3-(4-Fluorophenyl)benzaldehyde

Base Information

• Chemical Name: 3-(4-Fluorophenyl)benzaldehyde
• CAS No.: 164334-74-1
• Molecular Formula: C13H9FO
• Molecular Weight: 200.212
• Hs Code.: 2933399990
• European Community (EC) Number: 672-163-1
• DSSTox Substance ID: DTXSID40362715
• Wikidata: Q82146052
• ChEMBL ID: CHEMBL4440225
• Mol file: 164334-74-1.mol

Synonyms:3-(4-Fluorophenyl)benzaldehyde;164334-74-1;4'-Fluorobiphenyl-3-carbaldehyde;4'-Fluoro-biphenyl-3-carbaldehyde;4'-fluoro-[1,1'-biphenyl]-3-carboxaldehyde;[1,1'-Biphenyl]-3-carboxaldehyde, 4'-fluoro-;4'-FLUORO-[1,1'-BIPHENYL]-3-CARBALDEHYDE;4'-fluorobiphenyl-3-carboxaldehyde;4'-Fluoro-biphenyl-3-carboxaldehyde;4'-fluoro[1,1'-biphenyl]-3-carbaldehyde;starbld0013274;[1,1'-Biphenyl]-3-carboxaldehyde,4'-fluoro-;SCHEMBL1854419;CHEMBL4440225;DTXSID40362715;AR1664;MFCD01631878;AKOS000303113;AS-45181;BB 0222406;CS-0171108;FT-0643584;4'-Fluorobiphenyl-3-carboxaldehyde, AldrichCPR;A810560

Chemical Property of 3-(4-Fluorophenyl)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.000185mmHg at 25°C
• Melting Point: 284?°C (dec.)(lit.)
• Refractive Index: 1.59
• Boiling Point: 328.8 °C at 760 mmHg
• Flash Point: 221.3 °C
• PSA: 17.07000
• Density: 1.173 g/cm³
• LogP: 3.30520
• XLogP3: 3.1
• 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:

99% ^*data from raw suppliers

3-(4-Fluorophenyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

Useful:

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

Technology Process of 3-(4-Fluorophenyl)benzaldehyde

There total 8 articles about 3-(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: 99.0%

m-bromobenzoic aldehyde (3132-99-8) + 4-fluoroboronic acid (1765-93-1) → 4'-fluoro-[1,1'-biphenyl]-3-carbaldehyde (164334-74-1)

Guidance literature:

With palladium diacetate; sodium carbonate; triphenylphosphine; In ethanol; water; toluene; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.3109/14756366.2015.1010530

Reference yield: 72.0%

(E)-2-(4-fluorostyryl)oxirane → 4'-fluoro-[1,1'-biphenyl]-3-carbaldehyde (164334-74-1)

Guidance literature:

With toluene-4-sulfonic acid; triethylamine; In 1,3,5-trimethyl-benzene; at 200 ℃; for 1h; Microwave irradiation;

DOI:10.1039/c9cc09262e

Reference yield: 50.0%

C9H11NO4S + 4-fluoroboronic acid (1765-93-1) → 4'-fluoro-[1,1'-biphenyl]-3-carbaldehyde (164334-74-1)

Guidance literature:

With morpholine; C₃₁H₄₅Cl₂N₃OPd; caesium carbonate; In water; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c3ob41382a

upstream raw materials:

3-Dibromomethyl-4'-fluorobiphenyl

4-fluoro-1-iodobenzene

4'-fluoro-3-methyl-1,1'-biphenyl

3-Methylcyclohexanone

Downstream raw materials:

4’-fluoro-[1,1’-biphenyl]-3-carboxylic acid

(E)-3-(4'-fluoro-[1,1'-biphenyl]-3-yl)-1-(4-fluorophenyl)prop-2-en-1-one

(E)-3-(4'-fluoro-[1,1'-biphenyl]-3-yl)-1-(4-hydroxyphenyl)prop-2-en-1-one

(4′-fluoro-[1,1′-biphenyl]-3-yl)methanol

Refernces

• 1、 -. "Phenylpropiolic acid small molecular organic compounds and synthetic method and application thereof". Paragraph 0074; 0075; 0104; 0105; 0106. . Retrieved 2019/04/13.
• 2、 Carrasco, Marta P.,Machado, Marta,Gon?alves, Lídia,Sharma, Moni,Gut, Jiri,Lukens, Amanda K.,Wirth, Dyann F.,André, Vania,Duarte, Maria Teresa,Guedes, Rita C.,dos Santos, Daniel J. V. A.,Rosenthal, Philip J.,Mazitschek, Ralph,Prudêncio, Miguel,Moreira, Rui. "Probing the Azaaurone Scaffold against the Hepatic and Erythrocytic Stages of Malaria Parasites". supporting information. p. 2194 - 2204. Retrieved 2016/10/19.