4-CYANO-4'-TRIFLUOROMETHOXYDIPHENYL

Base Information

• Chemical Name: 4-CYANO-4'-TRIFLUOROMETHOXYDIPHENYL
• CAS No.: 157788-40-4
• Molecular Formula: C₁₄H₈F₃NO
• Molecular Weight: 263.219
• Hs Code.: 2926909090
• Mol file: 157788-40-4.mol

Synonyms:4'-[(Trifluoromethyl)oxy]biphenyl-4-carbonitrile

Chemical Property of 4-CYANO-4'-TRIFLUOROMETHOXYDIPHENYL

Chemical Property:

• Melting Point: 51 °C
• Boiling Point: 330.8±42.0 °C(Predicted)
• PSA: 33.02000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 4.12388

Purity/Quality:

97% ^*data from raw suppliers

4-[4-(Trifluoromethoxy)phenyl]benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-CYANO-4'-TRIFLUOROMETHOXYDIPHENYL

There total 6 articles about 4-CYANO-4'-TRIFLUOROMETHOXYDIPHENYL 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%

4-bromobenzenecarbonitrile (623-00-7) + 4-trifluoromethoxyphenylboronic acid (139301-27-2) → 4'-(trifluoromethoxy)-[1,1'-biphenyl]-4-carbonitrile (157788-40-4)

Guidance literature:

With tetra-butylammonium acetate; Pd EnCat-30^TM; In ethanol; at 120 ℃; for 0.166667h; microwave irradiation;

DOI:10.1002/chem.200501400

Reference yield: 83.0%

4-cyanophenyl trifluoromethanesulfonate (66107-32-2) + (4-(trifluoromethoxy)phenyl)zinc pivalate → 4'-(trifluoromethoxy)-[1,1'-biphenyl]-4-carbonitrile (157788-40-4)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; at 40 ℃; for 5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03417

Reference yield: 63.0%

C28H16BF9NO3(1-)*K(1+) → 4'-(trifluoromethoxy)-[1,1'-biphenyl]-4-carbonitrile (157788-40-4)

Guidance literature:

With 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate; oxygen; In acetonitrile; at 50 ℃; for 16h; Inert atmosphere; Irradiation;

DOI:10.1002/chem.202005282

upstream raw materials:

4-bromobenzenecarbonitrile

4-trifluoromethoxyphenylboronic acid

4-cyanophenyl trifluoromethanesulfonate

4-cyanophenol

Downstream raw materials:

1-methylethyl 2-{4-[{[2-[2-(2,4-difluorophenyl)ethyl]-4-oxopyrido[2,3-d]pyrimidin-1(4H)-yl]acetyl}({4'-[(trifluoromethyl)-oxy]-4-biphenylyl}methyl)amino]-1-piperidinyl}-2-methylpropanoate

1-methylethyl 2-{4-[{[2-[2-(2,3-difluorophenyl)ethyl]-4-oxopyrido[2,3-d]pyrimidin-1(4H)-yl]acetyl}({4'-[(trifluoromethyl)oxy]-4-biphenylyl}methyl)amino]-1-piperidinyl}-2-methylpropanoate

methyl 2-{4-[{[2-[2-(2,3-difluorophenyl)ethyl]-4-oxopyrido[2,3-d]pyrimidin-1(4H)-yl]acetyl}({4'-[(trifluoromethyl)oxy]-4-biphenylyl}methyl)amino]-1-piperidinyl}-2-methylpropanoate

1-methylethyl 2-methyl-2-{4-[({4'-[(trifluoromethyl)oxy]-4-biphenylyl}methyl)amino]-1-piperidinyl}propanoate

Refernces

• 1、 Hofmayer, Maximilian S.,Lutter, Ferdinand H.,Grokenberger, Lucie,Hammann, Jeffrey M.,Knochel, Paul. "Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates". supporting information. p. 36 - 39. Retrieved 2019/01/04.
• 2、 -. "Bicyclic Heteroaromatic Compounds". Page/Page column 7. . Retrieved 2008/06/13.