1193-66-4

Basic information

• Product Name: 2-methyl-1,4-diazabicyclo[2.2.2]octane
• Synonyms: 2-methyl-1,4-diazabicyclo[2.2.2]octane;1,4-Diazabicyclo(2.2.2)octane, 2-methyl-;Einecs 214-777-0;3-methyl-1,4-diazabicyclo[2.2.2]octane
• CAS NO: 1193-66-4
• Molecular Formula: C₇H₁₄N₂
• Molecular Weight: 126.19946
• EINECS: 214-777-0
• Mol File: 1193-66-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 183.7 °C at 760 mmHg
• Flash Point: 59.2 °C
• Appearance: /
• Density: 1.04 g/cm³
• Vapor Pressure: 0.761mmHg at 25°C
• Refractive Index: 1.544
• PKA: 7.96±0.50(Predicted)
• CAS DataBase Reference: 2-methyl-1,4-diazabicyclo[2.2.2]octane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-1,4-diazabicyclo[2.2.2]octane(1193-66-4)
• EPA Substance Registry System: 2-methyl-1,4-diazabicyclo[2.2.2]octane(1193-66-4)

Safety Data

• Hazardous Substances Data: 1193-66-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
DABCO is used as a catalyst in various organic synthesis reactions for its ability to facilitate the formation of desired products, enhancing the efficiency and selectivity of these processes.
Used in Catalyst and Ligand Applications:
In the production of plastics, pharmaceuticals, and agrochemicals, DABCO serves as a catalyst and ligand, playing a crucial role in the synthesis of these compounds by stabilizing intermediates and promoting specific reaction pathways.
Used in Phase-Transfer Catalysis:
DABCO is employed as a phase-transfer catalyst, enabling reactions to occur across different phases (e.g., between an aqueous and an organic phase), which is particularly useful in the synthesis of complex organic molecules and in industrial processes where separation of products from reactants is required.
Used in Research Studies:
Due to its versatile applications and unique chemical properties, DABCO is a subject of interest in various research studies aimed at understanding its catalytic mechanisms, exploring new applications, and developing more efficient synthetic methods.

InChI:InChI=1/C7H14N2/c1-7-6-8-2-4-9(7)5-3-8/h7H,2-6H2,1H3

Upstream product

• 151-56-4 ethyleneimine 
• 109-07-9 (RS)-2-methylpiperazine 
• 1074-54-0 1-(1-piperazinyl)-2-propanol 

Relevant articles and documents

Method for synthesizing 2-methyl triethylene diamine by catalyzing ethylenimine

The invention discloses a method for synthesizing 2-methyl triethylene diamine by catalyzing ethylenimine, and aims at solving the problems of more synthesis steps and low product selectivity of the existing method. The method is applied to the reaction for synthesizing 2-methyl triethylene diamine from ethylenimine and 2-methyl piperazine taken as the raw materials and Pentasil zeolite taken as the catalyst through one-step catalysis and the method has the advantages of less synthesis steps and high product selectivity.

PRODUCTION METHOD FOR BICYCLIC AMINE COMPOUND

PROBLEM TO BE SOLVED: To provide a production method for obtaining bicyclic amine compounds with high reaction yield. SOLUTION: The method includes subjecting a hydroxyl group-containing cyclic amine compound of a formula (1) to intramolecular dehydration in a gas phase in the presence of a solid catalyst containing alkaline earth metal phosphate and alkali metal salt [in the formula (1), R1 to R8 each independently represent a hydrogen atom, a C1 to 4 alkyl group, a hydroxy group, a hydroxymethyl group, or a C1 to 4 alkoxy group; X represents a carbon atom or a nitrogen atom; Y represents an alkyl group, a hydroxy group, a C1 to 4 hydroxyalkyl group, or a C1 to 4 aminoalkyl group]. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

METHOD FOR PRODUCING BICYCLIC AMINE COMPOUND

PROBLEM TO BE SOLVED: To provide a stable production method for a bicyclic amine compound that inhibits the generation of by-products in the production of a bicyclic amine. SOLUTION: The present invention provides a method for producing a bicyclic amine compound which employs a catalyst comprising an inorganic support and an alkali metal phosphate, and further comprising alkaline earth metal hydroxide and/or hydroxyapatite in an amount of 1.5 wt.% or more and less than 15 wt.% relative to the inorganic support. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPO&INPIT

METHOD OF PRODUCING BICYCLIC AMINE COMPOUND

PROBLEM TO BE SOLVED: To provide a method for efficiently producing a bicyclic amine compound having a long catalytic activity life. SOLUTION: There is provided a method for producing a bicyclic amine compound represented by formula (2) using an inorganic oxide represented by formula (1) as a catalyst. AaMbNcPdOe (1) [A is a metal; M is an alkali metal; N is an alkaline earth metal; P is phosphorus; O is oxygen; subscripts a to e are molar numbers of each element; b/a=0.001 to 0.3; c/a=0.001 to 0.1; d/a=0.001 to 0.3; e is a value determined by the bonding state of each atom] [R1 to R8 each independently represents H, an alkyl group having 1-4 carbon atoms, a hydroxymethyl group or an alkoxy group having 1-4 carbon atoms; X represents a carbon atom or a nitrogen atom; and Y represents H, an alkyl group having 1-4 carbon atoms, a hydroxyl group or a hydroxyalkyl group having 1-4 carbon atoms.] SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT