2-(4-Fluorophenyl)benzaldehyde

Base Information

• Chemical Name: 2-(4-Fluorophenyl)benzaldehyde
• CAS No.: 192863-46-0
• Molecular Formula: C13H9FO
• Molecular Weight: 200.212
• Hs Code.: 2913000090
• European Community (EC) Number: 673-301-3
• DSSTox Substance ID: DTXSID40362619
• Nikkaji Number: J840.609J
• Wikidata: Q82145872
• ChEMBL ID: CHEMBL2315961
• Mol file: 192863-46-0.mol

Synonyms:2-(4-Fluorophenyl)benzaldehyde;192863-46-0;4'-Fluorobiphenyl-2-carbaldehyde;4'-Fluoro-[1,1'-biphenyl]-2-carbaldehyde;4'-fluoro-[1,1'-biphenyl]-2-carboxaldehyde;4'-fluoro[1,1'-biphenyl]-2-carbaldehyde;[1,1'-Biphenyl]-2-carboxaldehyde, 4'-fluoro-;4'-fluorobiphenyl-2-carboxaldehyde;4'-Fluoro-biphenyl-2-carboxaldehyde;4-fluorophenylbenzaldehyde;SCHEMBL2222606;CHEMBL2315961;4'-fluoro-2-biphenylcarbaldehyde;DTXSID40362619;AR1229;MFCD01631854;AKOS002683527;AS-45061;2-(4-Fluorophenyl)benzaldehyde, AldrichCPR;BB 0222512;CS-0073761;FT-0643813;A813614;F9995-2697

Chemical Property of 2-(4-Fluorophenyl)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.000174mmHg at 25°C
• Melting Point: 133-137?°C(lit.)
• Refractive Index: 1.59
• Boiling Point: 329.7 °C at 760 mmHg
• Flash Point: 222.3 °C
• PSA: 17.07000
• Density: 1.173 g/cm³
• LogP: 3.30520
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 200.063743068
• Heavy Atom Count: 15
• Complexity: 209

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Fluorophenyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(4-Fluorophenyl)benzaldehyde

There total 2 articles about 2-(4-Fluorophenyl)benzaldehyde 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: 40.0%

7-(4-fluorophenyl)cyclohepta-1,3,5-triene (1643-96-5) → 4-(4-fluorophenyl)benzaldehyde (60992-98-5) + 4'-fluoro-[1,1'-biphenyl]-2-carbaldehyde (192863-46-0)

Guidance literature:

With 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride; oxygen; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; Nitrosobenzene; copper(l) chloride; In dichloromethane; at 23 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.orglett.1c01857

Reference yield:

1-Bromo-4-fluorobenzene (460-00-4) → 4-(4-fluorophenyl)benzaldehyde (60992-98-5) + 4'-fluoro-[1,1'-biphenyl]-2-carbaldehyde (192863-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 12 h / -78 - 23 °C / Inert atmosphere

2.1: sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; copper(l) chloride; oxygen; 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride; Nitrosobenzene / dichloromethane / 23 °C / Inert atmosphere; Molecular sieve

With n-butyllithium; 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride; oxygen; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; Nitrosobenzene; copper(l) chloride; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/acs.orglett.1c01857

Reference yield: 97.0%

1,2-diamino-benzene (95-54-5) + 4'-fluoro-[1,1'-biphenyl]-2-carbaldehyde (192863-46-0) → 2-(4′-fluoro-[1,1′-biphenyl]-2-yl)-1H-benzo[d]imidazole

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 8h;

DOI:10.1021/acs.joc.9b01921

upstream raw materials:

7-(4-fluorophenyl)cyclohepta-1,3,5-triene

1-Bromo-4-fluorobenzene

Downstream raw materials:

C₂₀H₁₆FNO₂S

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

2-fluoro-9H-fluoren-9-one

3-fluoro-6H-benzo[c]chromen-6-one

Refernces