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Sigma-Aldrich 345571 1,5,7-Triazabicyclo[4.4.0]dec-5-ene 98% 5 gr
| Sigma-Aldrich 345571 1,5,7-Triazabicyclo[4.4.0]dec-5-ene 98% 5 gr |
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Synonym(s): 1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a]pyrimidine, Hhpp, TBD
Empirical Formula (Hill Notation): C7H13N3
CAS Number: 5807-14-7
Molecular Weight: 139.20
Beilstein: 3242
EC Number: 227-367-1
MDL number: MFCD00043003
PubChem Substance ID: 24861334
NACRES: NA.22
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![Sigma-Aldrich 345571 1,5,7-Triazabicyclo[4.4.0]dec-5-ene 98% 5 gr](/class/INNOVAEditor/assets/merck%20sigma%20aldrich%20kimyasallar%C4%B1.png)
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PROPERTIES
Quality Level 200
assay 98%
form crystals
mp 125-130 °C (lit.)
solubility
acetonitrile: soluble
ethanol: soluble
organic solvents: soluble
water: soluble
SMILES string C1CNC2=NCCCN2C1
InChI 1S/C7H13N3/c1-3-8-7-9-4-2-6-10(7)5-1/h1-6H2,(H,8,9)
InChI key FVKFHMNJTHKMRX-UHFFFAOYSA-N
DESCRIPTION
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.[1] 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.[2]
Application
1,5,7-Triazabicyclo[4.4.0]dec-5-ene may be used as organocatalyst for aminolysis of esters.[3] It may be used as catalyst for direct addition of P(O)-H bonds (dialkyl phosphites and diphenyl phosphonite) across various activated alkenes.[4] 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.[5]
Packaging
5 g in glass bottle
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