283-38-5

Basic information

• Product Name: 1,4-Diazobicylco[3.2.2]nonane
• Synonyms: (1s,5s)-1,4-diazabicyclo[3.2.2]nonane;1,4-Diazobicylco[3.2.2]nonane;1,4-Diazabicyclo[3.2.2]nonane, 95%
• CAS NO: 283-38-5
• Molecular Formula: C₇H₁₄N₂
• Molecular Weight: 126.202
• Mol File: 283-38-5.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 180.0±8.0℃ (760 Torr)
• Flash Point: 71.9±9.4℃
• Appearance: Colorless to yellow/Waxy Solid
• Density: 1.03±0.1 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 11.00±0.20(Predicted)
• CAS DataBase Reference: 1,4-Diazobicylco[3.2.2]nonane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Diazobicylco[3.2.2]nonane(283-38-5)
• EPA Substance Registry System: 1,4-Diazobicylco[3.2.2]nonane(283-38-5)

Safety Data

• Hazardous Substances Data: 283-38-5(Hazardous Substances Data)

Usage

General Description

1,4-Diazabicyclo[3.2.2]nonane, also known as DBN, is a chemical compound with the formula C7H12N2. It is a bicyclic amine, consisting of a six-membered ring fused to a three-membered ring. DBN is commonly used as a strong, non-nucleophilic base in organic synthesis. It has a wide range of applications, including as a catalyst in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. DBN is also used in the production of polymers and plastics. Additionally, it is known for its use in removing acidic contaminants in organic solvents and as an additive in lithium-ion batteries. Overall, 1,4-Diazabicyclo[3.2.2]nonane is a versatile and valuable chemical with many industrial and scientific uses.

Upstream product

• 53619-11-7 1,4-diaza-bicyclo[3.2.2]nonan-3-one 
• 3731-38-2 3-Quinuclidinone 
• 150208-70-1 1,4-diazabicyclo[3.2.2]nonane dihydrochloride 
• 1193-65-3 3-quinuclidinone hydrochloride 
• 35423-17-7 3-quinuclidone oxime 

Downstream Products

• 862665-45-0 4-(4-nitro-phenyl)-1,4-diaza-bicyclo[3.2.2]nonane hydrofluoric acid salt 
• 753499-12-6 (1,4-diaza-bicyclo[3.2.2]non-4-yl)-5-(4-nitrophenyl)-furan-2-yl-methanone hydrochloric acid salt 
• 869783-68-6 C₂₃H₂₅N₅O₃ 
• 869783-72-2 benzyl [1-benzyl-3-(1,4-diazabicyclo[3.2.2]non-4-ylcarbonyl)-1H-indazol-5-yl]carbamate hydroformate 
• 869783-70-0 C₃₁H₃₁N₅O₅ 
• 446018-75-3 1,4-diaza-bicyclo[3.2.2]nonane-4-carboxylic acid 4-tert-butyl-phenyl ester 
• 298198-77-3 1,4-diaza-bicyclo[3.2.2]nonane-4-carboxylic acid 4-trifluoro-methoxy-phenyl ester 
• 446018-40-2 1,4-diaza-bicyclo[3.2.2]nonane-4-carboxylic acid 4-methylsulfanyl-phenyl ester 
• 298198-69-3 1,4-diaza-bicyclo[3.2.2]nonane-4-carboxylic acid 3-trifluoromethyl-phenyl ester 
• 446018-85-5 1,4-diaza-bicycloF_3.2.21nonane-4-carboxylic acid 3-bromo-phenyl ester 
• 298198-62-6 1,4-diaza-bicyclo[3.2.2]nonane-4-carboxylic acid 2-bromo-phenyl ester 

Relevant articles and documents

Microwave-assisted beckmann rearrangement: Convenient synthesis of 1,3-diaza-bicyclo[3.2.2]nonane

Small heterocyclic amines such as 1,3-diaza-bicyclo[3.2.2]nonane are known to be key components of biologically active molecules. A convenient synthesis of this compound utilizing a key Beckmann rearrangement of (Z)-1-aza-bicyclo[2.2. 2]octan-3-one oxime (6) with conc. H2SO4 under microwave irradiation was achieved. The desired compound (1) was obtained in 20% yield overall. Copyright Taylor & Francis LLC.

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