1,5,7-Triazabicyclo[4.4.0]dec-5-ene , 98% , 5807-14-7

Synonym(s):
TBD;Hhpp;‘7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene’ on polystyrene;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 bound to polystyrene

CAS NO.：5807-14-7

Empirical Formula: C7H13N3

Molecular Weight: 139.2

MDL number: MFCD00043003

EINECS: 227-367-1

PRODUCT 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
• Water Solubility: acetonitrile: soluble; ethanol: soluble; organic solvents: soluble; water: soluble
• 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)

Description and Uses

1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) is a bicyclic guanidine that has found extensive application in organic chemistry, notably as a powerful catalyst for polymer synthesis and recycling, CO2 utilization, and carboxylic acid derivative synthesis. Bearing both a nucleophilic nitrogen and an electrophilic N?H group, TBD is a multifunctional reagent. It can serve as an organic superbase, an acyl transfer reagent, and a hydrogen bonding activator. It is an excellent catalyst for Michael and Michael-type reactions. The readily available organocatalyst 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) was used for the rapid synthesis of 3-hydroxyisoindolin-1-ones from 3-alkylidenephthalides[1-2].

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.

Safety

• Symbol(GHS): GHS05
• Signal word: Danger
• Hazard statements: H314
• Precautionary statements: P260-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338
• 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