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CS-W001157 4
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Mesitylmethanamine

  • CAS No. 40393-99-5

  • Cat. No. CS-0072358
  • Purity≥98%
  • MDL No.None

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

Mesitylmethanamine|CS-0072358

Structure of 40393-99-5

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General Information

  • CAS No. 40393-99-5
  • Cat. No. CS-0072358
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅N
  • Molecular Weight 149.23
  • Synonym(s) 2,4,6-Trimethylbenzylamine
  • SMILES NCC1=C(C)C=C(C)C=C1C

Description

Mesitylmethanamine features a bulky mesityl group attached to a primary amine, conferring steric protection and enhanced stability. This electron-rich scaffold facilitates efficient coupling reactions and serves as a robust ligand in transition metal catalysis. The molecule exhibits excellent bench stability and solubility in common organic solvents, enabling straightforward handling in synthetic workflows.

Application

Mesitylmethanamine serves as a versatile building block in synthetic organic chemistry, offering a sterically hindered aromatic amine with enhanced stability and solubility. Its tertiary amine functionality facilitates efficient nucleophilic reactions, including imine formation and reductive amination, while the mesityl group provides robust steric protection and electronic modulation. This compound enables reliable access to functionalized heterocycles and pharmaceutical intermediates, with excellent bench stability and straightforward purification.

Synthesis

  • Route1
    • alpha-2-Chloroisodurene|CS-0128803
      1585-16-6
    • ~60%
    • In-stock
      Mesitylmethanamine|CS-0072358
      40393-99-5

    References

    • Texas Biotechnology Corporation Patent: US6420567 B1, 2002 ; US 6420567 B1
  • Route2

    References

    • Fuson; Denton Journal of the American Chemical Society, 1941 , vol. 63, p. 654
  • Route3
    • null|null
      93368-76-4
    • ~%
    • In-stock
      Mesitylmethanamine|CS-0072358
      40393-99-5

    References

    • Wu, Chengde; Decker, E. Radford; Blok, Natalie; Bui, Huong; Chen, Qi; Raju; Bourgoyne, Andree R.; Knowles, Vippra; Biediger, Ronald J.; Market, Robert V.; Lin, Shuqun; Dupre, Brian; Kogan, Timothy P.; Holland, George W.; Brock, Tommy A.; Dixon, Richard A. F. Journal of Medicinal Chemistry, 1999 , vol. 42, # 22 p. 4485 - 4499

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.07056
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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