4-Cyano-2-fluorobenzaldehyde

Base Information

• Chemical Name: 4-Cyano-2-fluorobenzaldehyde
• CAS No.: 105942-10-7
• Molecular Formula: C8H4FNO
• Molecular Weight: 149.124
• Hs Code.: 2912210000
• European Community (EC) Number: 690-061-5
• DSSTox Substance ID: DTXSID90382463
• Nikkaji Number: J2.064.787F
• Wikidata: Q72479562
• Mol file: 105942-10-7.mol

Synonyms:4-Cyano-2-fluorobenzaldehyde;105942-10-7;3-fluoro-4-formylbenzonitrile;2-FLUORO-4-CYANOBENZALDEHYDE;3-fluoro-4-formyl-benzonitrile;Benzonitrile, 3-fluoro-4-formyl-;MFCD07368786;Benzonitrile, 3-fluoro-4-formyl- (9CI);SCHEMBL124629;DTXSID90382463;QXHUSGWCFSXQMF-UHFFFAOYSA-N;BCP22671;BBL100719;CL8345;STL554513;AKOS005255548;AB32080;CS-W004827;PS-8929;AC-22647;SY041967;A2012;AM20020161;FT-0600728;EN300-107978;J-515218;Z1201624059

Chemical Property of 4-Cyano-2-fluorobenzaldehyde

Chemical Property:

• Melting Point: 73.2-75 °C
• Boiling Point: 275.8 °C at 760 mmHg
• Flash Point: 120.6 °C
• PSA: 40.86000
• Density: 1.25 g/cm³
• LogP: 1.50988
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 149.027691913
• Heavy Atom Count: 11
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

4-Cyano-2-fluorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)F)C=O

Technology Process of 4-Cyano-2-fluorobenzaldehyde

There total 15 articles about 4-Cyano-2-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: 93.0%

3-fluoro-4-(hydroxymethyl)benzonitrile (219873-06-0) → 3-fluoro-4-formylbenzonitrile (105942-10-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 3h;

Reference yield: 88.0%

4-bromo-3-fluorobenzonitrile (133059-44-6) + tributyl(1-ethoxyvinyl)stannane (97674-02-7) → 3-fluoro-4-formylbenzonitrile (105942-10-7)

Guidance literature:

4-bromo-3-fluorobenzonitrile; tributyl(1-ethoxyvinyl)stannane; bis-triphenylphosphine-palladium(II) chloride; In toluene; Inert atmosphere; Reflux;

With potassium fluoride; In toluene; for 0.5h;

With hydrogenchloride; water; In toluene; at 70 ℃; for 2h;

Reference yield: 80.0%

4-bromo-2-fluorobenzaldehyde (57848-46-1) + potassium ferrocyanide → 3-fluoro-4-formylbenzonitrile (105942-10-7)

Guidance literature:

With palladium diacetate; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 120 ℃; for 2.5h;

upstream raw materials:

4-(bromomethyl)-3-fluorobenzonitrile

2-fluoro-4-cyanotoluene

3-fluoro-4-methyl-benzoic acid

3-fluoro-4-methylbenzoic acid chloride

Downstream raw materials:

3-Fluoro-4-(hydroxyimino-methyl)-benzonitrile

3-fluoro-4-(hydroxymethyl)benzonitrile

Refernces

• 1、 -. "SUBSTITUTED 4-ARYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINAMIDES AND USE THEREOF". Paragraph 0358-0361. . Retrieved 2016/10/17.
• 2、 Vonnussbaum, Franz,Li, Volkhart M.-J.,Allerheiligen, Swen,Anlauf, Sonja,B?rfacker, Lars,Bechem, Martin,Delbeck, Martina,Fitzgerald, Mary F.,Gerisch, Michael,Gielen-Haertwig, Heike,Haning, Helmut,Karthaus, Dagmar,Lang, Dieter,Lustig, Klemens,Meibom, Daniel,Mittendorf, Joachim,Rosentreter, Ulrich,Sch?fer, Martina,Sch?fer, Stefan,Schamberger, Jens,Telan, Leila A.,Tersteegen, Adrian. "Freezing the Bioactive Conformation to Boost Potency: The Identification of BAY85-8501, a Selective and Potent Inhibitor of Human Neutrophil Elastase for Pulmonary Diseases". . p. 1163 - 1173. Retrieved 2015/07/07.