279-18-5

Basic information

• Product Name: Tricyclo[3.2.0.02,7]heptane
• Synonyms: Tricyclo[2.2.1.02,7]heptane(6CI); Tricyclo[4.1.0.03,7]heptane
• CAS NO: 279-18-5
• Molecular Formula: C7H10
• Molecular Weight: 94.1564
• Mol File: 279-18-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Tricyclo[3.2.0.02,7]heptane(CAS DataBase Reference)
• NIST Chemistry Reference: Tricyclo[3.2.0.02,7]heptane(279-18-5)
• EPA Substance Registry System: Tricyclo[3.2.0.02,7]heptane(279-18-5)

Safety Data

• Hazardous Substances Data: 279-18-5(Hazardous Substances Data)

Usage

General Description

Tricyclo[3.2.0.02,7]heptane is a bicyclic organic compound consisting of three fused cyclohexane rings. It is an isomer of the bicyclo[2.2.0]hexane and shares similar stereochemistry. Tricyclo[3.2.0.02,7]heptane is a stable compound with a compact and rigid structure, making it useful in organic synthesis and as a building block for more complex molecules. Due to its strained ring system, tricyclo[3.2.0.02,7]heptane exhibits unique chemical properties and reactivity, making it a valuable tool for exploring new chemical reactions and pathways.

Upstream product

• 64-17-5 ethanol 
• 17159-89-6 Bicyclo<3.1.1>heptan-2-on-tosylhydrazon 
• 823-69-8 7,7-dichloro-bicyclo[4.1.0]heptane 
• 86901-19-1 9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium 
• 74045-83-3 2,3-Diazatricyclo<4.3.0.0^4,9>non-2-ene 
• 64-19-7 acetic acid 
• 2415-79-4 7,7-dibromonorcarane 
• 920-39-8 isopropylmagnesium bromide 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 13119-87-4 7-norbornylacetate 
• 34640-76-1 (+-)-2exo-acetoxy-norbornane 
• 29583-33-3 (+/-)-endo-norborneol acetate 
• 51978-60-0 Acetic acid (1R,2R,5R)-bicyclo[3.2.0]hept-2-yl ester 
• 279-23-2 norbornene 
• 498-66-8 norborn-2-ene 
• 13407-18-6 4-Methylen-1-cyclohexen 
• 2566-57-6 bicyclo[4.1.0]hept-2-ene 
• 26727-45-7 3-Vinyl-1-cyclopenten 

Relevant articles and documents

Bromine-magnesium exchange in gem-dibromocyclopropanes using Grignard reagents

Reaction of gem-dibromocyclopropanes with ethylmagnesium bromide at ambient temperature leads to very high yields of allenes; when cyclopropylidene-allene ring opening is suppressed, alternative carbenic products are observed, although other reactions compete. When the reactions are carried out at -60°C, a 1-bromo-1-(bromomagnesio)-cyclopropane is formed which may be trapped by a number of electrophiles.

Dehalogenation of Geminal Dihalocyclopropanes, α,α-Dichlorocyclobutanones, and Haloketones by Means of Magnesium Anthracene*3THF

1,1-Dichloro-2,2,3,3-tetramethylcyclopropane (1a), 7,7-dichloro- and 7,7-dibromonorcarane (1b) react with magnesium anthracene*3THF (2) under stepwise radical reduction to give 9a,b, 11a,b and 10, carbene products 6a,a',b and 7a,b, and the alkylation products 4a,b and 5a,b, respectively.The distribution of the reaction products is strongly dependent upon the substrate and upon the reaction conditions: for instance, 1a in toluene undergoes a highly selective reduction to yield 9a, whereas in THF at low temperature 4a and 5a predominate.The reaction course proposed for the reaction of 1a with 2 is supported by deuteration experiments. α,α-Dichlorocyclobutanones 12a-e can be reduced with 2 to give α-chlorocyclobutanones 13a-e in moderate to good yields; 12d is thereby converted in high purity into endo-13d.The reduction of 2-haloketones 15a-f with 2 in THF to the ketones 16a-f is possible only in low or moderate yields.

PHOTOLYSIS OF THE AZOALKANE 2,3-DIAZATRICYCLO4,9>NON-2-ENE: DIRECT OBSERVATION OF 4-CYCLOHEXENYLDIAZOMETHANE

Besides denitrogenation to the tricycloalkane 8, the photolysis of azoalkane 3 affords the diazoalkane 4, which serves as precursor to the minor hydrocarbon products 9, 10 and 11; irradiation of azoalkane 3 with the 333.6 nm line of an 18-W argon ion laser was essential to obtain preparative quantities of diazoalkane 4 for its detection and identification.