126497-33-4

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 920-37-6 2-Chloroacrylonitrile 
• 77-73-6 bi(cyclopentadiene) 
• 2890-96-2 5-norbornene-2-carbonitrile 

Downstream Products

• 83205-33-8 6-exo-benzeneselenenyl-2-endo,5-endo-dichlorobicyclo<2.2.1>heptane-2-exo-carbonitrile 
• 83205-33-8 (1S,2S,4R,5S,6S)-2,5-Dichloro-6-phenylselanyl-bicyclo[2.2.1]heptane-2-carbonitrile 
• 694-98-4 norborn-5-en-2-one 
• 497-38-1 2-norbornanone 

Relevant academic research and scientific papers

Ring-rearrangement metathesis of substituted 2-aminonorbornenes

In this report we describe the ring-rearrangement metathesis of 2-aminonorbornene derivatives. An efficient ruthenium-catalysed metathesis reaction occurs with a wide range of pendent alkenes and alkynes to generate bicyclic amines and amides. Georg Thieme Verlag Stuttgart.

Microwave-assisted solvent-free Diels-Alder reaction - A fast and simple route to various 5,6-substituted norbornenes and polychlorinated norbornenes

A series of 5,6-substituted norbornenes and 5,6-substituted polychlorinated norbornenes was prepared by using a microwave-assisted Diels-Alder reaction. This procedure proved very versatile, fast, and with an easy workup step, and therefore suitable even for large-scale synthesis. Georg Thieme Verlag Stuttgart · New York.

Metalated nitrile and enolate chlorinations

(Figure presented) Metalated nitriles and enolates rapidly and efficiently abstract chlorine from 2-chloro-2-fluoro-2-phenylacetonitrile to afford a diverse range of chloronitriles and chloroesters. The method provides the first general anionic chlorinati

2-Chlorobicyclo[2.2.1]hept-5-ene-2-carboxamide and 2-chlorobicyclo[2.2.1] heptane-2-carboxamide as precursors of bicyclo[2.2.1]hept-5-en-2-one and bicyclo[2.2.1]heptan-2-one: Resolution, absolute configuration and hydrogen-bonding properties

The absolute configuration of bicyclo[2.2.1]heptan-2-one has not been correlated with a crystal structure of a chemical precursor. The only chemical correlation available had an ambiguity, which could have reversed the assignment. Herein, we report the resolution of 2-chlorobicyclo[2.2.1]hept-5-en- 2-exo-carboxamide on a cellulose triacetate column and the crystal structures of the enantiomerically pure and racemic α-chloroamide. We found the absolute configuration (1R,2R,4R) for the (+)-enantiomer of the α-chloroamide. This compound was converted to (+)-bicyclo[2.2.1]hept-5- ene-2-one by base hydrolysis, and the 5,6-unsaturated compounds converted to the saturated congeners. This is the first unambiguous experimental determination of the absolute configuration of bicyclo[2.2.1]heptan-2-one and of bicyclo[2.2.1]hept-5-ene-2-one. The three crystal structures of 2-chlorobicyclo[2.2.1]hept-5-en-2-exo-carboxamide reported herein reveal H-bonded dimers, with two distinct orientations of the bicyclic portion relative to the carboxamide dimer. In the racemic crystal, each dimer is composed of two enantiomers, and the bicyclic portions have their bridge carbon atom (C-7) on opposite sides of the H-bonded carboxamide dimer moiety. In the enantiomerically pure crystals, the major dimer had both C-7 atoms on the same side of the carboxamide dimer moiety while the minor dimer had the C-7 atoms on opposite sides. The dimers are present in solution, and can be easily monitored.

Aliphatic diazo compounds. XIV. The synthesis of 7-substituted 3-diazo-2-norbornanones and the infrared and proton and carbon-13 nuclear magnetic resonance spectra of these diazo ketones and their precursors

syn and anti-7-Isopropyl-2-norbornanone (5 and 6) were prepared by catalitic hydrogenation of 7-isopropylidene-2-norbornanone; syn and anti-7-benzhydryl-2-norbornane (9 and 10) were prepared in analogous fashion.Ketones 5 and 6 and syn- and anti-7-tert-bu