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

Description

1-(1-cyclopropylvinyl)-4-fluorobenzene is a chemical compound that features a benzene ring with a fluorine atom at the 4th position and a cyclopropylvinyl group attached at the 1st position. 1-(1-cyclopropylvinyl)-4-fluorobenzene is characterized by its unique structural properties, with the cyclopropylvinyl group being a three-membered ring that includes a vinyl group. The presence of the fluorine atom at the 4th position allows for a range of chemical reactions and can influence the compound's biological activity. It is widely utilized in the fields of organic synthesis and pharmaceutical research, where its specific reactivity and structural features are highly valued.

Uses

Used in Organic Synthesis:
1-(1-cyclopropylvinyl)-4-fluorobenzene is used as a building block in organic synthesis for creating complex organic molecules with tailored reactivity and properties. The cyclopropylvinyl group's three-membered ring structure, along with the vinyl group, provides a versatile platform for constructing a variety of organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1-(1-cyclopropylvinyl)-4-fluorobenzene is used as a key intermediate in the development of new drugs. Its unique structure and reactivity make it a valuable component in the synthesis of potential therapeutic agents. The presence of the fluorine atom can significantly impact the compound's pharmacokinetics and pharmacodynamics, potentially leading to improved drug candidates.
Used in Material Science:
1-(1-cyclopropylvinyl)-4-fluorobenzene may also find applications in material science, where its specific properties can be harnessed to develop new materials with unique characteristics. 1-(1-cyclopropylvinyl)-4-fluorobenzene's potential use in this field is still under exploration, but its structural features suggest it could contribute to advances in material properties.
Overall, 1-(1-cyclopropylvinyl)-4-fluorobenzene is a versatile chemical compound with a range of applications across different industries, primarily due to its distinctive structure and reactivity. Its use in organic synthesis, pharmaceutical research, and potentially material science highlights its importance in the development of new and innovative products.

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.