110637-98-4Relevant articles and documents
Electron-Transfer Substitution Reactions: Stereochemistry
Kornblum, Nathan,Wade, Peter A.
, p. 5301 - 5305 (2007/10/02)
Substitution of the aliphatic nitro group of optically active 2-(p-nitrophenyl)-2-nitrobutane (II) by sodium azide, sodium thiophenoxide, sodium benzenesulfinate, and the lithium salt of 2-nitropropane invariably occurs with complete loss of optical activity.Furthermore, levorotatory II is racemized by sodium nitrite.These facts support the view that substitution reactions in p-nitrocumyl systems proceed via the electron-transfer chain mechanism of eq 2-5.