(2,2,2-Trifluoroethyl)benzene

Base Information

• Chemical Name: (2,2,2-Trifluoroethyl)benzene
• CAS No.: 21249-93-4
• Molecular Formula: C8H7F3
• Molecular Weight: 160.139
• Hs Code.: 2903999090
• European Community (EC) Number: 806-101-3
• NSC Number: 142238
• DSSTox Substance ID: DTXSID30301294
• Nikkaji Number: J753.988F
• Wikidata: Q82045032
• Mol file: 21249-93-4.mol

Synonyms:(2,2,2-trifluoroethyl)benzene;21249-93-4;2,2,2-trifluoroethylbenzene;Benzene, (2,2,2-trifluoroethyl)-;NSC142238;3-tri-fluoroethylbenzene;SCHEMBL185769;Benzene, 2,2,2-trifluoroethyl;DTXSID30301294;PFSGUFYCNKITHK-UHFFFAOYSA-N;(2,2,2-Trifluoro-ethyl)-benzene;WAA24993;BBL101035;MFCD11226623;STL554829;AKOS005255964;FS-4977;NSC-142238;(2,2,2-Trifluoroethyl)benzene, AldrichCPR;CS-0328330;FT-0684607

Chemical Property of (2,2,2-Trifluoroethyl)benzene

Chemical Property:

• Vapor Pressure: 16.5mmHg at 25°C
• Melting Point: 137 °C
• Boiling Point: 122.8°C at 760 mmHg
• Flash Point: 21.4°C
• PSA: 0.00000
• Density: 1.155g/cm³
• LogP: 2.79140
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 160.04998471
• Heavy Atom Count: 11
• Complexity: 111

Purity/Quality:

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

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2,2,2-Trifluoroethyl)benzene

There total 58 articles about (2,2,2-Trifluoroethyl)benzene 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: 90.0%

benzyl bromide (100-39-0) + (trifluoromethyl)trimethylsilane (81290-20-2) → (2,2,2-trifluoroethyl)benzene (21249-93-4)

Guidance literature:

With potassium fluoride; copper(l) iodide; N-(EtOCH₂CH₂OCH₂)-N-methylmorpholinium bis(CF₃SO₂)amide; at 80 ℃; for 8h;

DOI:10.1039/b412480b

Reference yield: 85.0%

1,1,1-trifluoro-2-iodoethane (353-83-3) + phenylboronic acid (98-80-6) → (2,2,2-trifluoroethyl)benzene (21249-93-4)

Guidance literature:

With [2,2]bipyridinyl; nickel(II) bromide dimethoxyethane; potassium phosphate; In dimethyl sulfoxide; at 80 ℃; for 12h; Reagent/catalyst; Solvent; Concentration; Inert atmosphere; Sealed tube;

Reference yield: 84.0%

metyhyl chlorodifluoroacetate (1514-87-0) + benzyl bromide (100-39-0) → (2,2,2-trifluoroethyl)benzene (21249-93-4)

Guidance literature:

With potassium fluoride; copper(l) iodide; In N,N-dimethyl-formamide; at 110 - 120 ℃; for 8h;

DOI:10.1016/0040-4039(91)80566-O

upstream raw materials:

phenylacetic acid

iodobenzene

1,1,1-trifluoro-2-iodoethane

2,2,2-Trifluoroacetophenone

Downstream raw materials:

2',2'-difluorostyrene

1-chloro-2,2,2-trifluoroethylbenzene

1,1,1-trifluoro-2,2-dichloro-2-phenylethane

1,1,1-trifluoro-2-bromo-2-phenylethane

Refernces

• 1、 Tomashenko, Olesya A.,Escudero-Adan, Eduardo C.,Martinez Belmonte, Marta,Grushin, Vladimir V.. "Simple, stable, and easily accessible well-defined CuCF3 aromatic trifluoromethylating agents". . p. 7655 - 7659. Retrieved 2011.
• 2、 Choi, Geunho,Lee, Geun Seok,Park, Beomsoon,Kim, Dongwook,Hong, Soon Hyeok. "Direct C(sp3)?H Trifluoromethylation of Unactivated Alkanes Enabled by Multifunctional Trifluoromethyl Copper Complexes". supporting information. p. 5467 - 5474. Retrieved 2021/01/20.
• 3、 Argouarch, Gilles. "Mild and efficient rhodium-catalyzed deoxygenation of ketones to alkanes". supporting information. p. 11041 - 11044. Retrieved 2019/07/31.