[3-(Trifluoromethyl)phenoxy]acetic acid

Base Information

• Chemical Name: [3-(Trifluoromethyl)phenoxy]acetic acid
• CAS No.: 349-82-6
• Molecular Formula: C9H7F3O3
• Molecular Weight: 220.148
• Hs Code.: 2918990090
• European Community (EC) Number: 863-792-4
• DSSTox Substance ID: DTXSID90365837
• Nikkaji Number: J1.604.780E
• Wikidata: Q82150823
• ChEMBL ID: CHEMBL3247410
• Mol file: 349-82-6.mol

Synonyms:349-82-6;[3-(trifluoromethyl)phenoxy]acetic acid;2-[3-(trifluoromethyl)phenoxy]acetic acid;(3-Trifluoromethyl-phenoxy)-acetic acid;3-(trifluoromethyl)phenoxyacetic acid;2-(3-(Trifluoromethyl)phenoxy)acetic acid;MFCD03147381;2-[3-(trifluoromethyl)phenoxy]ethanoic acid;Enamine_004623;(3-TRIFLUOROMETHYL-PHENOXY)-ACETICACID;SCHEMBL585546;CHEMBL3247410;DTXSID90365837;3-(Carboxymethoxy)benzotrifluoride;HMS1407C03;3-trifluoromethyl-phenoxy-acetic acid;BBL015149;STK320001;(3-Trifluoromethylphenoxy)acetic acid;AKOS000100821;2-(3-Trifluoromethylphenoxy)acetic acid;2-[3-trifluoromethylphenoxyl]acetic acid;2-(3-(Trifluoromethyl)phenoxy)aceticacid;AS-40372;CS-0451532;EN300-00071;A822493;AP-501/40159153;J-507649;BRD-K56851627-001-01-5;Z56869429

Chemical Property of [3-(Trifluoromethyl)phenoxy]acetic acid

Chemical Property:

• Vapor Pressure: 0.00154mmHg at 25°C
• Melting Point: 93.5-94 °C
• Refractive Index: 1.47
• Boiling Point: 282.9 °C at 760 mmHg
• PKA: 3.07±0.10(Predicted)
• Flash Point: 124.9 °C
• PSA: 46.53000
• Density: 1.392 g/cm³
• LogP: 2.16880
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 220.03472857
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

[3-(Trifluoromethyl)phenoxy]aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)OCC(=O)O)C(F)(F)F
• Uses: [3-(Trifluoromethyl)phenoxy]acetic Acid was used to determine correlation of biologicay activity of phenoxyacetic acids with Hammet substituent constants in relations to plant regulator activity.

Technology Process of [3-(Trifluoromethyl)phenoxy]acetic acid

There total 7 articles about [3-(Trifluoromethyl)phenoxy]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: 89.0%

methyl 2-[3-(trifluoromethyl)phenoxy]acetate (588-26-1) → (3-trifluoromethylphenoxy)acetic acid (349-82-6)

Guidance literature:

methyl 2-[3-(trifluoromethyl)phenoxy]acetate; With sodium hydroxide; water; In methanol; at 20 ℃; for 0.333333h;

With hydrogenchloride; In water;

Reference yield: 70.0%

3-Trifluoromethylphenol (98-17-9) + ethyl bromoacetate (105-36-2) → (3-trifluoromethylphenoxy)acetic acid (349-82-6)

Guidance literature:

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

DOI:10.1080/10426500600614253

Reference yield:

ethyl (3-trifluoromethylphenoxy)acetate (22897-99-0) → (3-trifluoromethylphenoxy)acetic acid (349-82-6)

Guidance literature:

With potassium hydroxide; In water; for 1h; Heating;

DOI:10.1016/j.tet.2004.10.019

upstream raw materials:

3-Trifluoromethylphenol

chloroacetic acid

tert-Butyl chloroacetate

ethyl (3-trifluoromethylphenoxy)acetate

Downstream raw materials:

methyl 2-[3-(trifluoromethyl)phenoxy]acetate

<3-(Trifluormethyl)phenoxy>essigsaeure-(3,3,5-trimethylcyclohexyl)ester

4-[2-(3-Trifluoromethyl-phenoxy)-acetylamino]-benzoic acid 2-diethylamino-ethyl ester

5-Chloro-N-(2-diethylamino-ethyl)-2-methoxy-4-[2-(3-trifluoromethyl-phenoxy)-acetylamino]-benzamide

Refernces

• 1、 Wang, Tao,Wang, Wei,Peng, Hao,He, Hongwu. "Synthesis and biological activity of 1-(Substituted phenoxyacetoxy)- 1-(pyridin-2-yl or thien-2-yl)methylphosphonates". . p. 173 - 179. Retrieved 2015/01/30.
• 2、 Okaecwe, Thokozile,Swanepoel, Abraham J.,Petzer, Anél,Bergh, Jacobus J.,Petzer, Jacobus P.. "Inhibition of monoamine oxidase by 8-phenoxymethylcaffeine derivatives". experimental part. p. 4336 - 4347. Retrieved 2012/08/28.