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407704

Sigma-Aldrich

4-Methylmorpholine

purified by redistillation, ≥99.5%

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

vapor density

>1 (vs air)

vapor pressure

18 mmHg ( 20 °C)

Assay

≥99.5%

form

liquid

purified by

glass distillation
redistillation

refractive index

n20/D 1.435 (lit.)

pH

10.6 (20 °C, 50 g/L)

bp

115-116 °C/750 mmHg (lit.)

mp

−66 °C (lit.)

density

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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This Item
67870M56557109932
4-Methylmorpholine purified by redistillation, ≥99.5%

Sigma-Aldrich

407704

4-Methylmorpholine

4-Methylmorpholine purum, ≥98.0% (GC)

Sigma-Aldrich

67870

4-Methylmorpholine

4-Methylmorpholine ReagentPlus®, 99%

Sigma-Aldrich

M56557

4-Methylmorpholine

4-Ethylmorpholine 97%

Sigma-Aldrich

109932

4-Ethylmorpholine

vapor pressure

18 mmHg ( 20 °C)

vapor pressure

18 mmHg ( 20 °C)

vapor pressure

18 mmHg ( 20 °C)

vapor pressure

-

assay

≥99.5%

assay

≥98.0% (GC)

assay

99%

assay

97%

form

liquid

form

-

form

liquid

form

-

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 1.441 (lit.)

pH

10.6 (20 °C, 50 g/L)

pH

-

pH

-

pH

-

General description

4-Methylmorpholine is an economical cation useful for the preparation of morpholinium cation-based ionic liquids. The experimental FT-IR and FT-Raman spectra of 4-methylmorpholine has been recorded over the range 4000-400cm-1 and 3500-100cm-1 respectively. It undergoes fluorination with cobalt(III) fluoride to afford highly fluorinated morpholines, which were characterized by mass and NMR spectroscopy.

Application

4-Methylmorpholine may be used in the preparation of N-ethyl-N-methylmorpholinium bis(trifluoromethanesulfonyl)imide.

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

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The fluorination of 4-methylmorpholine over cobalt (III) fluoride: The isolation and characterisation of some novel polyfluoro-4-methylmorpholines by mass spectrometry and nmr spectroscopy; the mechanism of the title reaction.
Rendell RW and Wright B.
Tetrahedron, 34(2), 197-203 (1978)
Ki-Sub Kim et al.
Chemical communications (Cambridge, England), (7)(7), 828-829 (2004-03-27)
Ionic liquids based on N-alkyl-N-methylmorpholinium salts have been synthesized and the physical and electrochemical characteristics of this family of ionic liquids have been investigated for use as electrolytes.
V Balachandran et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 97, 1101-1110 (2012-08-30)
The experimental FT-IR (4000-400 cm(-1)) and FT-Raman (3500-100 cm(-1)) spectra of 4-Methylmorpholine were recorded. The observed bands were interpreted with the aid of normal coordinate analysis and force field calculations based on density functional theory (DFT) using B3LYP functional theory
L Hansén et al.
Scandinavian journal of work, environment & health, 12(1), 66-69 (1986-02-01)
The N-methylmorpholine levels in workroom air in a polyurethane foam factory were determined by two methods in which midget impinger flasks were used for sampling. The analyses were performed by gas chromatography and isotachophoresis. The values obtained by the gas
Mahdi Khodaverdi et al.
Journal of industrial microbiology & biotechnology, 39(3), 429-438 (2011-11-05)
Pretreatment of cellulose with an industrial cellulosic solvent, N-methylmorpholine-N-oxide, showed promising results in increasing the rate of subsequent enzymatic hydrolysis. Cotton linter was used as high crystalline cellulose. After the pretreatment, the cellulose was almost completely hydrolyzed in less than

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