51376-18-2

Basic information

• Product Name: 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE, COMPOUND WITH P-TOLUENESULFONIC ACID (1:1)
• Synonyms: 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE, COMPOUND WITH P-TOLUENESULFONIC ACID (1:1);Pyrimido[1,2-a]azepine,2,3,4,6,7,8,9,10-octahydro-,mono(4-methylbenzenesulfonate);2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium (p-tolylsulphonate);1,8-DIAZABICYCLO(5.4.0)UNDEC-7-ENE, COMP;1,8-Diazabicyclo[5.4.0]undec-7-ene 4-toluenesulfonate;2,3,4,6,7,8,9,10-Octahydropyrimido[1,2-a]azepine monotosylate
• CAS NO: 51376-18-2
• Molecular Formula: C₇H₈O₃S*C₉H₁₆N₂
• Molecular Weight: 324.44
• EINECS: 257-164-3
• Product Categories: Polymer Additives;Polymer Science;Polymerization and Polymer Property Modifiers
• Mol File: 51376-18-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 70.9-90.7 °C(lit.)
• Boiling Point: 540.5°Cat760mmHg
• Flash Point: 280.7°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 1.63E-12mmHg at 25°C
• CAS DataBase Reference: 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE, COMPOUND WITH P-TOLUENESULFONIC ACID (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE, COMPOUND WITH P-TOLUENESULFONIC ACID (1:1)(51376-18-2)
• EPA Substance Registry System: 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE, COMPOUND WITH P-TOLUENESULFONIC ACID (1:1)(51376-18-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 51376-18-2(Hazardous Substances Data)

Usage

Uses

Polymerization catalyst.

InChI:InChI=1/C9H16N2.C7H8O3S/c1-2-5-9-10-6-4-8-11(9)7-3-1;1-6-2-4-7(5-3-6)11(8,9)10/h1-8H2;2-5H,1H3,(H,8,9,10)

Upstream product

• 104-15-4 toluene-4-sulfonic acid 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 

Relevant articles and documents

Mechanistic Investigation of DBU-Based Ionic Liquids for Aza-Michael Reaction: Mass Spectrometry and DFT Studies of Catalyst Role

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-based ionic liquids (ILs) has exhibited a high catalytic activity in the aza-Michael reactions compared to conventional catalysts and with imidazole-based ILs. In the present work DBU-based ILs showed high catalytic potential for aza-Michael addition of aromatic amines to 2-cyclohexen-1-one under solvent-free condition. Electrospray ionization-mass spectrometry (ESI-MS) and density functional theory studies have been carried out to provide an effective activation mode of DBU-based ILs in aza-Michael addition. Our results show that both the presence of the acid hydrogen in the IL and the ability of the anion to carry out a hydrogen bond with the ?NH2 group of the arylamine are fundamental for the reaction catalysis. The catalytic model proposed can be used for the rational development of new ILs with excellent catalytic properties.