56314-65-9

Basic information

• Product Name: 3-(2-FLUOROPHENYL)-1-PROPENE
• Synonyms: 3-(2-FLUOROPHENYL)-1-PROPENE
• CAS NO: 56314-65-9
• Molecular Formula: C9H9F
• Molecular Weight: 136.17
• Mol File: 56314-65-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 159.4°C at 760 mmHg
• Flash Point: 40.8°C
• Appearance: /
• Density: 0.986g/cm³
• Vapor Pressure: 3.26mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: 3-(2-FLUOROPHENYL)-1-PROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-FLUOROPHENYL)-1-PROPENE(56314-65-9)
• EPA Substance Registry System: 3-(2-FLUOROPHENYL)-1-PROPENE(56314-65-9)

Safety Data

• Hazardous Substances Data: 56314-65-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9F/c1-2-5-8-6-3-4-7-9(8)10/h2-4,6-7H,1,5H2

Upstream product

• 1072-85-1 o-fluorobromobenzene 
• 106-95-6 allyl bromide 
• 1993-03-9 o-fluorophenylboronic acid 
• 348-54-9 2-Fluoroaniline 
• 1981-80-2 allyl radical 

Relevant articles and documents

Markovnikov Wacker-Tsuji Oxidation of Allyl(hetero)arenes and Application in a One-Pot Photo-Metal-Biocatalytic Approach to Enantioenriched Amines and Alcohols

The Wacker-Tsuji aerobic oxidation of various allyl(hetero)arenes under photocatalytic conditions to form the corresponding methyl ketones is presented. By using a palladium complex [PdCl2(MeCN)2] and the photosensitizer [Acr-Mes]ClO4 in aqueous medium and at room temperature, and by simple irradiation with blue led light, the desired carbonyl compounds were synthesized with high conversions (>80%) and excellent selectivities (>90%). The key process was the transient formation of Pd nanoparticles that can activate oxygen, thus recycling the Pd(II) species necessary in the Wacker oxidative reaction. While light irradiation was strictly mandatory, the addition of the photocatalyst improved the reaction selectivity, due to the formation of the starting allyl(hetero)arene from some of the obtained by-products, thus entering back in the Wacker-Tsuji catalytic cycle. Once optimized, the oxidation reaction was combined in a one-pot two-step sequential protocol with an enzymatic transformation. Depending on the biocatalyst employed, i. e. an amine transaminase or an alcohol dehydrogenase, the corresponding (R)- and (S)-1-arylpropan-2-amines or 1-arylpropan-2-ols, respectively, could be synthesized in most cases with high yields (>70%) and in enantiopure form. Finally, an application of this photo-metal-biocatalytic strategy has been demonstrated in order to get access in a straightforward manner to selegiline, an anti-Parkinson drug. (Figure presented.).

Manganese catalyzed dehydrogenative silylation of alkenes: Direct access to allylsilanes

Dehydrogenative silylation of alkenes with silanes to produce allylsilanes is achieved through manganese catalysis with a wide scope of substrate tolerance. This transformation involves silane radicals initiated by manganese complex without additional oxidant additives. It offers a general, convenient and practical protocol with excellent functional group compatibility and gram-scale capacity for the modular synthesis of allylsilanes.

Direct conversion of allyl arenes to aryl ethylketones via a TBHP-mediated palladium-catalyzed tandem isomerization-Wacker oxidation of terminal alkenes

A TBHP-mediated palladium-catalyzed tandem isomerization-Wacker oxidation of terminal alkenes was developed. This methodology provides a new efficient and simple route for conversion of a range of allyl arenes directly into aryl ethylketones in good yields with high chemoselectivity.