4-Fluorobenzaldehyde

Base Information

• Chemical Name: 4-Fluorobenzaldehyde
• CAS No.: 459-57-4
• Deprecated CAS: 2324861-00-7
• Molecular Formula: C7H5FO
• Molecular Weight: 124.115
• Hs Code.: 29130000
• European Community (EC) Number: 207-293-6
• NSC Number: 68095
• UNII: N8681893GA
• DSSTox Substance ID: DTXSID0038756
• Nikkaji Number: J30.718A
• Wikidata: Q27284696
• ChEMBL ID: CHEMBL3183207
• Mol file: 459-57-4.mol

Synonyms:4-fluorobenzaldehyde

Chemical Property of 4-Fluorobenzaldehyde

Chemical Property:

• Appearance/Colour: Clear colorless to yellow liquid
• Vapor Pressure: 3.51mmHg at 25°C
• Melting Point: -10 °C
• Refractive Index: 1.5200
• Boiling Point: 182 °C at 760 mmHg
• Flash Point: 56.7 °C
• PSA: 17.07000
• Density: 1.178 g/cm³
• LogP: 1.63820
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, Methanol
• Water Solubility.: IMMISCIBLE
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 124.032442941
• Heavy Atom Count: 9
• Complexity: 95.1

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: Xi,F
• Statements: 36/37/38
• Safety Statements: 26-36-37/39-36/37/39-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)F
• Uses: 4-Fluorobenzaldehyde is a fluorinated benzaldehyde with inhibitory activity of mushroom tyrosinase. 4-Fluorobenzaldehyde is commonly used as a synthetic intermediate in the preparation of pharmaceutic al compounds. Usually used in the preparation of pyrazolopyridine UR-13756. 4-Fluorobenzaldehyde is used in the preparation of pyrazolopyridine derivative, which finds application as mitogen-activated protein kinase (MAPK) inhibitor. It also serves as a synthetic intermediate in the preparation of pharmaceutical compounds.

Technology Process of 4-Fluorobenzaldehyde

There total 211 articles about 4-Fluorobenzaldehyde 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: 97.0%

4-fluorobenzylic alcohol (459-56-3) + di(p-tolyl) sulfoxide (1774-35-2) → di-(p-tolyl)sulfane (620-94-0) + 4-fluorobenzaldehyde (459-57-4)

Guidance literature:

With per-rhenic acid; In toluene; for 17h; Reflux;

DOI:10.1016/j.tetlet.2012.08.145

Reference yield: 95.0%

4,4'-difluorodeoxybenzoin (366-68-7) + aniline (62-53-3) → 4-fluoro-N-phenylbenzamide (366-63-2) + 4-fluorobenzaldehyde (459-57-4)

Guidance literature:

With 1,10-Phenanthroline; copper(II) chloride dihydrate; oxygen; In acetonitrile; for 24h; under 760.051 Torr; Reflux;

DOI:10.1021/acs.joc.5b01670

Reference yield: 79.0%

para-fluorostyrene (405-99-2) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-fluorobenzaldehyde (459-57-4)

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile; at 20 ℃; for 5h; under 760.051 Torr;

DOI:10.1007/s10562-011-0668-1

upstream raw materials:

p-fluorotoluene

N-benzenesulfonyl-N'-(4-fluoro-benzoyl)-hydrazine

1-chloromethyl-4-fluorobenzene

4,4’-difluorobenzophenone oxime

Downstream raw materials:

(E)-3-(4-fluorophenyl)-2-(thiophen-2-yl)acrylonitrile

(E)‐3‐(4‐fluorophenyl)‐1‐(thiophen‐2‐yl)prop‐2‐en‐1‐one

2-(2,5-dimethyl-[3]thienyl)-3c-(4-fluoro-phenyl)-acrylonitrile

(2E)-1-(4-chlorocyclopenta-1,3-dien-1-yl)-3-(4-fluorophenyl)prop-2-en-1-one

Refernces

• 1、 Yoshida, Yasuo,Kimura, Yoshikazu. "AN IMPROVED AND PRACTICAL SYNTHESIS OF 4-FLUOROBENZALDEHYDE BY HALOGEN-EXCHANGE FLUORINATION REACTION". . p. 291 - 298. Retrieved 1989.
• 2、 Luan, Yi,Qi, Yue,Gao, Hongyi,Zheng, Nannan,Wang, Ge. "Synthesis of an amino-functionalized metal-organic framework at a nanoscale level for gold nanoparticle deposition and catalysis". . p. 20588 - 20596. Retrieved 2014.
• 3、 Azeez, Sadaf,Kandasamy, Jeyakumar,Sabiah, Shahulhameed,Sureshbabu, Popuri. "Controlled reduction of activated primary and secondary amides into aldehydes with diisobutylaluminum hydride". supporting information. p. 2048 - 2053. Retrieved 2022/03/31.
• 4、 Hkiri, Shaima,Touil, Soufiane,Samarat, Ali,Sémeril, David. "Functionalized-1,3,4-oxadiazole ligands for the ruthenium-catalyzed Lemieux-Johnson type oxidation of olefins and alkynes in water". . . Retrieved 2021/11/30.