Cas no 74572-14-8 ((2S)-2-ethylmorpholine)

(2S)-2-Ethylmorpholine is a chiral morpholine derivative characterized by its stereospecific (S)-configuration at the 2-position. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals, where enantioselectivity is critical. Its ethyl substituent enhances lipophilicity, influencing solubility and reactivity in synthetic pathways. The morpholine ring provides a stable heterocyclic framework, facilitating its use as a building block for complex molecules. (2S)-2-Ethylmorpholine is often employed in asymmetric catalysis and as a chiral auxiliary due to its rigid structure and ability to induce stereocontrol. High purity grades are available to meet stringent research and industrial requirements.
(2S)-2-ethylmorpholine structure
(2S)-2-ethylmorpholine structure
Product Name:(2S)-2-ethylmorpholine
CAS No:74572-14-8
MF:C6H13NO
MW:115.173521757126
MDL:MFCD11519095
CID:547929
PubChem ID:25497581
Update Time:2025-10-28

(2S)-2-ethylmorpholine Chemical and Physical Properties

Names and Identifiers

    • (S)-2-Ethylmorpholine
    • (1S,4S)-2-aza-5-oxabicyclo-[2.2.1]heptane
    • Morpholine,2-ethyl-, (S)- (9CI)
    • LogP
    • morpholine, 2-ethyl-, (2S)-
    • (S)-2-Ethyl-morpholine
    • (2S)-2-ethylmorpholine
    • AKOS006354796
    • A19126
    • AMY21360
    • EN300-2971194
    • SCHEMBL322796
    • 74572-14-8
    • CS-0094360
    • DTXSID70649703
    • DB-074844
    • G67337
    • MDL: MFCD11519095
    • Inchi: 1S/C6H13NO/c1-2-6-5-7-3-4-8-6/h6-7H,2-5H2,1H3/t6-/m0/s1
    • InChI Key: RGNFMQJLAOONTP-LURJTMIESA-N
    • SMILES: O1CCNC[C@@H]1CC

Computed Properties

  • Exact Mass: 115.09979
  • Monoisotopic Mass: 115.099714038g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 65.5
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.4
  • Topological Polar Surface Area: 21.3?2

Experimental Properties

  • PSA: 21.26

(2S)-2-ethylmorpholine Pricemore >>

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Additional information on (2S)-2-ethylmorpholine

(2S)-2-Ethylmorpholine (CAS No. 74572-14-8): An Overview of Its Properties, Applications, and Recent Research

(2S)-2-Ethylmorpholine (CAS No. 74572-14-8) is a chiral compound that has garnered significant attention in the fields of organic synthesis, pharmaceuticals, and materials science due to its unique properties and versatile applications. This compound is a member of the morpholine family, characterized by a six-membered ring containing an oxygen atom and an ethyl group attached to the nitrogen atom. The chiral center at the nitrogen atom imparts enantiomeric specificity, which is crucial for various chemical and biological processes.

The chemical structure of (2S)-2-ethylmorpholine is defined by its molecular formula C7H15NO, with a molecular weight of approximately 133.20 g/mol. The compound is a colorless liquid at room temperature and exhibits good solubility in common organic solvents such as ethanol, acetone, and dichloromethane. Its physical properties, including boiling point and melting point, are well-documented in the literature and are essential for its use in various applications.

In the realm of organic synthesis, (2S)-2-ethylmorpholine serves as a valuable chiral building block for the synthesis of complex molecules. Its enantiomeric purity makes it an ideal starting material for the preparation of chiral catalysts and ligands used in asymmetric synthesis. Recent research has highlighted its utility in the development of novel catalysts for enantioselective reactions, such as asymmetric hydrogenation and asymmetric allylic alkylation. These advancements have significant implications for the pharmaceutical industry, where enantiomerically pure compounds are often required for drug development.

The pharmaceutical applications of (2S)-2-ethylmorpholine are diverse and promising. As a chiral ligand, it can be used to modify the selectivity and efficiency of enzymatic reactions, which is crucial for the production of biologically active compounds. Additionally, its ability to form stable complexes with metal ions has led to its use in metalloenzyme mimics, which can be employed in drug delivery systems to enhance the bioavailability and therapeutic efficacy of drugs.

In materials science, (2S)-2-ethylmorpholine has been explored for its potential in the development of chiral materials with unique optical and electronic properties. Chiral polymers derived from this compound have shown promise in applications such as liquid crystals, sensors, and optoelectronic devices. The chirality of these materials can be exploited to create devices with enhanced performance characteristics, such as improved sensitivity and selectivity.

Recent studies have also focused on the environmental impact of chiral compounds like (2S)-2-ethylmorpholine. Researchers are investigating methods to synthesize these compounds using green chemistry principles to minimize environmental pollution and ensure sustainable production processes. Techniques such as biocatalysis and solvent-free reactions are being developed to achieve this goal.

The safety profile of (2S)-2-ethylmorpholine is an important consideration for its widespread use. Toxicological studies have shown that it has low toxicity when handled properly, making it suitable for use in laboratory settings and industrial applications. However, appropriate safety measures should always be followed to ensure safe handling and storage.

In conclusion, (2S)-2-ethylmorpholine (CAS No. 74572-14-8) is a versatile chiral compound with a wide range of applications in organic synthesis, pharmaceuticals, and materials science. Its unique properties make it an invaluable tool for researchers working on advanced materials and drug development. Ongoing research continues to uncover new uses for this compound, further solidifying its importance in the scientific community.

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