4-Trifluoromethoxy-biphenyl

Base Information

• Chemical Name: 4-Trifluoromethoxy-biphenyl
• CAS No.: 71274-84-5
• Molecular Formula: C13H9F3O
• Molecular Weight: 238.209
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID60447311
• Nikkaji Number: J978.440C
• Mol file: 71274-84-5.mol

Synonyms:4-Trifluoromethoxy-biphenyl;71274-84-5;4-(trifluoromethoxy)biphenyl;1-phenyl-4-(trifluoromethoxy)benzene;4-Trifluoromethoxybiphenyl;1,1'-Biphenyl,4-(trifluoromethoxy)-;SCHEMBL306823;DTXSID60447311;MFCD03412285;4-(trifluoromethoxy)-1,1'-biphenyl;FT-0735720

Chemical Property of 4-Trifluoromethoxy-biphenyl

Chemical Property:

• Vapor Pressure: 0.0156mmHg at 25°C
• Melting Point: 56-58 °C
• Refractive Index: 1.506
• Boiling Point: 264.8 °C at 760 mmHg
• Flash Point: 121.2 °C
• PSA: 9.23000
• Density: 1.22 g/cm³
• LogP: 4.25220
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 238.06054939
• Heavy Atom Count: 17
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

SG000528:4-Trifluoromethoxy-biphenyl 98 ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Trifluoromethoxy-biphenyl

There total 2 articles about 4-Trifluoromethoxy-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: 68.0%

1-iodo-4-(trifluoromethoxy)benzene (103962-05-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → [1,1';4',1'']terphenyl (92-94-4,94363-13-0) + 4-Phenylphenyl trifluoromethyl ether (71274-84-5)

Guidance literature:

With potassium tert-butylate; phenylhydrazine; at 100 ℃; for 30h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol402995e

Reference yield:

1-{6-[dibutyl(phenyl)stannyl]hexyl}-3-methyl-1H-imidazolium iodide (943611-16-3) + 1-iodo-4-(trifluoromethoxy)benzene (103962-05-6) → biphenyl (92-52-4,1594-86-1) + 4-Phenylphenyl trifluoromethyl ether (71274-84-5)

Guidance literature:

1-{6-[dibutyl(phenyl)stannyl]hexyl}-3-methyl-1H-imidazolium iodide; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; at 35 ℃; for 0.25h; Inert atmosphere; neat (no solvent);

1-iodo-4-(trifluoromethoxy)benzene; at 35 ℃; for 24h; Inert atmosphere; neat (no solvent);

DOI:10.1002/ejoc.200900177

Reference yield: 30.0%

chloro-trimethyl-silane (75-77-4) + 4-Phenylphenyl trifluoromethyl ether (71274-84-5) → biphenyl (92-52-4,1594-86-1) + 4-(trimethylsilyl)biphenyl (1625-88-3)

Guidance literature:

With sodium; In tetrahydrofuran; at 80 ℃; for 24h; chemoselective reaction;

DOI:10.1016/j.tetlet.2008.08.002

upstream raw materials:

1-{6-[dibutyl(phenyl)stannyl]hexyl}-3-methyl-1H-imidazolium iodide

1-iodo-4-(trifluoromethoxy)benzene

benzene

Downstream raw materials:

4-bromo-4'-trifluoromethoxy-biphenyl

biphenyl

4-(trimethylsilyl)biphenyl

Refernces

• 1、 Pham, Phuoc Dien,Vitz, Juergen,Chamignon, Cecile,Martel, Arnaud,Legoupy, Stephanie. "Stille cross-coupling reactions with tin reagents supported on ionic liquids". experimental part. p. 3249 - 3257. Retrieved 2009/12/24.