ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 37, Number 2
JKCSEZ 37(2)
April 20, 1993 

Nitroalcohols were prepared by a substitution reaction from the corresponding bromoalcohols. The second nitro group was introduced via different methods depending on the carbon chain length. 3,3-Dinitro-1-propanol was obtained by an intramolecular varient of the alkaline nitration method. Whereas 5,5-dinitro-1-pentanol was given by the catalytic oxidative nitration. 3,3-Dinitro-1-propanol and 5,5-dinitro-1-pentanol were converted to 3,3-dinitro-1,6-hexanediol and 4,4-dinitro-1,8-octanediol via Michael reaction with acrolein followed by the reduction of the resulting aldehydes. Acetyl group was a good protecting group for the substitution reaction while THP was for the catalytic oxidative nitration.