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Merck

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)

Key Documents

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Product Name

4-Methylmorpholine, ReagentPlus®, 99%

form

liquid

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)

product line

ReagentPlus®

assay

99%

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.)

Quality Level

200

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Application

4-Methylmorpholine can be used to synthesize N-butyl-N-methylmorpholinium bromide by reacting with bromobutane.
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

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.

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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Size-controlled electrochemical synthesis of palladium nanoparticles using morpholinium ionic liquid.
Cha J H, et al.
Korean Journal of Chemical Engineering, 24(6), 1089-1094 (2007)
Benedetta Del Secco et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 18(9), 2142-2149 (2019-04-24)
Silica nanoparticles (NPs) are versatile nanomaterials, which are safe with respect to biomedical applications, and therefore are highly investigated. The advantages of NPs include their ease of preparation, inexpensive starting materials and the possibility of functionalization or loading with various
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
Sophie C Larnaudie et al.
Biomaterials, 178, 570-582 (2018-04-24)
Size and shape have progressively appeared as some of the key factors influencing the properties of nanosized drug delivery systems. In particular, elongated materials are thought to interact differently with cells and therefore may allow alterations of in vivo fate without
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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