51390-22-8

Basic information

• Product Name: 1,4-diazoniabicyclo[2.2.2]octane diacetate
• Synonyms: 1,4-diazoniabicyclo[2.2.2]octane diacetate
• CAS NO: 51390-22-8
• Molecular Formula: C₂H₄O₂*C₆H₁₂N₂
• Molecular Weight: 232.2768
• EINECS: 257-172-7
• Mol File: 51390-22-8.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 174°Cat760mmHg
• Flash Point: 62.2°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 1.23mmHg at 25°C
• CAS DataBase Reference: 1,4-diazoniabicyclo[2.2.2]octane diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-diazoniabicyclo[2.2.2]octane diacetate(51390-22-8)
• EPA Substance Registry System: 1,4-diazoniabicyclo[2.2.2]octane diacetate(51390-22-8)

Safety Data

• Hazardous Substances Data: 51390-22-8(Hazardous Substances Data)

Usage

Type of compound

Quaternary ammonium salt

Usage

Phase-transfer catalyst in organic synthesis

Physical state

White crystalline solid

Solubility

Highly soluble in water and organic solvents

Function

Facilitates transfer of reactants between immiscible phases

Additional uses

Disinfectant and preservative in cosmetic and personal care products

Safety precautions

Corrosive, can cause skin, eye, and respiratory irritation

Handling

Handle with caution to avoid exposure and irritation

InChI:InChI=1/C6H12N2.2C2H4O2/c1-2-8-5-3-7(1)4-6-8;2*1-2(3)4/h1-6H2;2*1H3,(H,3,4)

Upstream product

• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 

Relevant articles and documents

Four-Component Reaction Access to Nitrile-Substituted All-Carbon Quaternary Centers

A four-component reaction strategy for access to acyclic nitrile-substituted all-carbon quaternary centers is disclosed. In the presence of a DABCO-based ionic liquid catalyst, the reactions proceed smoothly with a wide range of substrates efficiently to deliver nitrile-substituted all-carbon quaternary centers under mild reaction conditions. This protocol is further demonstrated as an efficient method for the construction of contiguous all-carbon quaternary centers. All the reactions are easily operated in a green manner, producing water as the only byproduct. Some of the products show excellent activity against specific fungi.

Ultrasound assisted 1,4-diazabicyclo[2.2.2]octaniumdiacetate multicomponent synthesis of benzodiazepines: A novel, highly efficientand green protocol

A simple and efficient method is presented for the synthesis of benzodiazepines through the multicomponent reaction of α-phenylenediamine, various aldehydes and 5,5-dimethylcyclohexane-1,3-dione (dimedone) in the presence of the acidic bis ionic liquid 1,4-diazabicyclo[2.2.2]octanium diacetate under ultrasound irradiation. The ionic liquid used is recoverable and reusable. This procedure is simple and environmentally friendly, and offers easy work-up, mild conditions and excellent yield in a short reaction time. All of the synthesized compounds were characterized by IR, 1H NMR, mass spectrometry and elemental analysis.

1,4-diazabicyclo[2.2.2]octanium diacetate: As a new, effective and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and-thiones

In this study, a new, effective and environmentally benign procedure for the synthesis of dihydropyrimidinone and thione derivatives with various benzaldehydes, urea or thiourea, and ethyl acetoacetate in the presence of 1,4-diazabicyclo[2.2.2]octanium diacetate as a novel acidic ionic liquid, in high yield and short reaction time is reported. This method provides several advantages such as easy work-up, green, environmental friendliness and fast reaction condition along with high yields.