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| | 1,5,7-Triazabicyclo[4.4.0]dec-5-ene Basic information |
| Product Name: | 1,5,7-Triazabicyclo[4.4.0]dec-5-ene | | Synonyms: | LABOTEST-BB LT00847641;1,3,4,6,7,8-HEXAHYDRO-2H-PYRIMIDO[1,2-A]PYRIMIDINE;1,3,4,6,7,8-HEXAHYDRO-2H-PYRIMIDO[1,2-A]PYRIMIDINE, POLYMER-BOUND;Silicagel, functionalized, 1,5,7-Triazabicyclo[4,4,0]dec-5-ene, 1.4;1,5,7-TRIAZABICYCLO(4.4.0)DEC-5-ENE (1,3,4,6,7,8-HEXAHYDRO-2H-PYRIMIDO(1,2-A)PYRIMIDINE);Hhpp, TBD, 1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a]pyrimidine;1,2,3,4,4a,5,6,7-Octahydro-1,4a,8-triazanaphthalene;1,2,3,4,7,8-Hexahydro-6H-pyrimido[1,2-a]pyrimidine | | CAS: | 5807-14-7 | | MF: | C7H13N3 | | MW: | 139.2 | | EINECS: | 227-367-1 | | Product Categories: | N-Containing;Others;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks | | Mol File: | 5807-14-7.mol | ![1,5,7-Triazabicyclo[4.4.0]dec-5-ene Structure](CAS/GIF/5807-14-7.gif) |
| | 1,5,7-Triazabicyclo[4.4.0]dec-5-ene Chemical Properties |
| Melting point | 125-130 °C(lit.) | | Boiling point | 222.3±23.0 °C(Predicted) | | density | 1.28±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | solubility | toluene: soluble1 g/15 mL | | pka | 14.47±0.20(Predicted) | | form | powder to crystal | | color | White to Almost white | | BRN | 3242 | | InChI | InChI=1S/C7H13N3/c1-3-8-7-9-4-2-6-10(7)5-1/h1-6H2,(H,8,9) | | InChIKey | FVKFHMNJTHKMRX-UHFFFAOYSA-N | | SMILES | C12=NCCCN1CCCN2 | | CAS DataBase Reference | 5807-14-7(CAS DataBase Reference) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45-27 | | RIDADR | UN 1759 8/PG 2 | | WGK Germany | 3 | | F | 9-21-34 | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29335990 |
| | 1,5,7-Triazabicyclo[4.4.0]dec-5-ene Usage And Synthesis |
| Chemical Properties | Light yellow crystalline | | Uses | 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. | | Definition | ChEBI: 3,4,6,7,8,9-hexahydro-2H-pyrimido[1,2-a]pyrimidine is a member of pyrimidines. | | 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. | | Purification Methods | 1,5,7-Triazabicyclo[4.4.0]dec-5-ene crystallises from Et2O but readily forms white crystals of the carbonate. It is a strong base (see pK, i.e. about 100 times more basic than tetramethylguanidine). The picrate has m 220.5-222o (from EtOH). It forms the 5-nitro derivative m 14.5-160o that gives a 5-nitro nitrate salt m 100-101o (from EtOH/Et2O) and a 5-nitro picrate m 144-145o (from H2O) [McKay & Kreling Can J Chem 35 1438 1957, Schwesinger Chimia 39 369 1985, Hilpert et al. J Chem Soc, Chem Commun 1401 1983, Kamfen & Eschenmoser Helv Chim Acta 72 185 1989]. [Beilstein 26 III/IV 60.] |
| | 1,5,7-Triazabicyclo[4.4.0]dec-5-ene Preparation Products And Raw materials |
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