1,5,7-Triazabicyclo[4.4.0]dec-5-ene CAS#5807-14-7

Powerful Organic Superbase Catalyst: Exhibits strong catalytic activity as an organic superbase, enabling efficient organic synthesis and various catalytic transformations.
Multifunctional Chemical Reagent: Acts as a versatile reagent with nucleophilic nitrogen and electrophilic NH groups, serving as an acyl transfer reagent and hydrogen bonding activator.
Broad Application in Organic Synthesis: Widely used in polymer synthesis and recycling, CO₂ utilization, carboxylic acid derivative synthesis, and other advanced chemical processes.
Highly Efficient Reaction Catalyst: Demonstrates excellent catalytic performance in Michael and Michael-type reactions, supporting rapid and effective synthesis of valuable organic compounds.

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Product Details

1,5,7-Triazabicyclo[4.4.0]dec-5-ene CAS#5807-14-7

1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) is a bicyclic guanidine compound that is widely applied in organic chemistry. It serves as a highly effective catalyst in areas such as polymer synthesis and recycling, carbon dioxide utilization, and the synthesis of carboxylic acid derivatives.

Containing both a nucleophilic nitrogen atom and an electrophilic NH group, TBD is a multifunctional reagent with diverse catalytic properties. It can function as an organic superbase, an acyl transfer reagent, and a hydrogen-bonding activator. TBD also demonstrates excellent catalytic activity in Michael reactions and Michael-type addition reactions.

As a readily available organocatalyst, TBD has been successfully used for the rapid synthesis of 3-hydroxyisoindolin-1-ones from 3-alkylidenephthalides.

1,5,7-Triazabicyclo[4.4.0]dec-5-ene CAS#5807-14-7

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
form	powder to crystal
pka	14.47±0.20(Predicted)
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)
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
TSCA	TSCA listed
HazardClass	8
PackingGroup	III
HS Code	29335990
Storage Class	8A - Combustible corrosive hazardous materials
Hazard Classifications	Skin Corr. 1B

1,5,7-Triazabicyclo[4.4.0]dec-5-ene CAS#5807-14-7

Product Application of 1,5,7-Triazabicyclo[4.4.0]dec-5-ene CAS#5807-14-7

1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) can be used as an organocatalyst for the aminolysis of esters. It also serves as an effective catalyst for the direct addition of P(O)-H bonds from compounds such as dialkyl phosphites and diphenyl phosphonite to various activated alkenes.

Polymer-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (PTBD) can be utilized as a base and reagent scavenger in the synthesis of aryl ethers from phenols and alkyl or aryl halides.

1,5,7-Triazabicyclo[4.4.0]dec-5-ene CAS#5807-14-7