Merck
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67870

Sigma-Aldrich

4-Methylmorpholine

purum, ≥98.0% (GC)

Synonym(s):
N-Methylmorpholine, NMM
Empirical Formula (Hill Notation):
C5H11NO
CAS Number:
Molecular Weight:
101.15
Beilstein:
102719
EC Number:
MDL number:
PubChem Substance ID:

vapor density

>1 (vs air)

Quality Level

vapor pressure

18 mmHg ( 20 °C)

grade

purum

assay

≥98.0% (GC)

refractive index

n20/D 1.435 (lit.)
n20/D 1.435

bp

115-116 °C/750 mmHg (lit.)

mp

−66 °C (lit.)

density

0.918 g/mL at 20 °C
0.92 g/mL at 25 °C (lit.)

SMILES string

CN1CCOCC1

InChI

1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3

InChI key

SJRJJKPEHAURKC-UHFFFAOYSA-N

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Application

4-Methylmorpholine(NMM) has been used for amidation of hyaluronic acid to synthesize its derivative with potential applications in hydrogel synthesis and gold coatings.[1]
NMM can be used as a reactant for the synthesis of:
  • 1-Butyl-1-methylmorpholinium bromide ([BMmo][Br]), a monocation ionic liquid.[2]
  • Quaternary ammonium complexes that can be used as complexing agents in redox flow batteries (RFBs).[3]

It can also be used as an activating reagent:
  • For the synthesis of peptide-drug conjugate for targeted drug delivery.[4]
  • To synthesize acrylate star polymers with application as magnetic resonance imaging (MRI) agents.[5]

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

53.6 °F - DIN 51755 Part 1

Flash Point(C)

12 °C - DIN 51755 Part 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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