95-09-0

Basic information

• Product Name: 5-(chloromethyl)bicyclo[2.2.1]hept-2-ene
• Synonyms: 2-Norbornene, 5- (chloromethyl)-; 5-(Chloromethyl)-2-norbornene; Bicyclo[2.2.1]hept-2-ene, 5- (chloromethyl)-
• CAS NO: 95-09-0
• Molecular Formula: C₈H₁₁Cl
• Molecular Weight: 142.6259
• Mol File: 95-09-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 190.9°C at 760 mmHg
• Flash Point: 65.6°C
• Density: 1.089g/cm³
• Vapor Pressure: 0.733mmHg at 25°C
• Refractive Index: 1.514
• CAS DataBase Reference: 5-(chloromethyl)bicyclo[2.2.1]hept-2-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(chloromethyl)bicyclo[2.2.1]hept-2-ene(95-09-0)
• EPA Substance Registry System: 5-(chloromethyl)bicyclo[2.2.1]hept-2-ene(95-09-0)

Safety Data

• Hazardous Substances Data: 95-09-0(Hazardous Substances Data)

Usage

General Description

5-(chloromethyl)bicyclo[2.2.1]hept-2-ene, also known as chloromethylcyclopropane, is a chemical compound with the molecular formula C8H11Cl. It is a highly reactive compound that is used in organic synthesis and as a reagent in various chemical reactions. The presence of a chloromethyl group in the bicyclic structure makes this compound useful for the synthesis of other organic compounds, including pharmaceuticals and agrochemicals. It is important to handle this compound with care, as it is flammable and can be hazardous to health if not used properly. Overall, 5-(chloromethyl)bicyclo[2.2.1]hept-2-ene has important applications in the field of organic chemistry and is a valuable building block for the creation of various chemical products.

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 107-05-1 3-chloroprop-1-ene 
• 95-12-5 5-hydroxymethyl-2-norbornene 
• 15507-06-9 5-norbornene-2-methanol 
• 77-73-6 bi(cyclopentadiene) 

Downstream Products

• 5549-09-7 bicyclo[3.3.0]oct-2-ene 
• 823-02-9 bicyclo[3.2.1]oct-2-ene 
• 765-99-1 4-allylcyclopentene 
• 14564-97-7 3-allyl-1-cyclopentene 
• 822-96-8 5-methyl-2-norbornene 
• 822-96-8 5-methylbicyclo[2.2.1]heptan-2-ene 
• 29378-03-8 1-allyl-1,3-cyclopentadiene 
• 16002-26-9 Essigsaeure-<8,9,10-trinorbornan-2-endo-methyl>ester 
• 1007-01-8 endo-2-bicyclo<2.2.1>heptylacetic acid 
• 765-90-2 (+/-)-2endo-methyl-norbornane 

Relevant articles and documents

Versatile route to functionalized vinylic addition polynorbornenes

Vinylic addition polynorbornenes bearing functional groups can be obtained in a versatile way by nucleophilic substitution of a halogen in new vinylic haloalkyl polynorbornenes. The latter are obtained by vinylic homo and copolymerization of norbornene and haloalkyl norbornenes catalyzed by [Ni(C 6F5)2(SbPh3)2]. This method circumvents the problem of catalyst deactivation encountered in classical copolymerizations with polar monomers. The content of substituted monomer in the copolymers is in the range 26-59%, depending on the monomer ratio in the feed. Nucleophilic substitution reactions afford polymers with ester, cyano, phenylthio, or azido groups in the same wide range of composition. Click chemistry on the azido polynorbornenes give polynorbornenes with pendant triazole groups.

Synthesis of Organosilanes and Oligoorganosiloxanes by Hydrosilylation of Halomethyl Derivatives of Bicyclo[2.2.1]hept-5-ene

The reaction of halomethyl derivatives of bicyclo[2.2.1]hept-5-ene with dimethylphenylsilane and oligodimethylsiloxanes HSiMe2[OSiMe2]nH (n = 1-3) and CH3(CH2)3SiMe2[OSiMe 2]25H was investigated. Unlike hydrosilylation of allyl halides, the yields of the addition products in the studied system reach 85%.