N.M.R. spectra of some derivatives of nitrocyclopropane

✍ Scribed by J. Smidt; Th. J. de Boer

• Book ID: 104586261
• Publisher: Elsevier Science
• Year: 2010
• Tongue: English
• Weight: 332 KB
• Volume: 79
• Category: Article
• ISSN: 0165-0513
• DOI: 10.1002/recl.19600791204

✦ Synopsis

Abstract

As part of the investigation of the structure of “trismethylene‐trinitrobenzene” VIa, N.M.R. spectra are recorded of a number of its degradation products, viz. the dicarboxylic acid Ia, anhydride IIa, trans‐nitrocyclopropane carboxylic acid III, the corresponding cis isomer IV and the lactone Va. The spectra are in accordance with the presence of cyclopropyl groups in all these compounds; alternative olefinic structures can definitely be excluded. Furthermore some information is obtained from the spectrum of “trismethylene‐trinitrobenzene”, supporting structure VIa and excluding VIb.

The protons of the cyclopropyl rings of compounds Ia and IIa are easily recognised as belonging to the AB~2~ and ABX classes, respectively. For these two compounds the chemical shift and the spin‐spin coupling constant have been calculated.