4-(Trifluoromethyl)benzoyl chloride

Base Information

• Chemical Name: 4-(Trifluoromethyl)benzoyl chloride
• CAS No.: 329-15-7
• Molecular Formula: C8H4ClF3O
• Molecular Weight: 208.567
• Hs Code.: 29163900
• European Community (EC) Number: 206-342-9
• NSC Number: 88292
• DSSTox Substance ID: DTXSID6059817
• Nikkaji Number: J193.755C
• Wikidata: Q72511731
• Mol file: 329-15-7.mol

Synonyms:4-(Trifluoromethyl)benzoyl chloride;329-15-7;p-(Trifluoromethyl)benzoyl chloride;Benzoyl chloride, 4-(trifluoromethyl)-;alpha,alpha,alpha-Trifluoro-p-toluoyl chloride;p-Trifluoromethylbenzoyl chloride;4-(Trifluoromethyl)benzoylchloride;p-Trifluoromethyl benzoic acid chloride;4-Trifluoromethyl-benzoyl chloride;4-trifluoromethylbenzoyl chloride;EINECS 206-342-9;4-(trifluoromethyl)-benzoyl chloride;MFCD00000694;NSC 88292;p-Toluoyl chloride, alpha,alpha,alpha-trifluoro-;P-Toluoyl Chloride, A,A,A-Trifluoro-;NCIOpen2_005266;SCHEMBL68177;4-Trifluoromethyl Benzoyl Cl;4-trifluoromethylbenzoylchloride;4-trifluromethylbenzoyl chloride;p-trifluoromethyl benzoylchloride;4-trifluoromethyl benzoylchloride;4-trifluoromethyl-benzoylchloride;DTXSID6059817;OXZYBOLWRXENKT-UHFFFAOYSA-;p-trifluoromethyl benzoyl chloride;p-trifluoromethyl-benzoyl chloride;4(trifluoromethyl)benzoyl chloride;4-trifluoromethyl benzoyl chloride;4-(trifluoromethy)benzoyl chloride;4-(trifluoromethyi)benzoyi chloride;NSC88292;4-(Trifluoromethtyl)benzoyl chloride;p-(trifluoromethyl)-benzoyl chloride;CK1094;NSC-88292;4-Trifluoromethylbenzoic acid chloride;AKOS000121329;4-trifluoromethyl-benzoic acid chloride;4-trifluoromethylphenylcarbonyl chloride;4-trifluoromethyl-phenylcarbonyl chloride;AC-26043;4-(Trifluoromethyl)benzoyl chloride, 97%;A5881;FT-0616919;T1301;.alpha.,.alpha.-Trifluoro-p-toluoyl chloride;EN300-21277;2H-049;4-(Trifluoromethyl)-1-benzenecarbonyl chloride;p-Toluoyl chloride,.alpha.,.alpha.-trifluoro-;W-106804;.alpha.,.alpha.,.alpha.-Trifluoro-p-toluoyl chloride;F2190-0083;p-Toluoyl chloride, .alpha.,.alpha.,.alpha.-trifluoro-

Chemical Property of 4-(Trifluoromethyl)benzoyl chloride

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 0.061mmHg at 25°C
• Melting Point: -3 °C
• Refractive Index: n20/D 1.476(lit.)
• Boiling Point: 186.4 °C at 760 mmHg
• Flash Point: 78.3 °C
• PSA: 17.07000
• Density: 1.396 g/cm³
• LogP: 3.08440
• Storage Temp.: Store below +30°C.
• Sensitive.: Lachrymatory
• Water Solubility.: decomposes
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 207.9902769
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

4-(Trifluoromethyl)benzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-29
• Safety Statements: 26-36/37/39-45-8

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)Cl)C(F)(F)F
• Uses: 4-(Trifluoromethyl)benzoyl chloride is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

Technology Process of 4-(Trifluoromethyl)benzoyl chloride

There total 10 articles about 4-(Trifluoromethyl)benzoyl chloride 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%

4-(trifluoromethyl)benzoic acid t-butyl ester (196934-20-0) → 4-trifluoromethyl-phenyl acetyl chloride (329-15-7)

Guidance literature:

With phosphorus trichloride; In acetonitrile; at 100 ℃; for 3h; Schlenk technique;

DOI:10.1177/1747519819898142

Reference yield: 87.0%

carbon monoxide (201230-82-2) + 4-Iodobenzotrifluoride (455-13-0) → 4-trifluoromethyl-phenyl acetyl chloride (329-15-7)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; benzyltriphenylphosphonium chloride; In toluene; at 110 ℃; for 24h; under 38002.6 Torr; Glovebox; Autoclave; Inert atmosphere;

DOI:10.1021/ja4098093

Reference yield: 77.0%

N,N-dimethyl 4-(trifluoromethyl)benzamide (25771-21-5) → 4-trifluoromethyl-phenyl acetyl chloride (329-15-7)

Guidance literature:

With iodine; N,N-dimethyl-formamide; phosphorus trichloride; In 1,2-dichloro-ethane; at 100 ℃; for 12h; Schlenk technique; Sealed tube;

DOI:10.1002/ejoc.202100630

upstream raw materials:

4-iodobenzoic acid

oxalyl dichloride

4-trifluoromethylbenzoic acid

carbon monoxide

Downstream raw materials:

ethyl 4-(trifluoromethyl)benzoate

N-phenyl 4-trifluoromethylbenzamide

4-Trifluoromethylbenzaldehyde

p-trifluoromethylbenzamide

Refernces

• 1、 Li, Fangshao,Wu, Xiaofang,Guo, Fengzhe,Tang, Zi-Long,Xiao, Jing. "One-step Conversion of Amides and Esters to Acid Chlorides with PCl3". supporting information. p. 4314 - 4317. Retrieved 2021/07/16.
• 2、 Gaspa, Silvia,Raposo, Inês,Pereira, Leonor,Mulas, Gabriele,Ricci, Pier Carlo,Porcheddu, Andrea,De Luca, Lidia. "Visible light-induced transformation of aldehydes to esters, carboxylic anhydrides and amides". supporting information. p. 10711 - 10715. Retrieved 2019/07/15.