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Merck

M56557

4-Methylmorpholine

ReagentPlus®, 99%

Sinónimos:

N-Methylmorpholine, NMM

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Fórmula empírica (notación de Hill):
C5H11NO
Número CAS:
Peso molecular:
101.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-640-0
Beilstein/REAXYS Number:
102719
MDL number:
Assay:
99%
Bp:
115-116 °C/750 mmHg (lit.)
Vapor pressure:
18 mmHg ( 20 °C)
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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

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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 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

Legal Information

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

signalword

Danger

Hazard Classifications

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

Clase de almacenamiento

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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Cha J H, et al.
Korean Journal of Chemical Engineering, 24(6), 1089-1094 (2007)
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
Seán D McDermott et al.
Forensic science international, 212(1-3), 13-21 (2011-07-22)
During the analysis of "seized samples", suspected of containing 4-methylmethcathinone (mephedrone) and N-ethylcathinone (ethcathinone) additional compounds were observed in the GCMS chromatogram. These compounds were suspected to be the corresponding phenylacetone isomers of mephedrone and ethcathinone respectively. These isomers are

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