Ethyl 4-(trifluoromethyl)benzoate

Base Information

• Chemical Name: Ethyl 4-(trifluoromethyl)benzoate
• CAS No.: 583-02-8
• Molecular Formula: C10H9F3O2
• Molecular Weight: 218.175
• Hs Code.: 2916399090
• European Community (EC) Number: 823-201-2,670-580-3
• Nikkaji Number: J345.691I
• Wikidata: Q82931963
• Mol file: 583-02-8.mol

Synonyms:Ethyl 4-(trifluoromethyl)benzoate;583-02-8;31083-14-4;4-(trifluoromethyl)benzoic acid ethyl ester;Benzoic acid, 4-(trifluoromethyl)-, ethyl ester;ethyl 4-trifluoromethylbenzoate;MFCD00013563;4-Trifluoromethylbenzoic acid, ethyl ester;SCHEMBL668192;Ethyl-p-trifluoromethylbenzoate;ethyl-4-trifluoromethyl benzoate;ethyl-4-(trifluoromethyl)benzoate;4-trifluoromethylbenzoic acid ester;AKOS008948271;DS-5181;4-trifluoromethylbenzoic acid ethyl ester;SY016093;CS-0042073;E1330;FT-0616915;FT-0626051;2-{[(4-Chlorophenyl)amino]carbonyl}cyclohexanecarboxylicacid

Chemical Property of Ethyl 4-(trifluoromethyl)benzoate

Chemical Property:

• Refractive Index: 1.449
• Boiling Point: 231.5 °C at 760 mmHg
• Flash Point: 77.8 °C
• PSA: 26.30000
• Density: 1.23 g/cm³
• LogP: 2.88210
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 218.05546401
• Heavy Atom Count: 15
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4-(Trifluoromethyl)benzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)C(F)(F)F

Technology Process of Ethyl 4-(trifluoromethyl)benzoate

There total 49 articles about Ethyl 4-(trifluoromethyl)benzoate 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: 93.0%

ethanol (64-17-5) + 4-trifluoromethylbenzoic acid (455-24-3) → ethyl 4-(trifluoromethyl)benzoate (583-02-8)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.1c09626

Reference yield: 93.0%

4-iodobenzoic acid ethyl ester (51934-41-9) + potassium trifluoroacetate (2923-16-2) → ethyl 4-(trifluoromethyl)benzoate (583-02-8)

Guidance literature:

With pyridine; copper(l) iodide; In 1-methyl-pyrrolidin-2-one; at 200 - 205 ℃; Inert atmosphere;

DOI:10.1002/anie.201306094

Reference yield: 90.0%

[4-(ethoxycarbonyl)phenyl](2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate (1204518-04-6) + (trifluoromethyl)trimethylsilane (81290-20-2) → ethyl 4-(trifluoromethyl)benzoate (583-02-8)

Guidance literature:

With potassium fluoride; tetrakis(acetonitrile)copper(I)tetrafluoroborate; In acetonitrile; at 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1016/j.jfluchem.2015.09.015

upstream raw materials:

ethanol

4-trifluoromethyl-phenyl acetyl chloride

4-trifluoromethylbenzoic acid

Bromotrifluoromethane

Downstream raw materials:

4-(trifluoromethyl)benzylic alcohol

4-(trifluoromethyl)benzoic acid hydrazide

α,α-<2H2>p-trifluoromethylbenzyl alcohol

2-(pyridin-4-yl)-1-(4-(trifluoromethyl)phenyl)ethan-1-one

Refernces

• 1、 Kaicharla, Trinadh,Ngoc, Trung Tran,Teichert, Johannes F.,Tzaras, Dimitrios-Ioannis,Zimmermann, Birte M.. "A Bifunctional Copper Catalyst Enables Ester Reduction with H2: Expanding the Reactivity Space of Nucleophilic Copper Hydrides". supporting information. p. 16865 - 16873. Retrieved 2021/10/20.
• 2、 Bai, Hangyu,Jiang, Weiqi,Li, Qi,Li, Tian,Ma, Shichuang,Shi, Baojun,Wu, Wenjun. "Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles". . p. 11572 - 11581. Retrieved 2021/10/12.