4'-Trifluoromethoxy-biphenyl-2-carbaldehyde

Base Information

• Chemical Name: 4'-Trifluoromethoxy-biphenyl-2-carbaldehyde
• CAS No.: 728919-13-9
• Molecular Formula: C14H9F3O2
• Molecular Weight: 266.22
• European Community (EC) Number: 673-783-5
• DSSTox Substance ID: DTXSID50375316
• Nikkaji Number: J2.929.553K
• Wikidata: Q82163848
• Mol file: 728919-13-9.mol

Synonyms:4'-Trifluoromethoxy-biphenyl-2-carbaldehyde;728919-13-9;4'-trifluoromethoxybiphenyl-2-carbaldehyde;2-[4-(trifluoromethoxy)phenyl]benzaldehyde;4'-(Trifluoromethoxy)biphenyl-2-carbaldehyde;SCHEMBL19769347;DTXSID50375316;GFDYSHSBKDFJJD-UHFFFAOYSA-N;MFCD06739448;AKOS005819925;NCGC00373939-01;CS-0194476;E90013;4'-(Trifluoromethoxy)-1,1'-biphenyl-2-carbaldehyde;4'-(TRIFLUOROMETHOXY)-[1,1'-BIPHENYL]-2-CARBALDEHYDE

Chemical Property of 4'-Trifluoromethoxy-biphenyl-2-carbaldehyde

Chemical Property:

• Boiling Point: 330.9oC at 760 mmHg
• Flash Point: 148.9oC
• PSA: 26.30000
• Density: 1.287g/cm3
• LogP: 4.06470
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 266.05546401
• Heavy Atom Count: 19
• Complexity: 296

Purity/Quality:

97% ^*data from raw suppliers

4'-Trifluoromethoxy-biphenyl-2-carbaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4'-Trifluoromethoxy-biphenyl-2-carbaldehyde

There total 10 articles about 4'-Trifluoromethoxy-biphenyl-2-carbaldehyde 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: 66.0%

N-tert-butyl-1-(2-fluorophenyl)methanimine (195004-63-8) + 4-(trifluoromethoxy)phenyl adamantane-1-carboxylate → 4'-(trifluoromethoxy)-[1,1'-biphenyl]-2-carbaldehyde (728919-13-9)

Guidance literature:

N-tert-butyl-1-(2-fluorophenyl)methanimine; 4-(trifluoromethoxy)phenyl adamantane-1-carboxylate; With chromium(II) chloride; magnesium; 4,4′-dinonyl-2,2′-bipyridine; In tetrahydrofuran; at 60 ℃; for 24h; Inert atmosphere; Schlenk technique;

With hydrogenchloride; In tetrahydrofuran; water monomer; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.organomet.1c00664

Reference yield: 63.0%

4-(trifluoromethoxy)phenyl adamantane-1-carboxylate + N-tert-butyl-1-(2-methoxyphenyl)methanimine (82632-38-0) → 4'-(trifluoromethoxy)-[1,1'-biphenyl]-2-carbaldehyde (728919-13-9)

Guidance literature:

4-(trifluoromethoxy)phenyl adamantane-1-carboxylate; N-tert-butyl-1-(2-methoxyphenyl)methanimine; With chromium dichloride; magnesium; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; at 60 ℃; for 48h; Inert atmosphere; Schlenk technique;

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.0c00283

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) + 4-trifluoromethoxyphenylboronic acid (139301-27-2) → 4'-(trifluoromethoxy)-[1,1'-biphenyl]-2-carbaldehyde (728919-13-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; Reflux;

DOI:10.1016/j.tetlet.2010.10.110

upstream raw materials:

ortho-bromobenzaldehyde

4-trifluoromethoxyphenylboronic acid

N-tert-butyl-1-(2-methoxyphenyl)methanimine

ortho-anisaldehyde

Downstream raw materials:

2-trifluoromethoxy-9-[(4-methylphenyl)sulfonylamino]fluorene

C₂₁H₁₆F₃NO₃S