4-dichloro-phenyl)-2-hydroxy-propionic acid (68921-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl / Heating

2: 68 percent / aq. NaOH; NaBH₄ / 5 - 10 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate;

DOI:10.1016/j.tet.2005.09.104

upstream raw materials:

3-(2,4-dichloro-phenyl)-2-oxo-propionic acid

2,4-dichlorobenzaldeyhde

(Z)-2-methyl-4-(2,4-dichlorobenzylidene)-5(4H)-oxazolone

Downstream raw materials:

3-(2,4-dichloro-phenyl)-2-hydroxy-propionic acid methyl ester

Refernces