2-Chlorobenzotrifluoride

Base Information

• Chemical Name: 2-Chlorobenzotrifluoride
• CAS No.: 88-16-4
• Deprecated CAS: 106369-56-6
• Molecular Formula: C7H4ClF3
• Molecular Weight: 180.557
• Hs Code.: 29036990
• European Community (EC) Number: 201-805-1
• NSC Number: 10307
• UN Number: 2234
• UNII: 0V2SO8M97N
• DSSTox Substance ID: DTXSID9024774
• Nikkaji Number: J61.498J
• Wikidata: Q27237282
• ChEMBL ID: CHEMBL1301432
• Mol file: 88-16-4.mol

Synonyms:2-Chlorobenzotrifluoride;88-16-4;1-Chloro-2-(trifluoromethyl)benzene;o-Chlorobenzotrifluoride;Chlorobenzotrifluoride;2-Chloro(trifluoromethyl)benzene;Benzene, 1-chloro-2-(trifluoromethyl)-;o-(Trifluoromethyl)chlorobenzene;2-Chloro-alpha,alpha,alpha-trifluorotoluene;2-Chloro-benzotrifluoride;o-(Trifluoromethyl)phenyl chloride;2-chlorotrifluorotoluene;Benzene, chloro(trifluoromethyl)-;o-Chloro-alpha,alpha,alpha-trifluorotoluene;52181-51-8;CHLORO(TRIFLUOROMETHYL)BENZENE;NSC 10307;(Trifluoromethyl)chlorobenzene;Chlorotrifluorotoluene;2-(TRIFLUOROMETHYL)CHLOROBENZENE;CCRIS 2809;EINECS 201-805-1;chlorobenzotrifluoride(o-);0V2SO8M97N;DTXSID9024774;NSC-10307;Toluene, o-chloro-alpha,alpha,alpha-trifluoro-;2-Chloro-.alpha.,.alpha.,.alpha.-trifluorotoluene;o-Chloro-.alpha.,.alpha.,.alpha.-trifluorotoluene;Toluene, o-chloro-.alpha.,.alpha.,.alpha.-trifluoro-;MFCD00000561;o-chlorbenzotrifluorid;O-chloro trifluorotoluene;ortho-chlorobenzotrifluoride;Chlorobenzotrifluoride, 2-;UNII-0V2SO8M97N;2-chlorotrifluoromethylbenzene;SCHEMBL117692;2-trifluoromethyl-chlorobenzene;.ALPHA.-ACETYLTHIOPHENE;2-Chlorobenzotrifluoride, 99%;2-trifluoromethylphenyl chloride;DTXCID504774;CHEMBL1301432;CHLOROBENZOTRIFLUORIDE, O-;NSC10307;THIOPHEN-2-YL METHYL KETONE;1-(trifluoromethyl)-2-chlorobenzene;Tox21_200751;1-chloro-2-(trifluoromethyl)-benzene;AKOS000120010;O-TRIFLUOROMETHYLPHENYL CHLORIDE;AM61704;LS-1879;CAS-88-16-4;2-chlor-alpha-alpha-alpha-trifluortoluen;NCGC00091794-01;NCGC00091794-02;NCGC00258305-01;AC-10784;LS-29555;PS-11777;o-Chloro-.alpha.,.alpha.-trifluorotoluene;FT-0611917;EN300-20289;E78996;J-509014;Q27237282

Chemical Property of 2-Chlorobenzotrifluoride

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Melting Point: -7.4 °C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 155.7 °C at 760 mmHg
• Flash Point: 58.9 °C
• PSA: 0.00000
• Density: 1.338 g/cm³
• LogP: 3.35880
• Storage Temp.: Flammables area
• Water Solubility.: <0.1 g/100 mL at 19.5℃
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 179.9953623
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

≥99% ^*data from raw suppliers

2-Chlorobenzotrifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, F, Xi, N
• Hazard Codes: Xi,F,Xn,N
• Statements: 10-36/37/38-22
• Safety Statements: 26-36-36/37/39-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(F)(F)F)Cl
• Uses: Dye intermediate, chemical intermediate, solvent, and dielectric fluid.

Technology Process of 2-Chlorobenzotrifluoride

There total 41 articles about 2-Chlorobenzotrifluoride 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: 84.0%

2-iodochlorobenzene (615-41-8) → 1-chloro-2-(trifluoromethyl)benzene (88-16-4)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide; at 60 - 70 ℃; for 6h;

DOI:10.1021/ja00264a043

Reference yield: 77.0%

1,1'-dichloro-2,2'-difluoroethene (79-35-6) + o-trifluoromethylphenyl bromide (392-83-6) → 1-chloro-2-(trifluoromethyl)benzene (88-16-4) + 1-(2,2-dichloro-1-fluoroethenyl)-2-(trifluoromethyl)benzene (88444-77-3)

Guidance literature:

With n-butyllithium; In diethyl ether; for 1h; Heating;

DOI:10.1246/bcsj.61.1625

Reference yield: 70.0%

2-Chloro-dithiobenzoic acid ethyl ester (160911-76-2) → 1-chloro-2-(trifluoromethyl)benzene (88-16-4)

Guidance literature:

With bromine trifluoride; In trichlorofluoromethane; at 0 ℃; for 0.0333333h;

DOI:10.1016/j.tet.2010.03.045

upstream raw materials:

2-chlorobenzotrichloride

2-(trifluoromethyl)benzenamine

2,3,5-trichlorotrifluoromethylbenzene

para-dichlorobenzene

Downstream raw materials:

dichloro-methyl-(2-trifluoromethyl-phenyl)-silane

1-methoxy-2-(trifluoromethyl)benzene

salicylic acid

1-chloro-2,4-dinitro-6-trifluoromethylbenzene

Refernces

• 1、 Demonti, Luca,Mézailles, Nicolas,Nebra, Noel,Saffon-Merceron, Nathalie. "Cross-Coupling through Ag(I)/Ag(III) Redox Manifold". supporting information. p. 15396 - 15405. Retrieved 2021/10/12.
• 2、 Bazyar, Zahra,Hosseini-Sarvari, Mona. "Au@ZnO Core-Shell: Scalable Photocatalytic Trifluoromethylation Using CF3CO2Na as an Inexpensive Reagent under Visible Light Irradiation". supporting information. p. 2345 - 2353. Retrieved 2019/10/16.