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CS-W001157 4
Total: USD 88.00

3,5-Dimethylmorpholine

  • CAS No. 123-57-9

  • Cat. No. CS-0075433
  • Purity≥97%
  • MDL No.None

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

3,5-Dimethylmorpholine|CS-0075433

Structure of 123-57-9

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General Information

  • CAS No. 123-57-9
  • Cat. No. CS-0075433
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₃NO
  • Molecular Weight 115.17
  • Synonym(s) None
  • SMILES CC1NC(C)COC1

Description

3,5-Dimethylmorpholine is a sterically hindered, bench-stable nitrogen heterocycle featuring two methyl groups at the 3 and 5 positions. This substitution pattern enhances solubility in organic media while reducing basicity compared to morpholine. The molecule integrates readily into synthetic pathways requiring a stable, moderately polar amine with controlled reactivity.

Application

3,5-Dimethylmorpholine serves as a versatile nitrogen-containing heterocycle in synthetic organic chemistry, functioning as a stable, bench-friendly base and nucleophile. Its tertiary amine functionality enables efficient deprotonation and facilitates SN2 reactions, while the methyl substituents enhance solubility and reduce basicity compared to morpholine. It is widely employed in medicinal chemistry scaffolds and as a building block for catalytic systems due to its favorable steric and electronic profile.

Synthesis

  • Route1

    References

    • PHARMACIA and UPJOHN COMPANY Patent: WO2004/31195 A1, 2004 ; Location in patent: Page 44 ; WO 2004/031195 A1
  • Route2
    • 2,2'-Azanediylbis(propan-1-ol)|CS-0336324
      2294-46-4
    • ~%
    • In-stock
      3,5-Dimethylmorpholine|CS-0075433
      123-57-9

    References

    • KARYOPHARM THERAPEUTICS, INC.; SANDANAYAKA, Vincent, P.; SHECHTER, Sharon; SHACHAM, Sharon; MCCAULEY, Dilara; BALOGLU, Erkan Patent: WO2013/170068 A2, 2013 ; Location in patent: Paragraph 00289 ;
  • Route3
    • null|null
      313974-82-2
    • ~%
    • In-stock
      3,5-Dimethylmorpholine|CS-0075433
      123-57-9
    • null|null
      1194-02-1

    References

    • Welfide Corporation Patent: US6288061 B1, 2001 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H302-H315-H318-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

  • TPSA   21.26
  • LogP   0.3832
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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