3-Fluorobenzoyl cyanide

Base Information

• Chemical Name: 3-Fluorobenzoyl cyanide
• CAS No.: 658-08-2
• Molecular Formula: C₈H₄FNO
• Molecular Weight: 149.124
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID50519455
• Wikidata: Q82382656
• Mol file: 658-08-2.mol

Synonyms:3-FLUOROBENZOYL CYANIDE;658-08-2;(3-FLUORO-PHENYL)-OXO-ACETONITRILE;3-FLUOROBENZOYLCYANIDE;SCHEMBL14442461;FWGBEQPOWGEMSB-UHFFFAOYSA-;DTXSID50519455;(3-Fluorophenyl)(oxo)acetonitrile;3-Fluorobenzene-1-carbonyl cyanide;AB1450;MFCD06658450;3-Fluoro-alpha-oxo-benzeneacetonitrile;AKOS006292869;SB38162;(3-FLUOROPHENYL)OXO-ACETONITRILE;AS-44583;CS-0454692;A835238;InChI=1/C8H4FNO/c9-7-3-1-2-6(4-7)8(11)5-10/h1-4H

Chemical Property of 3-Fluorobenzoyl cyanide

Chemical Property:

• Boiling Point: 72-74 °C(Press: 0.25 Torr)
• PSA: 40.86000
• Density: 1.257±0.06 g/cm3(Predicted)
• LogP: 1.53198
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 149.027691913
• Heavy Atom Count: 11
• Complexity: 205

Purity/Quality:

98% ^*data from raw suppliers

3-FluorobenzoylCyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-Fluorobenzoyl cyanide

There total 2 articles about 3-Fluorobenzoyl cyanide 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: 46.0%

trimethylsilyl cyanide (7677-24-9) + 3-fluorobenzoyl chloride (1711-07-5) → (3-Fluoro-phenyl)-oxo-acetonitrile (658-08-2)

Guidance literature:

tin(IV) chloride; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1055/s-1983-30453

Reference yield:

3-fluorophenylacetonitrile (501-00-8) → (3-Fluoro-phenyl)-oxo-acetonitrile (658-08-2)

Guidance literature:

With tert.-butylhydroperoxide; C₅₆H₅₃ClN₃P₂Ru⁽¹⁺⁾*F₆P^(1-); In benzene; at 40 ℃; for 18h; Inert atmosphere;

DOI:10.1002/open.201900130

upstream raw materials:

trimethylsilyl cyanide

3-fluorobenzoyl chloride

3-fluorophenylacetonitrile

Refernces

• 1、 Olah, George A.,Arvanaghi, Massoud,Prakash, G. K. Surya. "Tin Chloride-Catalyzed Preparation of Aroyl Cyanides from Aroyl Chlorides and Cyanotrimethylsilane". . p. 636 - 637. Retrieved 2007/10/02.