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CS-W001157 4
Total: USD 88.00

(2R)-2-Methylmorpholine

  • CAS No. 790184-33-7

  • Cat. No. CS-0019313
  • Purity≥96%
  • MDL No.MFCD11041200

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

(2R)-2-Methylmorpholine|CS-0019313

Structure of 790184-33-7

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General Information

  • CAS No. 790184-33-7
  • Cat. No. CS-0019313
  • Purity ≥96%
  • MDL No. MFCD11041200
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁NO
  • Molecular Weight 101.15
  • Synonym(s) (2R)-2-Methylmorpholine; (R)-2-Methylmorpholine; Morpholine,2-methyl-, (R)-
  • SMILES C[C@@H]1CNCCO1

Description

(2R)-2-Methylmorpholine is a chiral, bench-stable heterocycle featuring a stereogenic center at the 2-position. This configuration imparts distinct spatial orientation to the nitrogen lone pair, enhancing its utility in asymmetric synthesis and as a selective ligand in transition metal catalysis. The molecule’s polar, saturated ring structure enables favorable solubility in common organic solvents while maintaining low nucleophilicity under standard reaction conditions.

Application

(2R)-2-Methylmorpholine serves as a chiral auxiliary and versatile building block in asymmetric synthesis, enabling stereoselective transformations through its well-defined stereochemistry. It functions effectively as a nucleophilic catalyst or ligand in transition-metal-catalyzed reactions, offering enhanced control in C–C and C–heteroatom bond formation. The compound exhibits favorable bench stability, ease of handling, and compatibility with common functional groups, making it a practical choice for iterative synthetic sequences and process-scale applications.

Synthesis

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      (2R)-2-Methylmorpholine|CS-0019313
      790184-33-7

    References

    • Journal of Organic Chemistry, , vol. 71, # 23 p. 8854 - 8863
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      (2R)-2-Methylmorpholine|CS-0019313
      790184-33-7

    References

    • Journal of Organic Chemistry, , vol. 71, # 23 p. 8854 - 8863
  • Route3
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      914359-85-6
    • ~%
    • In-stock
      (2R)-2-Methylmorpholine|CS-0019313
      790184-33-7

    References

    • Journal of Organic Chemistry, , vol. 71, # 23 p. 8854 - 8863

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05
Signal Word : Danger
UN#: 2920
Class : 8 (3)
Packing Group : Ⅱ
Hazard Statements : H226-H314-H318
Precautionary Statements : P210-P240-P241-P280-P370+P378

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Computational Chemistry Data

  • TPSA   21.26
  • LogP   -0.0053
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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