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Key Documents

M56557

Sigma-Aldrich

4-Methylmorpholine

ReagentPlus®, 99%

Synonym(s):

N-Methylmorpholine, NMM

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About This Item

Empirical Formula (Hill Notation):
C5H11NO
CAS Number:
Molecular Weight:
101.15
Beilstein:
102719
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
bp:
115-116 °C/750 mmHg (lit.)
vapor pressure:
18 mmHg ( 20 °C)

vapor density

>1 (vs air)

Quality Level

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

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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

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 - closed cup - DIN 51755 Part 1

Flash Point(C)

12 °C - closed cup - DIN 51755 Part 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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