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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:
109-02-4
Molecular Weight:
101.15
MDL number:
MFCD00006175
UNSPSC Code:
12352005
EC Index Number:
203-640-0
NACRES:
NA.22

vapor pressure

23.5 hPa ( 20 °C)

Quality Level

200

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)

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

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

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jiale Yang et al.
Journal of agricultural and food chemistry, 66(36), 9418-9425 (2018-08-23)
To elucidate the relationship between the structure of ionic liquid (IL) and its enrichment ability to trace pesticides from an environmental water sample, a series of imidazole-based ILs were synthesized to extract four fungicides (boscalid, cyprodinil, fluazinam, and pyrimethanil) through
Uxua Jiménez-Blasco et al.
International journal of molecular sciences, 22(17) (2021-09-11)
Redox flow batteries (RFB) are one of the most interesting technologies in the field of energy storage, since they allow the decoupling of power and capacity. Zinc-bromine flow batteries (ZBFB) are a type of hybrid RFB, as the capacity depends
Enantioselective arene epoxidation under mild conditions by Jacobsen catalyst: The role of protic solvent and co-catalyst in the activation of hydrogen peroxide
Rocha M, et al.
Applied Catalysis A: General, 460, 116-123 (2013)

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