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Key Documents

8.05894

Sigma-Aldrich

4-Methylmorpholine

for synthesis

Synonym(s):

4-Methylmorpholine, NMM, N-Methylmorpholine

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About This Item

Empirical Formula (Hill Notation):
C5H11NO
CAS Number:
Molecular Weight:
101.15
MDL number:
UNSPSC Code:
12352005
EC Index Number:
203-640-0
NACRES:
NA.22
grade:
for synthesis
synthesis grade
bp:
112-114 °C/1013 hPa
vapor pressure:
23.5 hPa ( 20 °C)

grade

for synthesis
synthesis grade

Quality Level

vapor pressure

23.5 hPa ( 20 °C)

Assay

≥98% (GC)

form

liquid

autoignition temp.

165 °C (DIN 51794)

potency

1960 mg/kg LD50, oral (Rat)
1240 mg/kg LD50, skin (Rabbit)

expl. lim.

2.1 % (v/v)

dilution

(for synthesis)

pH

10.6 (20 °C, 50 g/L in H2O)

bp

112-114 °C/1013 hPa

mp

-66 °C

transition temp

flash point 12.5 °C (DIN 51755 Part 1)

density

0.92 g/cm3 at 20 °C

storage temp.

2-30°C

SMILES string

N1(CCOCC1)C

InChI

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

InChI key

SJRJJKPEHAURKC-UHFFFAOYSA-N

Application

4-Methylmorpholine can be used as:
  • A precursor to prepare N-methylmorpholine N-oxide and 1-butyl-1-methylmorpholinium bromide ([BMmo][Br]), a monocation ionic liquid.
  • A reactant to synthesize quaternary ammonium complexes applicable as complexing agents in redox flow batteries.
  • A basic catalyst in the synthesis of thiobenzamides via Willgerodt-Kindler′s reaction.
  • An activating agent to synthesize hyaluronic acid-based biopolymer for cosmetic, pharmaceutical, and nutraceutical applications.

Analysis Note

Assay (GC, area%): ≥ 98 %
Density (d 20 °C/ 4 °C): 0.917 - 0.918
Identity (IR): passes test

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


Certificates of Analysis (COA)

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