Acetic Acid → 1-Nitroadamantane

Reaction equation

[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH:11][N:12]1C(=O)C2=CC=CC=C2C1=O.C(O)(=[O:25])C>>[N+:12]([C:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2)([O-:11])=[O:25]

Participants

Reactant 3

HCID 176Acetic Acid

HCID 9238Adamantane

HCID 10665N-Hydroxyphthalimide

Product 1

HCID 641651-Nitroadamantane

Procedure

The nitration reaction was effected in the same manner as Example 9 except that 1.8 g (0.024 mole based on N2O3) of the frozen blue liquid, 1 mole of adamantane, 0. 05 mmole of N-hydroxyphthalimide and 5 ml acetic acid were mixed and then the mixture was reacted for 16 hours at 25° C. with stirring. As a result, nitroadamantane was formed. The conversion of adamantane was 83% and the yield of the nitroadamantane was 72%.