463558

2,8,9-Trimethyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane

• Synonym(s): Verkade superbase
• Empirical Formula (Hill Notation): C₉H₂₁N₄P
• CAS Number: 120666-13-9
• Molecular Weight: 216.26
• UNSPSC Code: 12352005
• NACRES: NA.22
• PubChem Substance ID: 24870079
• MDL number: MFCD00269837
• Beilstein/REAXYS Number: 4970285

Properties

• mp: 110-115 °C (lit.)
• Quality Segment: 100
• SMILES string: CN1CCN2CCN(C)P1N(C)CC2
• InChI: 1S/C9H21N4P/c1-10-4-7-13-8-5-11(2)14(10)12(3)6-9-13/h4-9H2,1-3H3
• InChI key: PCYSWBQHCWWSFW-UHFFFAOYSA-N

Description

Application

Reactant involved in:

• Studies of N-heterocyclic carbene ligand effects on metal hydride bond energies
• Synthesis of heterogenous basic catalysts immobilized on SBA-15 silica
• Protection / deprotection strategies for diazeniumdiolate chemistry
• Encaging of the molecule to study change in its catalytic ability
• C-N coupling reactions
• Derivative synthesis used as a promoter for aza and thia-Michael reaction and Strecker reaction

2,8,9-Trimethyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane is involved as a reactant in:

• Studies of N-heterocyclic carbene ligand effects on metal hydride bond energies.
• Synthesis of heterogenous basic catalysts immobilized on SBA-15 silica.
• Protection / deprotection strategies for diazeniumdiolate chemistry.
• Encaging of the molecule to study the change in its catalytic ability.
• C-N coupling reactions.
• Derivative synthesis used as a promoter for aza and thia-Michael reaction and Strecker reaction.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)