4-Chlorophenoxyacetic acid

Base Information

• Chemical Name: 4-Chlorophenoxyacetic acid
• CAS No.: 122-88-3
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 29189090
• European Community (EC) Number: 204-581-3
• NSC Number: 8769
• UNII: 4EMM3U5P3K
• DSSTox Substance ID: DTXSID9034282
• Nikkaji Number: J2.495C
• Wikipedia: 4-Chlorophenoxyacetic_acid
• Wikidata: Q4637113
• Metabolomics Workbench ID: 52871
• ChEMBL ID: CHEMBL178018
• Mol file: 122-88-3.mol

Synonyms:4-chlorophenoxyacetic acid;4-chlorophenoxyacetic acid, ammonium salt;4-chlorophenoxyacetic acid, potassium salt;4-chlorophenoxyacetic acid, sodium salt;NSC 8769;NSC-8769;p-chlorophenoxyacetic acid

Chemical Property of 4-Chlorophenoxyacetic acid

Chemical Property:

• Appearance/Colour: white to light beige powder
• Vapor Pressure: 0.000188mmHg at 25°C
• Melting Point: 157-159 °C
• Refractive Index: 1.5250 (estimate)
• Boiling Point: 315.151 °C at 760 mmHg
• PKA: pK1: 3.10 (25°C)
• Flash Point: 144.399 °C
• PSA: 46.53000
• Density: 1.367 g/cm³
• LogP: 1.80340
• Storage Temp.: 0-6°C
• Solubility.: 957mg/l
• Water Solubility.: 848mg/L(25 oC)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 186.0083718
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

99% 98%TC 1%SP 2%SP ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-R22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Herbicides, Chlorophenoxy
• Canonical SMILES: C1=CC(=CC=C1OCC(=O)O)Cl
• Uses: 2-(4-Chlorophenoxy)acetic Acid is used in the synthesis of a new class of hypoxia-inducible factor-1 inhibitors. 4-chlorophenoxy acetic acid (4-CPA), a chlorine derivative of phenoxyacetic acid (PA), is a plant growth regulator used as a herbicide.

Technology Process of 4-Chlorophenoxyacetic acid

There total 39 articles about 4-Chlorophenoxyacetic 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: 95.6%

(4-chloro-phenoxy)-acetic acid methyl ester (4841-22-9) → 4-Chlorophenoxyacetic acid (122-88-3)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 0 ℃; for 2.5h; Reflux;

Reference yield: 91.0%

chloroacetic acid ethyl ester (105-39-5) + 4-chloro-phenol (106-48-9,82344-39-6) → 4-Chlorophenoxyacetic acid (122-88-3)

Guidance literature:

chloroacetic acid ethyl ester; 4-chloro-phenol; With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; for 0.0666667h; Microwave irradiation;

With sodium hydroxide; In water; N,N-dimethyl-formamide; for 0.0833333h; Microwave irradiation;

With hydrogenchloride; In water; N,N-dimethyl-formamide; at 20 ℃; pH=6;

DOI:10.1039/c7dt03000b

Reference yield: 85.0%

sodium monochloroacetic acid (3926-62-3) + 4-chloro-phenol (106-48-9,82344-39-6) → 4-Chlorophenoxyacetic acid (122-88-3)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 105 ℃; for 5h;

DOI:10.1002/bio.2668

upstream raw materials:

2-(4-chlorophenoxy)acetamide

N,N-dichloro-p-toluenesulfonamide

acetic acid

2-phenoxyacetic acid

Downstream raw materials:

(4-chloro-phenoxy)-acetic acid-(2-hydroxy-ethyl ester)

(4-chloro-phenoxy)-acetic acid allyl ester

4-Chlorphenoxyessigsaeure-3-(3,4-dimethoxyphenyl)-propylamid

4-Chlorphenoxyessigsaeure-<2-dimethylaminopropylester>

Refernces

• 1、 Yoshioka,Shibazaki,Ejima. "Stability of solid dosage forms. II. Hydrolysis of meclofenoxate hydrochloride in commercial tablets". . p. 2513 - 2517. Retrieved 1983.
• 2、 Yoshioka,Shibazaki,Ejima. "Stability of solid dosage forms. I. Hydrolysis of meclofenoxate hydrochloride in the solid state". . p. 3734 - 3741. Retrieved 1982.
• 3、 Oki,Hirota. "". . p. 374. Retrieved 1961.
• 4、 Al-Ostoot, Fares Hezam,Khanum, Shaukath Ara,M, Pallavi H,Vivek, Hamse Kameshwar. "Design, docking, synthesis, and characterization of novel N'(2-phenoxyacetyl) nicotinohydrazide and N'(2-phenoxyacetyl)isonicotinohydrazide derivatives as anti-inflammatory and analgesic agents". . . Retrieved 2021/09/14.
• 5、 Alnouti, Yazen,Aretz, Christopher D.,Chhonker, Yashpal S.,Dhuria, Nikilesh V.,Du, Yu,Gautam, Nagsen,Hopkins, Corey R.,Kumar, Sushil,Lesiak, Lauren,Sharma, Swagat,Weaver, C. David. "Discovery, synthesis and biological characterization of a series of: N -(1-(1,1-dioxidotetrahydrothiophen-3-yl)-3-methyl-1 H -pyrazol-5-yl)acetamide ethers as novel GIRK1/2 potassium channel activators". . p. 1366 - 1373. Retrieved 2021/09/28.