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M56557

4-Methylmorpholine

ReagentPlus®, 99%

Synonym(s):

N-Methylmorpholine, 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:
57654399
EC Number:
203-640-0
Beilstein/REAXYS Number:
102719
MDL number:
MFCD00006175
Assay:
99%
Bp:
115-116 °C/750 mmHg (lit.)
Vapor pressure:
18 mmHg ( 20 °C)
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vapor density

>1 (vs air)

Quality Level

200

vapor pressure

18 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

form

liquid

dilution

(for general lab use)

refractive index

n20/D 1.435 (lit.)

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

General description

4-methylmorpholine, also known as N-Methylmorpholine, is a cyclic tertiary amine and is commonly used as a highly valuable solvent and a fine chemical for cellulose.

Application

4-methylmorpholine is used:
  • in the synthesis of N-methylmorpholine-N-oxide (NMMO)
  • as an effective and inexpensive additive for highly enantioselective arylation of aryl aldehydes catalyzed by the (S)-H8-BINOL-Ti(Oi-Pr)2 complex
4-Methylmorpholine can be used to synthesize N-butyl-N-methylmorpholinium bromide by reacting with bromobutane.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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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
MKCW2209
MKCS8951
MKCT3269
MKCR0297
MKCS2476

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Cha J H, et al.
Korean Journal of Chemical Engineering, 24(6), 1089-1094 (2007)
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
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