83118-50-7

Usage

Molecular Structure

Bicyclic norbornene derivative

Functional Groups

Trifluoromethyl group (-CF3)
Amino group (-NH2)

Applications

Organic synthesis
Building block for pharmaceuticals and agrochemicals

Properties

Enhanced chemical reactivity due to the trifluoromethyl group
Potential for increased biological activity

Versatility

Useful and versatile in chemical research and development

InChI:InChI=1/C12H12F3N/c13-12(14,15)7-1-2-8-9(5-7)6-3-10(8)11(16)4-6/h1-2,5-6,10-11H,3-4,16H2/t6-,10-,11+/m0/s1

Upstream product

• 86022-62-0 endo-6-(Trifluoromethyl)benzonorbornen-2-ol 
• 50781-99-2 exo-6-(Trifluoromethyl)benzonorbornen-2-ol 
• 69103-41-9 6-(Trifluoromethyl)benzonorbornen-2-one 
• 86022-66-4 2-((1S,2R,4S)-6-Trifluoromethyl-1,2,3,4-tetrahydro-1,4-methano-naphthalen-2-yl)-isoindole-1,3-dione 

Relevant academic research and scientific papers

Synthesis of Conformationally Defined Analogues of Norfenfluramine. A Highly Stereospecific Synthesis of Amines from Alcohols in the Benzobicycloheptene System

The synthesis of 5-, 6-, 7-, and 8-(trifluoromethyl)benzonorbornen-2-yl alcohols 6a-9a (exo) and 11a-14a (endo) and an examination of the stereospecificity of the conversion to amines via phthalimides are reported.The exo alcohols were prepared from 5-(trifluoromethyl)benzonorbornadiene (16) and 6-(trifluoromethyl)benzonorbornadiene (23) by hydroboration-oxidation.The endo alcohols were available from the corresponding exo alcohols by oxidation to the benzonorbornen-2-ones 24 (5-CF3), 25 (6-CF3), 26 (7-CF3), and 27 (8-CF3) followed by diborane reduction.While in the presence of the electron-withdrawing CF3 group the exo alcohols gave predominantly the endo amines, the endo alcohols afforded exclusively the exo amines.