Date published: 2025-12-19

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N-Methylmorpholine (CAS 109-02-4)

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Alternate Names:
4-methylmorpholin
Application:
N-Methylmorpholine is a morpholine-containing compound used for protein sequencing analysis
CAS Number:
109-02-4
Purity:
≥99%
Molecular Weight:
101.15
Molecular Formula:
C5H11NO
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-Methylmorpholine is frequently used in organic synthesis, particularly as a base in various chemical reactions. This compound is instrumental in the production of pharmaceuticals, agrochemicals, and dyes, where it acts as a catalyst or a reagent to facilitate specific transformations. Researchers utilize N-Methylmorpholine to study its efficiency and selectivity in promoting reactions, such as esterifications and the removal of protecting groups. Its role in the synthesis of complex organic molecules is critical in advancing methodologies that are more efficient and environmentally friendly. Additionally, N-Methylmorpholine is studied in the context of solvent systems, where its properties are analyzed to understand its behavior and interactions in different chemical environments, thereby contributing to the development of better reaction mediums.


N-Methylmorpholine (CAS 109-02-4) References

  1. Maternal and fetal toxicity of N-methylmorpholine by oral administration in rats.  |  Sitarek, K. 1999. Teratog Carcinog Mutagen. 19: 369-76. PMID: 10587407
  2. Formation of quinol co-crystals with hydrogen-bond acceptors.  |  Oswald, ID., et al. 2005. Acta Crystallogr B. 61: 46-57. PMID: 15659857
  3. The mechanism of carbon dioxide catalysis in the hydrogen peroxide N-oxidation of amines.  |  Balagam, B. and Richardson, DE. 2008. Inorg Chem. 47: 1173-8. PMID: 18179203
  4. DFT, FT-Raman, FT-IR, HOMO-LUMO and NBO studies of 4-Methylmorpholine.  |  Balachandran, V., et al. 2012. Spectrochim Acta A Mol Biomol Spectrosc. 97: 1101-10. PMID: 22929905
  5. A qualitative method for prediction of amine oxidation in methanol and water.  |  Bäcktorp, C., et al. 2015. J Pharm Sci. 104: 1409-20. PMID: 25712623
  6. The inexpensive additive N-methylmorpholine effectively decreases the equivalents of nucleophiles in the catalytic highly enantioselective arylation of aryl aldehydes.  |  Wang, P., et al. 2017. Chirality. 29: 443-450. PMID: 28543685
  7. Oscillatory Photoelectron Signal of N-Methylmorpholine as a Test Case for the Algebraic-Diagrammatic Construction Method of Second Order.  |  Dsouza, R., et al. 2018. J Phys Chem A. 122: 9688-9700. PMID: 30481023
  8. Ultrafast X-ray scattering reveals vibrational coherence following Rydberg excitation.  |  Stankus, B., et al. 2019. Nat Chem. 11: 716-721. PMID: 31285542
  9. Double C-N bond cleavages of N-alkyl 4-oxopiperidinium salts: access to unsymmetrical tertiary sulfonamides.  |  Fu, Y., et al. 2019. Org Biomol Chem. 17: 10172-10177. PMID: 31755519
  10. Rapid and Mild Lactamization Using Highly Electrophilic Triphosgene in a Microflow Reactor.  |  Fuse, S., et al. 2021. Chemistry. 27: 7525-7532. PMID: 33496974
  11. Synthesis and Aminomethylation of 2-Amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile N-Methylmorpholinium Salt.  |  Kurskova, AO., et al. 2022. Russ J Gen Chem. 92: 779-790. PMID: 35729943
  12. Determination of N-methylmorpholine in air samples from a polyurethane foam factory. Comparison between two methods using gas chromatography and isotachophoresis for analysis.  |  Hansén, L., et al. 1986. Scand J Work Environ Health. 12: 66-9. PMID: 3961443
  13. Isolation of N-methylmorpholine from the seeds of Cassia occidentalis L. (coffee senna).  |  Kim, HL., et al. 1971. J Agric Food Chem. 19: 198-9. PMID: 5540753
  14. Biodegradation of N-methylmorpholine-N-oxide.  |  Meister, G. and Wechsler, M. 1998. Biodegradation. 9: 91-102. PMID: 9821255

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-Methylmorpholine, 25 ml

sc-208047
25 ml
$35.00

N-Methylmorpholine, 100 ml

sc-208047A
100 ml
$115.00