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3-Methyl-3,6-diazabicyclo[3.1.1]heptane dihydrochloride

  • CAS No. 2089649-86-3

  • Cat. No. CS-0051264
  • Purity≥97%
  • MDL No.MFCD30828728

*For research and further manufacturing use only, not for direct human use.

3-Methyl-3,6-diazabicyclo[3.1.1]heptane dihydrochloride|CS-0051264

Structure of 2089649-86-3

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General Information

  • CAS No. 2089649-86-3
  • Cat. No. CS-0051264
  • Purity ≥97%
  • MDL No. MFCD30828728
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₄Cl₂N₂
  • Molecular Weight 185.09
  • Synonym(s) None
  • SMILES CN1CC2CC(N2)C1.Cl.Cl

Description

3-Methyl-3,6-diazabicyclo[3.1.1]heptane dihydrochloride is a sterically hindered, bench-stable nitrogen heterocycle featuring two basic nitrogen centers in a rigid bicyclic framework. This structure enables efficient coordination in catalytic systems and enhances solubility in polar solvents. The compound serves as a robust ligand scaffold in transition metal catalysis and as a synthetic intermediate for functionalized heterocycles.

Application

3-Methyl-3,6-diazabicyclo[3.1.1]heptane dihydrochloride serves as a rigid, sterically constrained bis(amine) scaffold with enhanced basicity and improved solubility compared to simpler aliphatic diamines. It functions effectively in transition-metal catalysis, particularly in ligand design for palladium-catalyzed cross-coupling reactions, where its nitrogen geometry supports stable complex formation. The dihydrochloride salt enhances bench stability and facilitates handling in aqueous or polar media, enabling efficient incorporation into modular synthetic routes for bioactive heterocycles and pharmaceutical intermediates.

Safety Information

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GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅲ
Hazard Statements : H228
Precautionary Statements : P210-P240-P241-P280-P370+P378

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Computational Chemistry Data

  • TPSA   15.27
  • LogP   0.5059
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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