3-Chlorophenoxyacetic acid

Base Information

• Chemical Name: 3-Chlorophenoxyacetic acid
• CAS No.: 588-32-9
• Molecular Formula: C8H7 Cl O3
• Molecular Weight: 186.595
• Hs Code.: 2918990090
• European Community (EC) Number: 209-616-6
• NSC Number: 30115
• UNII: JXK525064M
• DSSTox Substance ID: DTXSID90207526
• Nikkaji Number: J137.008A
• Wikidata: Q27281731
• ChEMBL ID: CHEMBL3247405
• Mol file: 588-32-9.mol

Synonyms:3-CHLOROPHENOXYACETIC ACID;588-32-9;2-(3-chlorophenoxy)acetic acid;(3-chlorophenoxy)acetic acid;m-Chlorophenoxyacetic acid;Acetic acid, (3-chlorophenoxy)-;(3-Chloro-phenoxy)-acetic acid;Acetic acid, (m-chlorophenoxy)-;UNII-JXK525064M;HSDB 3943;JXK525064M;EINECS 209-616-6;MFCD00015850;NSC 30115;NSC-30115;3-Chlorophenoxyaceticacid;3-chlorophenoxy acetic acid;(m-Chlorophenoxy)acetic acid;SCHEMBL523934;CHEMBL3247405;DTXSID90207526;CHEBI:195178;NSC30115;STK326777;AKOS000101577;AB01185;CS-W002102;M-CHLOROPHENOXYACETIC ACID [HSDB];(3-Chlorophenoxy)acetic acid, AldrichCPR;SY008336;TS-02615;ACETIC ACID, 2-(3-CHLOROPHENOXY)-;FT-0615505;EN300-17744;AG-690/13155067;Q27281731;Z57008935;JMV

Chemical Property of 3-Chlorophenoxyacetic acid

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 0.000188mmHg at 25°C
• Melting Point: 106-111 ºC
• Refractive Index: 1.5250 (estimate)
• Boiling Point: 315.2 °C at 760 mmHg
• PKA: 3.1(at 25℃)
• Flash Point: 144.4 °C
• PSA: 46.53000
• Density: 1.366 g/cm³
• LogP: 1.80340
• Water Solubility.: 2.36g/L(25 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 186.0083718
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

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

3-Chlorophenoxyaceticacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 22-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC(=CC(=C1)Cl)OCC(=O)O

Technology Process of 3-Chlorophenoxyacetic acid

There total 12 articles about 3-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: 88.0%

3-monochlorophenol (108-43-0) + chloroacetic acid ethyl ester (105-39-5) → 3-chlorophenoxyacetic acid (588-32-9)

Guidance literature:

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

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

DOI:10.1080/00958972.2015.1126259

Reference yield: 79.0%

glycolic Acid (79-14-1) + 3-iodochlorobenzene (625-99-0) → 3-chlorophenoxyacetic acid (588-32-9)

Guidance literature:

With copper(l) iodide; caesium carbonate; In water; dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo400702z

Reference yield: 77.0%

3-monochlorophenol (108-43-0) + chloroacetic acid (79-11-8) → 3-chlorophenoxyacetic acid (588-32-9)

Guidance literature:

3-monochlorophenol; With sodium hydride; In toluene; at 0 - 20 ℃; for 4h;

chloroacetic acid; In toluene; at 110 ℃; for 12h;

DOI:10.1002/ejoc.201300389

upstream raw materials:

2-(3-chlorophenoxy)acetamide

3-monochlorophenol

chloroacetic acid

tert-Butyl chloroacetate

Downstream raw materials:

ethyl (3-chlorophenoxy)acetate

2-(3-chlorophenoxy)ethanol

3-Chlor-4-(3-chlor-butyryl)-phenoxyessigsaeure

[2-Chloro-4-(2-cyclopentyl-acetyl)-phenoxy]-acetic acid