4-(Trifluoromethyl)biphenyl

Base Information

• Chemical Name: 4-(Trifluoromethyl)biphenyl
• CAS No.: 398-36-7
• Molecular Formula: C13H9F3
• Molecular Weight: 222.21
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID20432208
• Nikkaji Number: J741.134K
• Wikidata: Q72511816
• ChEMBL ID: CHEMBL242993
• Mol file: 398-36-7.mol

Synonyms:4-(trifluoromethyl)biphenyl;398-36-7;4-trifluoromethylbiphenyl;4-(Trifluoromethyl)-1,1'-biphenyl;1-phenyl-4-(trifluoromethyl)benzene;MFCD03412287;CHEMBL242993;4-Phenylbenzotrifluoride;p-Trifluoromethylbiphenyl;4-trifluoromethyl-biphenyl;D0N5OD;SCHEMBL163728;4-trifluoromethyl-1,1'-biphenyl;DTXSID20432208;OUMKBAHMPRLISR-UHFFFAOYSA-N;4-(a,a,a-Trifluoromethyl)biphenyl;BBL101514;BDBM50220191;STL555310;AKOS005259545;AC-18838;DS-11883;PD181919;SY019517;BETA-(4-ACETOXYPHENYL)PROPIONICACID;CS-0077600;FT-0678629;A924937;EN300-11686231;Z1736182599

Chemical Property of 4-(Trifluoromethyl)biphenyl

Chemical Property:

• Vapor Pressure: 0.024mmHg at 25°C
• Melting Point: 70 °C
• Refractive Index: 1.505
• Boiling Point: 257.134 °C at 760 mmHg
• Flash Point: 95.343 °C
• PSA: 0.00000
• Density: 1.18 g/cm³
• LogP: 4.37240
• Storage Temp.: 2-8°C
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 222.06563477
• Heavy Atom Count: 16
• Complexity: 208

Purity/Quality:

98%Min ^*data from raw suppliers

4-Trifluoromethylbiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C(F)(F)F

Technology Process of 4-(Trifluoromethyl)biphenyl

There total 60 articles about 4-(Trifluoromethyl)biphenyl 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: 99.0%

p-trifluoromethylphenyl bromide (402-43-7) + phenylboronic acid (98-80-6) → biphenyl (92-52-4,1594-86-1) + 1-phenyl-4-(trifluoromethyl)benzene (398-36-7)

Guidance literature:

With potassium tert-butylate; tetrabutylammomium bromide; palladium diacetate; In tetrahydrofuran; water; at 50 ℃; for 24h;

DOI:10.1002/adsc.200700422

Reference yield: 93.0%

iodobenzene (591-50-4) + 4-trifluoromethylphenylboronic acid (128796-39-4) + chromium(0) hexacarbonyl (199620-14-9,13007-92-6) → phenyl[4-(trifluoromethyl)phenyl]methanone (728-86-9) + 1-phenyl-4-(trifluoromethyl)benzene (398-36-7)

Guidance literature:

With sodium t-butanolate; In N,N-dimethyl acetamide; at 100 ℃; for 0.25h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1007/s10562-019-03087-w

Reference yield: 91.0%

carbon monoxide (201230-82-2) + p-trifluoromethylphenyl bromide (402-43-7) + phenylboronic acid (98-80-6) → phenyl[4-(trifluoromethyl)phenyl]methanone (728-86-9) + 1-phenyl-4-(trifluoromethyl)benzene (398-36-7)

Guidance literature:

With dibromido-(1,1'-diisopropyl-3,3'-ethylenedibenzimidazoline-2,2-diylidene)palladium(II); potassium carbonate; triphenylphosphine; In toluene; at 120 ℃; for 20h; under 31029.7 Torr; Pressure; Autoclave;

DOI:10.1002/aoc.5636

upstream raw materials:

4-trifluoromethylphenylboronic acid

hexakis[4-(trifluoromethyl)phenyl]tellurium

triphenylaluminium

4-chlorobenzotrifluoride

Downstream raw materials:

4-tert-butylbiphenyl

trimethylsilyl fluoride

Refernces

• 1、 -. "Synthesis of biaryl ketones and biaryl diketones via carbonylative Suzuki-Miyaura coupling reactions catalyzed by bridged bis(N-heterocyclic carbene)palladium(II) catalysts". Page/Page column 20; 25-26; 29-30. . Retrieved 2021/12/23.
• 2、 Niakan, Mahsa,Asadi, Zahra,Emami, Mohammad. "Binuclear Palladium Complex Immobilized on Mesoporous SBA-16: Efficient Heterogeneous Catalyst for the Carbonylative Suzuki Coupling Reaction of Aryl Iodides and Arylboronic Acids Using Cr(CO)6 as Carbonyl Source". . p. 404 - 418. Retrieved 2020/01/03.