768-16-1

Usage

Uses

Used in Organic Synthesis:
5-Nitrobicyclo[2.2.1]hept-2-ene is used as an intermediate in organic synthesis for the preparation of various complex organic molecules. Its unique bicyclic structure and reactivity make it a valuable building block in the synthesis of pharmaceuticals and agrochemicals.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 5-Nitrobicyclo[2.2.1]hept-2-ene is used as a precursor for the production of specific drugs. Its reactive nature allows for the formation of a variety of medicinal compounds through chemical reactions.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 5-Nitrobicyclo[2.2.1]hept-2-ene serves as a starting material for the synthesis of certain pesticides and other agricultural chemicals. Its structural features contribute to the development of effective compounds for crop protection and enhancement.

InChI:InChI=1/C7H9NO2/c9-8(10)7-4-5-1-2-6(7)3-5/h1-2,5-7H,3-4H2

Upstream product

• 3638-64-0 1-nitroethylene 
• 542-92-7 cyclopenta-1,3-diene 
• 102588-18-1 O-(trimethylsilyl)-N-((trimethylsilyl)oxy)-N-vinylhydroxylamine 
• 625-47-8 1-chloro-2-nitroethane 

Relevant academic research and scientific papers

Novel synthesis of α-nitroalkenes from nitroalkanes via halogenation of intermediate N,N-bis(silyloxy)enamines

An approach to conjugated nitroalkenes via oxidation of N,N-bis(silyloxy)enamines with bromine or iodine in the presence of tetra-n-butylammonium acetate is described. The acetate ion plays a key role by acting as a mild desilylating reagent. This new strategy allows the synthesis of α-nitroalkenes from the corresponding nitroalkanes.

Trimethylsilyl Nitronates Derived from 2-Substituted Nitroethanes in δ-Elimination Reactions

Silylation of β-substituted nitroethanes XCH2CH2NO2 (X=Cl or OCOCH3) with conventional silylating agents yields corresponding trimethylsilyl nitronates which undergo δ-elimination of nitroethylene under the reaction conditions.Stable silyl nitronates containing one or two trimethylsilyl groups were isolated in the silylation of C6H5NHCH2CH2NO2. 1,3-Dipolar cycloaddition of the nitronates to methoxide ion results in formation of 5-methoxycarbonyl-3-phenylaminomethyl(or 3-N-trimethylsilylphenylaminomethyl)-3-trimethylsiloxyisoxazolidines.Thermolysis of the latter affords 5-methoxycarbonyl-2-isoxazoline.