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Merck

407704

4-Methylmorpholine

purified by redistillation, ≥99.5%

Synonym(s):

NMM

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About This Item

Empirical Formula (Hill Notation):
C5H11NO
CAS Number:
109-02-4
Molecular Weight:
101.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24865480
EC Number:
203-640-0
Beilstein/REAXYS Number:
102719
MDL number:
MFCD00006175

Key Documents

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Product Name

4-Methylmorpholine, purified by redistillation, ≥99.5%

InChI key

SJRJJKPEHAURKC-UHFFFAOYSA-N

InChI

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

SMILES string

CN1CCOCC1

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.)

functional group

ether

Quality Level

200

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Application

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

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.

signalword

Danger

Hazard Classifications

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

Storage Class

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

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS3060
SHBR0840
SHBQ1410
SHBN8658
SHBM4325

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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.
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)
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
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 Belin et al.
British journal of industrial medicine, 40(3), 251-257 (1983-08-01)
Investigations of respiratory symptoms among workers in a factory producing polyurethane foam included measurement of air pollution with amines and isocyanates and a simultaneous health investigation of the exposed workers. An increased bronchial reactivity to inhaled methacholine was found in
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