1632-26-4

Basic information

• Product Name: 1,2-Diazabicyclo[2.2.2]octan-3-one
• Synonyms: 1,2-Diazabicyclo[2.2.2]octan-3-one
• CAS NO: 1632-26-4
• Molecular Formula: C₆H₁₀N₂O
• Molecular Weight: 126.16
• Mol File: 1632-26-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.23g/cm³
• Refractive Index: 1.564
• Storage Temp.: -20°C Freezer
• Solubility: Dichloromethane; Chloroform
• CAS DataBase Reference: 1,2-Diazabicyclo[2.2.2]octan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Diazabicyclo[2.2.2]octan-3-one(1632-26-4)
• EPA Substance Registry System: 1,2-Diazabicyclo[2.2.2]octan-3-one(1632-26-4)

Safety Data

• Hazardous Substances Data: 1632-26-4(Hazardous Substances Data)

Usage

Uses

1,2-Diazabicyclo[2.2.2]octan-3-one is an intermediate used in the synthesis of Bicyclo Risperidone (B382800), which is an impurity of Risperidone (R525000); a combined serotonin (5-HT2) and dopamine (D2) receptor antagonist.

InChI:InChI=1/C6H10N2O/c9-6-5-1-3-8(7-6)4-2-5/h5H,1-4H2,(H,7,9)

Upstream product

• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 55-22-1 pyridine-4-carboxylic acid 
• 97812-34-5 2-chloro-1,2-diazabicyclo(2.2.2)octan-3-one 
• 13458-55-4 1-Nitroso-4-(carbomethoxy)piperidine 

Relevant articles and documents

Nitrosohydrazine Conformations. The Effect of Replacing C(1)-H of 2-Nitroso-2-azabicyclooctane Derivatives by Nitrogen

Substitution of one and two methyl groups for hydrogens at C(3) of 2-nitroso-2-azabicyclooctane, 1, which exists entirely in the A conformation (nitroso oxygen syn to C(3)), sterically destabilizes the A conformation.The monomethyl compound (2) exists only 85percent in conformation A, and the B conformation (nitroso oxygen syn to C(1)) predominates for the dimethyl compound, 3 (13percent A, 87percent B).Replacement of C(1)-H by N gives the "homomorphic" nitrosohydrazines 4-6.The monomethyl compound 5 exists 98percent in conformation A and the dimethyl compound 6 60percent in conformation A, so the CH -> N transformation favors conformation A by 1.3 to 1.4 kcal/mol for 2 -> 5 and 3 -> 6.This result is the opposite to that predicted, considering steric, nitroso nitrogen lone pair-?*, and N(1) lone pair-nitroso nitrogen lone pair interactions.