2-Chloro-5-(trifluoromethyl)benzoyl chloride

Base Information

• Chemical Name: 2-Chloro-5-(trifluoromethyl)benzoyl chloride
• CAS No.: 657-05-6
• Molecular Formula: C8H3Cl2F3O
• Molecular Weight: 243.012
• Hs Code.: 2916399090
• European Community (EC) Number: 670-674-4
• DSSTox Substance ID: DTXSID00380773
• Wikidata: Q72460233
• Mol file: 657-05-6.mol

Synonyms:2-chloro-5-(trifluoromethyl)benzoyl chloride;657-05-6;Benzoyl chloride, 2-chloro-5-(trifluoromethyl)-;SCHEMBL477732;DTXSID00380773;MFCD01631634;AKOS015850033;AM61628;PS-10741;2-chloro-5-(trifluoromethyl)benzoylchloride;FT-0611807;E85317;EN300-1459129;A835195

Chemical Property of 2-Chloro-5-(trifluoromethyl)benzoyl chloride

Chemical Property:

• Vapor Pressure: 0.0503mmHg at 25°C
• Refractive Index: 1.497
• Boiling Point: 235.4 °C at 760 mmHg
• Flash Point: 96.1 °C
• PSA: 17.07000
• Density: 1.506 g/cm³
• LogP: 3.73780
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 241.9513046
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-5-(trifluoromethyl)benzoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 34-36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(F)(F)F)C(=O)Cl)Cl

Technology Process of 2-Chloro-5-(trifluoromethyl)benzoyl chloride

There total 7 articles about 2-Chloro-5-(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:

2-chloro-5-trifluoromethylbenzoic acid (657-06-7) → 2-chloro-5-trifluoromethylbenzoyl chloride (657-05-6)

Guidance literature:

With thionyl chloride; Heating;

DOI:10.1002/hlca.19620450657

Reference yield:

oxalyl dichloride (79-37-8) + 2-chloro-5-trifluoromethylbenzoic acid (657-06-7) → 2-chloro-5-trifluoromethylbenzoyl chloride (657-05-6)

Guidance literature:

N,N-dimethyl-formamide; In dichloromethane;

Reference yield:

3-bromo-4-chlorobenzotrifluoride (454-78-4) → 2-chloro-5-trifluoromethylbenzoyl chloride (657-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi; tetramethylethylenediamine / diethyl ether; hexane / 0.33 h / -100 °C

1.2: 88 percent / diethyl ether; hexane / 2 h / -100 °C

2.1: SOCl₂ / dimethylformamide / 12 h / Heating

With n-butyllithium; thionyl chloride; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; hexane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Carboxylation / 2.1: Substitution;

DOI:10.1007/BF02256866

upstream raw materials:

2-chloro-5-trifluoromethylbenzoic acid

3-bromo-4-chlorobenzotrifluoride

4-chlorobenzotrifluoride

2-chloro-5-(trifluoromethyl)benzonitrile

Downstream raw materials:

1-(2-methylamino-5-trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline

1-(2-chloro-5-trifluoromethyl-phenyl)-3,4-dihydro-isoquinoline

Refernces

• 1、 Getlik, Matth?us,Smil, David,Zepeda-Velázquez, Carlos,Bolshan, Yuri,Poda, Gennady,Wu, Hong,Dong, Aiping,Kuznetsova, Ekaterina,Marcellus, Richard,Senisterra, Guillermo,Dombrovski, Ludmila,Hajian, Taraneh,Kiyota, Taira,Schapira, Matthieu,Arrowsmith, Cheryl H.,Brown, Peter J.,Vedadi, Masoud,Al-Awar, Rima. "Structure-Based Optimization of a Small Molecule Antagonist of the Interaction between WD Repeat-Containing Protein 5 (WDR5) and Mixed-Lineage Leukemia 1 (MLL1)". supporting information. p. 2478 - 2496. Retrieved 2016/04/10.
• 2、 -. "ALPHA-(TRIFLUOROMETHYL-SUBSTITUTED ARYLOXY, ARYLAMINO, ARYLTHIO OR ARYLMETHYL)-TRIFLUOROMETHYL-SUBSTITUTED PHENYLACETIC ACIDS AND DERIVATIVES AS ANTIDIABETIC AGENTS". Page/Page column 45. . Retrieved 2010/02/13.