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Merck
CN

8.05894

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
UNSPSC Code:
12352005
EC Index Number:
203-640-0
NACRES:
NA.22
MDL number:
Assay:
≥98% (GC)
Grade:
synthesis grade
Bp:
112-114 °C/1013 hPa
Vapor pressure:
23.5 hPa ( 20 °C)
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grade

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


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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

Regulatory Information

危险化学品

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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)
Sabrina Sciabica et al.
Pharmaceutics, 13(10) (2021-10-24)
Hyaluronic acid (HA), an excellent biomaterial with unique bio properties, is currently one of the most interesting polymers for many biomedical and cosmetic applications. However, several of its potential benefits are limited as it is rapidly degraded by hyaluronidase enzymes.
Comparative study of acid and basic catalysis in microwave assistance of Willgerodt-Kindler reaction for thiobenzamides and derivatives synthesis
Agnimonhan FH, et al.
International journal of biological and chemical sciences, 8(1), 386-393 (2014)



Global Trade Item Number

SKUGTIN
805894902504022536868257
805894100004022536388106
805894000504022536388083
805894250004022536748092
805894025004022536388090