(2-Chloro-4-fluorophenoxy)acetic acid

Base Information

• Chemical Name: (2-Chloro-4-fluorophenoxy)acetic acid
• CAS No.: 399-41-7
• Molecular Formula: C8H6 Cl F O3
• Molecular Weight: 204.585
• Hs Code.: 2918990090
• European Community (EC) Number: 802-160-4
• NSC Number: 10228
• DSSTox Substance ID: DTXSID40278822
• Wikidata: Q82010977
• Mol file: 399-41-7.mol

Synonyms:(2-chloro-4-fluorophenoxy)acetic acid;399-41-7;2-(2-chloro-4-fluorophenoxy)acetic acid;2-chloro-4-fluorophenoxyacetic acid;NSC10228;SCHEMBL3727991;DTXSID40278822;BBL013912;MFCD03422210;NSC-10228;STK411171;AKOS000103504;TS-02908;(2-CHLORO-4-FLUOROPHENOXY)ACETICACID;CS-0225236;FT-0678475;EN300-12318;F79738;A873530;Z65572085

Chemical Property of (2-Chloro-4-fluorophenoxy)acetic acid

Chemical Property:

• Vapor Pressure: 0.000122mmHg at 25°C
• Boiling Point: 321.6°Cat760mmHg
• Flash Point: 148.3°C
• PSA: 46.53000
• Density: 1.453g/cm³
• LogP: 1.94250
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 203.9989499
• Heavy Atom Count: 13
• Complexity: 188

Purity/Quality:

99%, ^*data from raw suppliers

(2-Chloro-4-fluorophenoxy)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)Cl)OCC(=O)O

Technology Process of (2-Chloro-4-fluorophenoxy)acetic acid

There total 7 articles about (2-Chloro-4-fluorophenoxy)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: 92.2%

ethyl [(2-chloro-4-fluorophenyl)oxy]acetate (1716-85-4) → 2-(2-chloro-4-fluorophenoxy)acetic acid (399-41-7)

Guidance literature:

With water; lithium hydroxide; In methanol; at 50 ℃; for 12h;

Reference yield: 70.0%

2-chloro-4-fluorophenol (1996-41-4) + ethyl bromoacetate (105-36-2) → 2-(2-chloro-4-fluorophenoxy)acetic acid (399-41-7)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 70 - 80 ℃; for 5h;

DOI:10.1080/10426500600614253

Reference yield:

2-chloro-4-fluorophenol (1996-41-4) → 2-(2-chloro-4-fluorophenoxy)acetic acid (399-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; sodium iodide / acetone / 3 h / Heating

2: potassium hydroxide / H₂O / 1 h / Heating

With potassium hydroxide; potassium carbonate; sodium iodide; In water; acetone;

DOI:10.1016/j.tet.2004.10.019

upstream raw materials:

2-(4-fluorophenoxy)ethanoic acid

ethyl [(2-chloro-4-fluorophenyl)oxy]acetate

2-chloro-4-fluorophenol

ethyl bromoacetate

Downstream raw materials:

O,O-dimethyl α-(2-chloro-4-fluorophenoxyacetoxy)benzylphosphonate

O,O-dimethyl α-(2-chloro-4-fluorophenoxyacetoxy)-3-nitrobenzylphosphonate

O,O-dimethyl α(2-chloro-4-fluorophenoxyacetoxy)-2-hydroxybenzylphosphonate

N-((4-amino-2-methylpyrimidin-5-yl)methyl)-2-(2-chloro-4-fluorophenoxy)acetamide

Refernces

• 1、 -. "Synthesis of 3-(1-aminoethylene)-6-methylpyran-2, 4-dione derivatives and application thereof as herbicides". Paragraph 0020; 0022. . Retrieved 2020/05/08.
• 2、 Wang, Da-Wei,Lin, Hong-Yan,He, Bo,Wu, Feng-Xu,Chen, Tao,Chen, Qiong,Yang, Wen-Chao,Yang, Guang-Fu. "An Efficient One-Pot Synthesis of 2-(Aryloxyacetyl)cyclohexane-1,3-diones as Herbicidal 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors". . p. 8986 - 8993. Retrieved 2016/12/09.