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The Synthesis of Aliphatic and Alicyclic Nitro Compounds

  1. Nathan Kornblum

Published Online: 15 MAR 2011

DOI: 10.1002/0471264180.or012.03

Organic Reactions

Organic Reactions

How to Cite

Kornblum, N. 2011. The Synthesis of Aliphatic and Alicyclic Nitro Compounds. Organic Reactions. 12:3:101–156.

Author Information

  1. Purdue University

Publication History

  1. Published Online: 15 MAR 2011

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Abstract

This chapter is concerned with the synthesis of nitro compounds in which the nitro group is on a saturated carbon atom. The most important methods available are as follows: 1. Treatment of alkyl halides with silver nitrite; 2. Reaction of allyl bromides and iodides with sodium nitrite; 3. Oxidation of amines; 4. Oxidation of oximes; 5. Nitration of active methylene compounds; 6, Nitration of active methylene compounds with nitric acid. These reactions are discussed and also noted are miscellaneous reactions of limited utility. Comparison of methods is given.

Keywords:

  • aliphatic nitro compounds;
  • alicyclic nitro compounds;
  • silver nitrite;
  • stereochemistry;
  • sodium nitrite;
  • oxidations;
  • amines;
  • oximes;
  • active methylene compounds;
  • esters;
  • nitric acid;
  • oxides;
  • nitro group