Phenoxyacetic acid

Base Information

• Chemical Name: Phenoxyacetic acid
• CAS No.: 122-59-8
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 2918.90
• European Community (EC) Number: 204-556-7
• NSC Number: 9810
• UN Number: 3347
• UNII: YRC253429Q
• DSSTox Substance ID: DTXSID9025873
• Nikkaji Number: J5.358I
• Wikipedia: Phenoxyacetic_acid
• Wikidata: Q904253
• NCI Thesaurus Code: C84049
• Metabolomics Workbench ID: 44983
• ChEMBL ID: CHEMBL173521
• Mol file: 122-59-8.mol

Synonyms:phenoxyacetic acid;POA cpd

Chemical Property of Phenoxyacetic acid

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 0.00135mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.4447 (estimate)
• Boiling Point: 285 °C at 760 mmHg
• PKA: 3.17(at 25℃)
• Flash Point: 115.1 °C
• PSA: 46.53000
• Density: 1.221 g/cm³
• LogP: 1.15000
• Storage Temp.: Store below +30°C.
• Solubility.: ethanol: soluble10%, clear, colorless
• Water Solubility.: 0.1-0.5 g/100 mL at 17 ºC
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 127
• Transport DOT Label: Poison Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Phenoxyacetic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OCC(=O)O
• Uses: Phenoxyacetic acid is a flavoring ingredient.?Its photodegradation using titanium dioxide as photocatalyst has been studied. Selective separation of penicillin V from phenoxyacetic acid using liquid membranes consisting of 1,2-dichloroethane and Amberlite LA-2 as carrier has been studied. Fungicide; keratin exfoliative (to relieve and to soften calluses, corns, and other hard skin surfaces; applied as plasters, pads or in liquids).

Technology Process of Phenoxyacetic acid

There total 105 articles about Phenoxyacetic 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: 100.0%

phenoxyacetamide (621-88-5) → 2-phenoxyacetic acid (122-59-8)

Guidance literature:

With potassium hydrogensulfate; water; In methanol; at 100 ℃; for 48h;

DOI:10.24820/ark.5550190.p010.392

Reference yield: 95.0%

phenoxyacetic acid ethyl ester (2555-49-9) → 2-phenoxyacetic acid (122-59-8)

Guidance literature:

With lithium hydroxide monohydrate; water; at 0 - 20 ℃; for 12h;

Reference yield: 95.0%

sodium monochloroacetic acid (3926-62-3) + sodium phenoxide (139-02-6) → 2-phenoxyacetic acid (122-59-8)

Guidance literature:

sodium monochloroacetic acid; sodium phenoxide; In water; at 90 ℃; for 2h;

With hydrogenchloride; In water; at 30 ℃; pH=0;

upstream raw materials:

phenoxyacetic acid ethyl ester

phenoxyacetonitrile

phenoxy-acetic acid-(2-cyano-1-methyl-vinylamide)

sodium phenoxide

Downstream raw materials:

3-phenoxymethylene-3H-isobenzofuran-1-one

1,1,1-trichloro-2,2-bis-(4-carboxymethoxy-phenyl)-ethane

phenoxy-acetic acid-(2-methoxy-phenyl ester)

(4-chloroacetyl-phenoxy)-acetic acid

Refernces

• 1、 Leblanc, Luc M.,Crowell, Andrew M. J.,Grossert, J. Stuart,White, Robert L.. "Phenyl group participation in rearrangements during collision-induced dissociation of deprotonated phenoxyacetic acid". . p. 2293 - 2301. Retrieved 2015.
• 2、 Mo, Wenyan,Shi, Yanxia,He, Junbo,Li, Baoju,Peng, Hao,He, Hongwu. "Synthesis and Biological Activity of Ethyl 4-Alkyl-2-(2-(substituted phenoxy)acetamido)thiazole-5-carboxylate". . p. 183 - 187. Retrieved 2016.
• 3、 Xu, Ying Hua,Cai, Qian Qian,Ma, Hong Xing,He, Yan,Zhang, Hong,Ma, Chun An. "Optimisation of electrocatalytic dechlorination of 2,4- dichlorophenoxyacetic acid on a roughened silver-palladium cathode". . p. 90 - 96. Retrieved 2013.
• 4、 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.
• 5、 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 2022.
• 6、 Wang, Wenbin,He, Yi,Xu, Pei,You, Qidong,Xiao, Hong,Xiang, Hua. "Synthesis and biological evaluation of isoflavone amide derivatives with antihyperlipidemic and preadipocyte antiproliferative activities". . p. 4428 - 4433. Retrieved 2015.
• 7、 Luo, Xiya,Ma, Xiaofeng,Lebreux, Frédéric,Markó, István E.,Lam, Kevin. "Electrochemical methoxymethylation of alcohols-a new, green and safe approach for the preparation of MOM ethers and other acetals". . p. 9969 - 9972. Retrieved 2018.
• 8、 Jiang, Fang,Tan, Wenhui,Chen, Huan,Tan, Ling,Liu, Jingliang. "Effective catalytic hydrodechlorination of chlorophenoxyacetic acids over Pd/graphitic carbon nitride". . p. 51841 - 51851. Retrieved 2015.
• 9、 Zhu, Kairan,Baig, Shams Ali,Xu, Jiang,Sheng, Tiantian,Xu, Xinhua. "Electrochemical reductive dechlorination of 2,4-dichlorophenoxyacetic acid using a palladium/nickel foam electrode". . p. 389 - 396. Retrieved 2012.
• 10、 Yamanaka, Ichiro,Nishikawa, Koji,Otsuka, Kiyoshi. "Rapid and complete hydrodechlorination of 2,4-dichlorophenoxyacetic acid catalyzed by Pd/TiO2 with H2 in deionized water". . p. 368 - 369. Retrieved 2001.