2-Chlorophenoxyacetic acid

Base Information

• Chemical Name: 2-Chlorophenoxyacetic acid
• CAS No.: 614-61-9
• Molecular Formula: C8H7 Cl O3
• Molecular Weight: 186.595
• Hs Code.: 2918990090
• European Community (EC) Number: 210-388-5
• NSC Number: 8454
• UNII: X2512M5L7Q
• DSSTox Substance ID: DTXSID00210324
• Nikkaji Number: J25.171B
• Wikidata: Q27293383
• ChEMBL ID: CHEMBL3247401
• Mol file: 614-61-9.mol

Synonyms:2-CHLOROPHENOXYACETIC ACID;614-61-9;(2-Chlorophenoxy)acetic acid;2-(2-chlorophenoxy)acetic acid;o-Chlorophenoxyacetic acid;Acetic acid, (chlorophenoxy)-;Acetic acid, (2-chlorophenoxy)-;Acetic acid, (o-chlorophenoxy)-;Acide o-chlorophenoxyacetique;Acetic acid, o-chlorophenoxy-;27193-83-5;HSDB 3942;NSC 8454;EINECS 210-388-5;Acide o-chlorophenoxyacetique [French];BRN 1103151;UNII-X2512M5L7Q;AI3-16647;Acetic acid, o-(chlorophenoxy)-;X2512M5L7Q;NSC-8454;MFCD00004298;4-06-00-00796 (Beilstein Handbook Reference);2-Chlorophenoxyaceticacid;WLN: GR BO1VQ;o-chlorophenoxy acetic acid;(2-Chlorophenoxy)aceticacid;(o-Chlorophenoxy)acetic acid;SCHEMBL101520;(2-chloro-phenoxy)-acetic acid;CHEMBL3247401;OPQYFNRLWBWCST-UHFFFAOYSA-;DTXSID00210324;NSC8454;Acetic acid, 2-(2-chlorophenoxy)-;BBL012541;STK397860;AKOS000103037;FD10490;(2-Chlorophenoxy)acetic acid, AldrichCPR;2-CHLOROPHENOXYACETIC ACID [HSDB];VS-03379;FT-0611990;EN300-17821;2-Chlorophenoxyacetic acid, analytical standard;AF-615/00098053;W-105154;Q27293383;Z57042068;F1723-0227

Chemical Property of 2-Chlorophenoxyacetic acid

Chemical Property:

• Appearance/Colour: Flake white crystalline
• Vapor Pressure: 0.000231mmHg at 25°C
• Melting Point: 144-148 ºC
• Refractive Index: 1.558
• Boiling Point: 312.1 °C at 760 mmHg
• PKA: 3.05(at 25℃)
• Flash Point: 142.5 °C
• PSA: 46.53000
• Density: 1.366 g/cm³
• LogP: 1.80340
• Water Solubility.: 1.278g/L(25 oC)
• XLogP3: 1.9
• 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

2-Chlorophenoxyacetic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-Chlorophenoxyacetic acid

There total 22 articles about 2-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: 99.0%

tert-butyl 2-(2-chlorophenoxy)acetate (36304-23-1) → (2-chlorophenoxy)acetic acid (614-61-9)

Guidance literature:

With trifluoroacetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

DOI:10.1016/j.ejmech.2019.01.048

Reference yield: 95.0%

Methyl (2-chlorophenoxy)acetate (6956-85-0) → (2-chlorophenoxy)acetic acid (614-61-9)

Guidance literature:

Methyl (2-chlorophenoxy)acetate; With potassium carbonate; In water; at 65 ℃; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃; pH=2 - 3; Inert atmosphere;

DOI:10.3762/bjoc.16.25

Reference yield: 89.0%

2-monochlorophenol (95-57-8) + chloroacetic acid ethyl ester (105-39-5) → (2-chlorophenoxy)acetic acid (614-61-9)

Guidance literature:

2-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:10.1021/acs.inorgchem.8b01335

upstream raw materials:

(2-chloro-phenoxy)-acetic acid amide

N,N-dichloro-p-toluenesulfonamide

acetic acid

2-phenoxyacetic acid

Downstream raw materials:

ethyl 2-(2-chlorophenoxy)acetate

2,4-Dichlorophenoxyacetic acid

(2-chloro-phenoxy)-acetone

2-(2-chlorophenoxy)ethanol

Refernces

• 1、 Xin, Weixiang,Li, Zezhong,Wang, Qing,Du, Jin,Zhu, Mingyan,Zhou, Huchen. "Design and synthesis of α-phenoxy-N-sulfonylphenyl acetamides as Trypanosoma brucei Leucyl-tRNA synthetase inhibitors". . . Retrieved 2019/11/26.
• 2、 Zhou, Hongyi,Huang, Ning,Zhao, Yongkang,Baig, Shams Ali,Xiang, Junchao. "Dechlorination of 2,4-dichlorophenoxyacetic acid using biochar-supported nano-palladium/iron: Preparation, characterization, and influencing factors". . . Retrieved 2020/09/23.