Chloro(4-chloro-3-hydroxyphenoxy)acetic acid

Base Information

• Chemical Name: Chloro(4-chloro-3-hydroxyphenoxy)acetic acid
• CAS No.: 2639-79-4
• Molecular Formula: C8H6Cl2O4
• Molecular Weight: 237.03700
• DSSTox Substance ID: DTXSID60702710
• Mol file: 2639-79-4.mol

Synonyms:DTXSID60702710;Chloro(4-chloro-3-hydroxyphenoxy)acetic acid

Chemical Property of Chloro(4-chloro-3-hydroxyphenoxy)acetic acid

Chemical Property:

• PSA: 66.76000
• LogP: 2.07390
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 235.9643141
• Heavy Atom Count: 14
• Complexity: 212

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=C1OC(C(=O)O)Cl)O)Cl
• Uses: 2-(2,4-Dichloro-5-hydroxyphenoxy)acetic Acid is found to possess plant growth regulating activity.

Technology Process of Chloro(4-chloro-3-hydroxyphenoxy)acetic acid

There total 6 articles about Chloro(4-chloro-3-hydroxyphenoxy)acetic 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:

4,6-Dichlororesorcinol (137-19-9) + bromoacetic acid methyl ester (96-32-2) → (2,4-Dichlor-5-hydroxy-phenoxy)-essigsaeure (2639-79-4)

Guidance literature:

Multistep reaction; (i) NaH, DMF, (ii) /BRN= 506256/, (iii) aq. KOH;

DOI:10.1021/jm00303a018

Reference yield:

1,3-phenylenedioxydiacetic acid (102-39-6) → (2,4-Dichlor-5-hydroxy-phenoxy)-essigsaeure (2639-79-4)

Guidance literature:

Multi-step reaction with 3 steps

1: SO₂Cl₂; acetic acid

2: pyridine hydrochloride / 190 - 195 °C

3: aqueous NaOH

With sodium hydroxide; sulfuryl dichloride; pyridine hydrochloride; acetic acid;

Reference yield:

(4,6-dichloro-m-phenylenedioxy)-di-acetic acid (262861-51-8) → (2,4-Dichlor-5-hydroxy-phenoxy)-essigsaeure (2639-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine hydrochloride / 190 - 195 °C

2: aqueous NaOH

With sodium hydroxide; pyridine hydrochloride;

upstream raw materials:

4,6-Dichlororesorcinol

chloroacetic acid

5-Amino-2,4-dichlor-phenoxy-essigsaeure-methylester

bromoacetic acid methyl ester

Downstream raw materials:

(2,4-Dichlor-5-methoxy-phenoxy)-essigsaeure-methylester