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

  • CAS No. 2231676-00-7

  • Cat. No. CS-0184060
  • Purity≥97%
  • MDL No.None

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

6-Methyl-3,6-diazabicyclo[3.1.1]heptane dihydrochloride|CS-0184060

Structure of 2231676-00-7

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General Information

  • CAS No. 2231676-00-7
  • Cat. No. CS-0184060
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature, keep dry and cool
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₄Cl₂N₂
  • Molecular Weight 185.09
  • Synonym(s) 6-Methyl-3,6-diaza-bicyclo[3.1.1]heptane dihydrochloride
  • SMILES CN1C2CNCC1C2.[H]Cl.[H]Cl

Description

6-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 methyl substituent at the 6-position fine-tunes electronic properties and steric profile, improving selectivity in asymmetric synthesis. Its dihydrochloride form ensures high stability and ease of handling under standard laboratory conditions.

Application

6-Methyl-3,6-diazabicyclo[3.1.1]heptane dihydrochloride serves as a versatile, bench-stable nitrogen heterocycle enabling efficient transition metal catalysis and amine coupling reactions. Its rigid bicyclic structure confers high basicity and excellent functional group tolerance, facilitating use in Suzuki-Miyaura couplings, Buchwald-Hartwig aminations, and as a ligand scaffold in palladium-catalyzed transformations. The dihydrochloride salt form enhances solubility and handling, making it ideal for scalable synthetic workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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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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