115033-03-9

Basic information

• Product Name: (3R)-3-n-butyl-1-nitrocyclohexene
• Synonyms: (3R)-3-n-butyl-1-nitrocyclohexene
• CAS NO: 115033-03-9
• Molecular Weight: 183.25
• Mol File: 115033-03-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3R)-3-n-butyl-1-nitrocyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-3-n-butyl-1-nitrocyclohexene(115033-03-9)
• EPA Substance Registry System: (3R)-3-n-butyl-1-nitrocyclohexene(115033-03-9)

Safety Data

• Hazardous Substances Data: 115033-03-9(Hazardous Substances Data)

Upstream product

• 542-69-8 1-iodo-butane 
• 4883-67-4 2-nitrocyclohexanone 

Downstream Products

• 72746-41-9 (R)-3-butylcyclohexanone 

Relevant articles and documents

Stereoselective alkylations of chiral nitro imine and nitro hydrazone dianions. Synthesis of enantiomerically enriched 3-substituted 1-nitrocyclohexenes

(Chemical Equation Presented) Dianions of chiral nitro imines (generated by a combination of LDA and s-BuLi) underwent diastereoselective alkylation with methyl, butyl, isopropyl, allyl, and methallyl iodides. In contrast to the behavior of simple metalloenamines, the most selective auxiliary contained no coordinating groups but did possess a large steric difference between the two substituents. The yield and selectivity of the alkylations were improved by the addition of HMPA or DMPU. The use of (S)-1-naphthylethylamine as the auxiliary afforded the R absolute configuration of the alkylation products. This stereochemical outcome could be rationalized by simple steric approach controlled alkylation in a conformationally fixed, internally coordinated dianion. A SAMP nitro hydrazone gave poorer yields and selectivities.