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Merck

67870

Sigma-Aldrich

4-Methylmorpholine

purum, ≥98.0% (GC)

Synonym(s):

N-Methylmorpholine, NMM

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About This Item

Empirical Formula (Hill Notation):
C5H11NO
CAS Number:
Molecular Weight:
101.15
Beilstein:
102719
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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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.)

functional group

ether

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1 of 4

This Item
M565576786969110
Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

density

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

density

0.92 g/mL at 25 °C (lit.)

density

0.92 g/mL at 25 °C (lit.)

density

0.800 g/mL at 20 °C (lit.)

refractive index

n20/D 1.435 (lit.)

refractive index

n20/D 1.435 (lit.)

refractive index

n20/D 1.435 (lit.)

refractive index

n20/D 1.425

mp

−66 °C (lit.)

mp

−66 °C (lit.)

mp

−66 °C (lit.)

mp

-

bp

115-116 °C/750 mmHg (lit.)

bp

115-116 °C/750 mmHg (lit.)

bp

115-116 °C/750 mmHg (lit.)

bp

76-80 °C (lit.)

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 - closed cup - DIN 51755 Part 1

Flash Point(C)

12 °C - closed cup - DIN 51755 Part 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Investigating triazine-based modification of hyaluronan using statistical designs.
Liang J, et al.
Carbohydrate Polymers, 132, 472-480 (2015)
High relaxivity MRI imaging reagents from bimodal star polymers.
Adkins CT, et al.
Polym. Chem., 3(2), 390-398 (2012)
A Peptide-Guided System with Programmable Subcellular Translocation for Targeted Therapy and Bypassing Multidrug Resistance.
Zhu Y, et al.
Analytical Chemistry, 164(13), A3342-A3348 (2018)
Complexing Additives to Reduce the Immiscible Phase Formed in the Hybrid ZnBr2 Flow Battery.
Bryans D, et al.
Journal of the Electrochemical Society, 164(13), A3342-A3348 (2017)
Relationship between the Structure of Ionic Liquid and Its Enrichment Ability To Trace Fungicides from an Environmental Water Sample.
Yang J, et al.
Journal of Agricultural and Food Chemistry, 66(36), 9418-9425 (2018)

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