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345571 Aldrich

1,5,7-Triazabicyclo[4.4.0]dec-5-ene

98%

Synonym: 1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a]pyrimidine, Hhpp, TBD

  • CAS Number 5807-14-7

  • Empirical Formula (Hill Notation) C7H13N3

  • Molecular Weight 139.20

  •  Beilstein Registry Number 3242

  •  EC Number 227-367-1

  •  MDL number MFCD00043003

  •  PubChem Substance ID 24861334

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Properties

Related Categories Acids & Bases, Bases, Building Blocks, C6 to C8, Chemical Synthesis,
InChI Key   FVKFHMNJTHKMRX-UHFFFAOYSA-N
assay   98%
mp   125-130 °C(lit.)
solubility   acetonitrile: soluble
  ethanol: soluble
  organic solvents: soluble
  water: soluble

Description

Packaging

5 g in glass bottle

Application

1,5,7-Triazabicyclo[4.4.0]dec-5-ene may be used as organocatalyst for aminolysis of esters. It may be used as catalyst for direct addition of P(O)-H bonds (dialkyl phosphites and diphenyl phosphonite) across various activated alkenes. Polymer supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (PTBD) was used as a base and a reagent scavenger for the synthesis of aryl ethers from phenols and alkyl or aryl halides.

General description

1,5,7-Triazabicyclo[4.4.0]dec-5-ene, a bicyclic guanidine base, has been found to be an excellent catalyst for Michael and Michael-type reactions. It forms 1:1 complex with lasalocid acid and crystal structure of the complex has been studied by X-ray diffraction, FT-IR spectroscopy and 1H NMR.

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1759 8 / PGII
WGK Germany 
3

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Peer-Reviewed Papers
15

References

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