10036-43-8

Basic information

• Product Name: 3-FLUOROBENZYL CYANIDE
• Synonyms: 3-FLUOROBENZYL CYANIDE 97%;Jrd-0527;alpha-Fluorobenzeneacetonitrile;2-fluoro-2-phenylacetonitrile
• CAS NO: 10036-43-8
• Molecular Formula: C₈H₆FN
• Molecular Weight: 135.14
• EINECS: 207-918-2
• Mol File: 10036-43-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 226.8 °C at 760 mmHg
• Flash Point: 83.1 °C
• Appearance: /
• Density: 1.127 g/cm³
• Vapor Pressure: 0.0802mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: 3-FLUOROBENZYL CYANIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUOROBENZYL CYANIDE(10036-43-8)
• EPA Substance Registry System: 3-FLUOROBENZYL CYANIDE(10036-43-8)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:; R36/37/38:
• Safety Statements: S26:; S37/39:
• Hazardous Substances Data: 10036-43-8(Hazardous Substances Data)

Usage

General Description

3-Fluorobenzyl cyanide is a chemical compound with the molecular formula C8H6FN. It is a colorless to pale yellow liquid that is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also utilized in the production of aromatic compounds and dyes. 3-Fluorobenzyl cyanide is a highly flammable and toxic substance, and it should be handled with care. It is important to use proper protective equipment and follow safety protocols when working with this chemical.

InChI:InChI=1/C8H6FN/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6H,4H2

Upstream product

• 532-28-5 (RS)-mandelonitrile 
• 22692-94-0 α-fluorophenylacetic acid chloride 
• 17841-30-4 methyl (±)-2-fluoro-2-phenylacetate 
• 1578-63-8 d'acide 2-fluoro-2-phenyl acetique 
• 37167-62-7 bromo-phenyl-acetic acid methyl ester 
• 100-52-7 benzaldehyde 
• 7677-24-9 trimethylsilyl cyanide 
• 140-29-4 phenylacetonitrile 
• 14204-07-0 2-fluoro-2-phenylacetamide 
• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 103-64-0 bromostyrene 

Relevant articles and documents

Selective electrofluorination of phenylacetonitrile and α-(phenylthio)acetonitrile - The role of sulfur and other operating parameters

Cyclic voltammetric and constant current electrolysis were employed to study the electrochemical fluorination of PhCH2CN and PhSCH2CN in Et3N · 3HF/CH3CN using Pt electrodes. The presence of a sulfur atom near the methylene group in PhSCH2CN ensures the oxidative fluorination of this compound at much lower potential (around 1.75 V) when compared to PhCH2CN (2.0 V in solvent-free Et3N · 3HF). Operating parameters such as drying the solvent, pre-electrolysis, polarity reversal, temperature, current density, and concentration of HF as well as Et3N in CH3CN medium show significant influence on the overall yield of more easily oxidisable PhSCH2CN when compared to PhCH2CN. Maximum yields of 23% in the case of PhCHFCN and 61% in the case of PhSCHFCN were achieved.

Organo-catalyzed Michael addition of 2-fluoro-2-arylacetonitriles

An efficient synthesis of a variety of 2-arylacetonitriles containing a fluorinated stereogenic center through organo-catalyzed Michael addition reaction of 2-fluoro-2-arylacetonitriles has been developed. This protocol uses a cheap organocatalyst (DBU) and has a broad substrate scope: α, β-unsaturated ketones, esters, nitriles and sulfones were all successfully reacted. Importantly, water proved to be a good solvent for this reaction.

Synthesis of β-fluorophenethyl halopyridyl thiourea compounds as non-nucleoside inhibitors of HIV-1 reverse transcriptase

Synthesis of β-fluorophenethylamines was accomplished in three steps with an overall yield of 50%. Condensation of β-fluorophenethylamine hydrochloride with thiocarbonylimidazole derivative derived from halopyridyl amines in dimethylformamide furnished the desired thiourea compounds as crystalline solids. Several of the β-fluorophenethyl thiourea compounds inhibited HIV-1 reverse transcriptase (RT) at nanomolar to low micromolar concentrations.