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7-syn-(Methoxymethyl)-2-endo-nitrobicyclo<2.2.1>heptene

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  • Chemical Name:7-syn-(Methoxymethyl)-2-endo-nitrobicyclo<2.2.1>heptene
  • CAS No.:72776-94-4
  • Molecular Formula:C9H13NO3
  • Molecular Weight:183.207
  • Hs Code.:
7-syn-(Methoxymethyl)-2-endo-nitrobicyclo<2.2.1>heptene

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Refernces

Nitroethylene: A Stable, Clean, and Reactive Agent for Organic Synthesis

10.1021/jo01295a003

The study investigates the stability and reactivity of nitroethylene as a useful synthon in organic synthesis. The researchers found that nitroethylene is stable as a standard solution in benzene when stored in a refrigerator for at least six months. They prepared nitroethylene through the phthalic anhydride-mediated dehydration of 2-nitroethanol. The study explores nitroethylene's involvement in various reactions, including (4 + 2) cycloadditions with cyclopentadienes and their derivatives, Michael additions with enamines like indole and 1-morpholinocyclohexene, and ene reactions with substrates such as α-pinene. The products formed, such as 2-endo-nitronorbornene, 7-syn-(methoxymethyl)-2-endo-nitrobicyclo[2.2.1]heptene, and 3-(nitroethyl)indole, demonstrate nitroethylene's potential as a versatile reagent for synthesizing functionalized systems with further elaboration possibilities. The study highlights nitroethylene's stability and its ability to participate in diverse organic reactions, suggesting its potential for broader application in synthetic chemistry.

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