Butanoic acid, 4-(4-chloro-2-methylphenoxy)-, ethyl ester

Base Information

• Chemical Name: Butanoic acid, 4-(4-chloro-2-methylphenoxy)-, ethyl ester
• CAS No.: 10443-70-6
• Molecular Formula: C₁₃H₁₇ClO₃
• Molecular Weight: 256.729
• European Community (EC) Number: 600-564-3
• DSSTox Substance ID: DTXSID4058287
• Nikkaji Number: J5.226D
• Wikidata: Q81976794
• Mol file: 10443-70-6.mol

Synonyms:10443-70-6;MCPB ethyl ester;MCPB ethyl;MCPB-ethyl;MCPB-ethyl ester;Ethyl 4-(4-Chloro-2-methylphenoxy)butyrate;ETHYL 4-(4-CHLORO-2-METHYLPHENOXY)BUTANOATE;MCPBE;Butanoic acid, 4-(4-chloro-2-methylphenoxy)-, ethyl ester;MCPB-ethyl [ISO];4-(4-Chloro-2-methylphenoxy)butyric Acid Ethyl Ester;Ethyl 4-(2-methyl-4-chlorophenoxy)butylate;Butyric acid, 4-((4-chloro-o-tolyl)oxy)-, ethyl ester;Butyric acid, 4-[(4-chloro-o-tolyl)oxy]-, ethyl ester;Madek;SCHEMBL1613775;DTXSID4058287;MFCD00128924;AS-82276;LS-46154;CS-0440439;E1149;T71550;4-(4-Chloro-2-methylphenoxy)butyric acid, ethyl ester

Chemical Property of Butanoic acid, 4-(4-chloro-2-methylphenoxy)-, ethyl ester

Chemical Property:

• Vapor Pressure: 3.21E-05mmHg at 25°C
• Melting Point: -0.9°C
• Refractive Index: 1.5080-1.5120
• Boiling Point: 355°Cat760mmHg
• Flash Point: 137.4°C
• PSA: 35.53000
• Density: 1.127g/cm³
• LogP: 3.37050
• Storage Temp.: 0-10°C
• Water Solubility.: 10.01mg/L(temperature not stated)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 256.0866221
• Heavy Atom Count: 17
• Complexity: 233

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 4-(4-Chloro-2-methylphenoxy)butyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCOC1=C(C=C(C=C1)Cl)C

Technology Process of Butanoic acid, 4-(4-chloro-2-methylphenoxy)-, ethyl ester

There total 4 articles about Butanoic acid, 4-(4-chloro-2-methylphenoxy)-, 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:

4-o-tolyloxybutyric acid ethyl ester (56359-11-6) → ethyl 4-(4-chloro-2-methylphenoxy)butyrate (10443-70-6)

Guidance literature:

With iron(III) oxide; 2,2',4,4',6,6'-hexamethyldiphenyl sulfide; chlorine; at 0 ℃; for 0.5h;

Reference yield:

4-chloro-butyric acid ethyl ester (3153-36-4) + ortho-cresol (95-48-7,77504-84-8) → ethyl 4-(4-chloro-2-methylphenoxy)butyrate (10443-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / 5,5-dimethyl-1,3-cyclohexadiene / 0.5 h / 70 °C

2: chlorine; iron(III) oxide; 2,2',4,4',6,6'-hexamethyldiphenyl sulfide / 0.5 h / 0 °C

With iron(III) oxide; 2,2',4,4',6,6'-hexamethyldiphenyl sulfide; chlorine; potassium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene;

Reference yield:

Ethyl 4-bromobutyrate (2969-81-5) + 2-methyl-4-chlorophenol (1570-64-5) → ethyl 4-(4-chloro-2-methylphenoxy)butyrate (10443-70-6)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide;

DOI:10.1021/acs.jafc.6b02032

upstream raw materials:

Ethyl 4-bromobutyrate

2-methyl-4-chlorophenol

4-chloro-butyric acid ethyl ester

ortho-cresol

Downstream raw materials:

4-(4-chloro-2-methyl-phenoxy)-butyryl chloride

4-(4-chloro-2-methylphenoxy)butyric acid dimethylamine salt

Refernces

• 1、 -. "Preparation method of phenoxycarboxylic acid herbicide". . . Retrieved 2019/01/08.
• 2、 -. "Preparation method of phenoxycarboxylic acid herbicide". . . Retrieved 2019/01/08.