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CS-W001157 4
Total: USD 88.00

1,3-Bis(dimethylamino)benzene

  • CAS No. 22440-93-3

  • Cat. No. CS-0086566
  • Purity≥95%
  • MDL No.MFCD23704402

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

1,3-Bis(dimethylamino)benzene|CS-0086566

Structure of 22440-93-3

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General Information

  • CAS No. 22440-93-3
  • Cat. No. CS-0086566
  • Purity ≥95%
  • MDL No. MFCD23704402
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆N₂
  • Molecular Weight None
  • Synonym(s) 1,3-Benzenediamine, N,N,N',N'-tetramethyl-
  • SMILES CN(C)C1=CC(N(C)C)=CC=C1

Description

1,3-Bis(dimethylamino)benzene features two dimethylamino groups positioned at the meta-para relative to each other on the benzene ring, creating a highly electron-rich aromatic system. This configuration enhances its nucleophilicity and stabilizes charge delocalization, making it valuable in catalytic systems and as a ligand in transition metal complexes. The molecule exhibits excellent solubility in organic solvents and maintains stability under standard bench conditions.

Application

1,3-Bis(dimethylamino)benzene serves as a versatile electron-rich aromatic scaffold, enabling efficient palladium-catalyzed cross-coupling reactions and serving as a key building block in the synthesis of functionalized heterocycles. Its dual dimethylamino groups enhance reactivity in electrophilic substitution and provide robust solubility and bench stability for industrial-scale applications.

Synthesis

  • Route1
    • null|null
      124-40-3
    • null|null
      541-73-1
    • ~94%
    • In-stock
      1,3-Bis(dimethylamino)benzene|CS-0086566
      22440-93-3

    References

    • Han, Chong; Buchwald, Stephen L. Journal of the American Chemical Society, 2009 , vol. 131, p. 7532 - 7533
  • Route2
    • null|null
      67-56-1
    • null|null
      108-45-2
    • ~%
    • In-stock
      1,3-Bis(dimethylamino)benzene|CS-0086566
      22440-93-3

    References

    • Wurster; Morley Chemische Berichte, 1879 , vol. 12, p. 1814
  • Route3
    • null|null
      67-56-1
    • ~%
    • In-stock
      1,3-Bis(dimethylamino)benzene|CS-0086566
      22440-93-3

    References

    • Pinnow Chemische Berichte, 1899 , vol. 32, p. 1405 Full Text Show Details Pinnow; Wegner Chemische Berichte, 1897 , vol. 30, p. 3111

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H317-H319-H335-H412
Precautionary Statements : P261-P264-P270-P271-P272-P273-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   6.48
  • LogP   1.8186
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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