1,5,7-Triazabicyclo[4.4.0]dec-5-ene - ≥90% , CAS No.5807-14-7

CAS: 5807-14-7 Cat. No.: T473437 Molecular Weight: 139.20 Beilstein Registry Number: 3242 EC Number: 227-367-1 PubChem CID: 79873

GRADE & PURITY ≥90%

Synonyms

3YPQ3WT85L | BRD-K45542213-001-01-4 | 1,3,4,6,7,8,-hexahydro-2H-pyrimido(1,2-a)pyrimidine | 1,5,7-Triazabicylo[4.4.0]dec-5-ene | A831720 | CHEBI:94622 | Q7840264 | SCHEMBL51453 | BCP09211 | 2H-Pyrimido[1,2-a]pyrimidine, 1,3,4,6,7,8-hexahydro- | SY013446 |

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

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 and1H NMR.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.

Specifications

Synonyms

3YPQ3WT85L | BRD-K45542213-001-01-4 | 1, 3, 4, 6, 7, 8, -hexahydro-2H-pyrimido(1, 2-a)pyrimidine | 1, 5, 7-Triazabicylo[4.4.0]dec-5-ene | A831720 | CHEBI:94622 | Q7840264 | SCHEMBL51453 | BCP09211 | 2H-Pyrimido[1, 2-a]pyrimidine, 1, 3, 4, 6, 7, 8-hexahydro- | SY013446 |

Specifications & Purity

≥90%

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥90%

Names and Identifiers

• Canonical Smiles: C1CNC2=NCCCN2C1
• IUPAC Name: 3,4,6,7,8,9-hexahydro-2H-pyrimido[1,2-a]pyrimidine
• InChIKey: FVKFHMNJTHKMRX-UHFFFAOYSA-N
• INCHI: 1S/C7H13N3/c1-3-8-7-9-4-2-6-10(7)5-1/h1-6H2,(H,8,9)
• Isomeric SMILES: C1CNC2=NCCCN2C1
• WGK Germany: 3
• PubChem CID: 79873
• Molecular Weight: 139.20
• Beilstein: 3242
• Reaxy-Rn: 3242

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydropyrimidines
• Alternative Parents: Diazinanes Guanidines Propargyl-type 1,3-dipolar organic compounds Carboximidamides Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: 1,4,5,6-tetrahydropyrimidine - Hydropyrimidine - 1,3-diazinane - Guanidine - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as hydropyrimidines. These are compounds containing a hydrogenated pyrimidine ring (i.e. containing less than the maximum number of double bonds.).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: acetonitrile: soluble; ethanol: soluble; organic solvents: soluble; water: soluble
• Sensitivity: Moisture & air sensitive
• Melt Point(°C): 130 °C
• Molecular Weight: 139.200 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 139.111 Da
• Monoisotopic Mass: 139.111 Da
• Topological Polar Surface Area: 27.600 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 153.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

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