827-87-2

Basic information

• Product Name: 1-(1-cyclopropylvinyl)-4-fluorobenzene
• Synonyms: 1-(1-cyclopropylvinyl)-4-fluorobenzene;1-(1-Cyclopropylethenyl)-4-fluorobenzene;1-(4-Fluorophenyl)-1-cyclopropylethene;1-Cyclopropyl-1-(4-fluorophenyl)ethene;α-Cyclopropyl-4-fluorostyrene
• CAS NO: 827-87-2
• Molecular Formula: C₁₁H₁₁F
• Molecular Weight: 162.2034432
• EINECS: 212-575-7
• Mol File: 827-87-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 214.7°C at 760 mmHg
• Flash Point: 76.4°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.225mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 1-(1-cyclopropylvinyl)-4-fluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-cyclopropylvinyl)-4-fluorobenzene(827-87-2)
• EPA Substance Registry System: 1-(1-cyclopropylvinyl)-4-fluorobenzene(827-87-2)

Safety Data

• Hazardous Substances Data: 827-87-2(Hazardous Substances Data)

Usage

General Description

1-(1-cyclopropylvinyl)-4-fluorobenzene is a chemical compound that consists of a benzene ring with a fluorine atom at the 4th position and a cyclopropylvinyl group attached at the 1st position. It is commonly used in organic synthesis and pharmaceutical research. The cyclopropylvinyl group is a three-membered ring containing a vinyl group, which makes the compound useful in creating organic molecules with specific reactivity and structural properties. The presence of the fluorine atom enables the compound to participate in various chemical reactions and can also affect its biological activity. This chemical may have potential applications in the development of new drugs or materials with specific properties.

InChI:InChI=1/C11H11F/c1-8(9-2-3-9)10-4-6-11(12)7-5-10/h4-7,9H,1-3H2

Upstream product

• 772-31-6 cyclopropyl(4-fluorophenyl)methanone 
• 1779-49-3 Methyltriphenylphosphonium bromide 

Downstream Products

• 827-57-6 1-cyclopent-1-enyl 4-fluorobenzene 
• 100898-97-3 bis(μ-chloro)bis[1,2,5-η3-2-(p-fluorophenyl)-3-chloro-1-penten-5-yl]dipalladium(II) 
• 426265-77-2 C₆H₅(CH₃)2SiCH₂C(C₆H₄F)CHCH₂CH₂BO₂C₂(CH₃)4 
• 1355989-02-4 C₁₂H₁₁FO 
• 111945-91-6 4'-fluoro-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one 
• 737800-58-7 N-{3-[1-cyclopropyl-1-(4-fluoro-phenyl)-ethyl]-1H-indol-7-yl}-methanesulfonamide 

Relevant articles and documents

Silylium-Ion-Promoted (5+1) Cycloaddition of Aryl-Substituted Vinylcyclopropanes and Hydrosilanes Involving Aryl Migration

A transition-metal-free (5+1) cycloaddition of aryl-substituted vinylcyclopropanes (VCPs) and hydrosilanes to afford silacyclohexanes is reported. Catalytic amounts of the trityl cation initiate the reaction by hydride abstraction from the hydrosilane, and further progress of the reaction is maintained by self-regeneration of the silylium ions. The new reaction involves a [1,2] migration of an aryl group, eventually furnishing 4- rather than 3-aryl-substituted silacyclohexane derivatives as major products. Various control experiments and quantum-chemical calculations support a mechanistic picture where a silylium ion intramolecularly stabilized by a cyclopropane ring can either undergo a kinetically favored concerted [1,2] aryl migration/ring expansion or engage in a cyclopropane-to-cyclopropane rearrangement.

Difluoroalkylation/C-H Annulation Cascade Reaction Induced by Visible-Light Photoredox Catalysis

We report the first example of difluoroalkylation/C-H annulation cascade reactions of cyclopropyl olefins induced by visible-light photoredox catalysis regioselectively affording partially hydrogenated naphthalenes and quinolines with a variety of difluorinated side chains. The alkylation reagent could be extended to monofluoro and trifluoro reagents, nitrile and malonate. The regioselectivity was investigated by means of density functional theory calculations.