4-methylmorpholine

Structural formula
General
Surname	4-methylmorpholine
other names	N -methylmorpholine 4-methyltetrahydro-1,4-oxazine NMM
Molecular formula	C 5 H 11 NO
Brief description	colorless liquid with an amine-like odor
External identifiers / databases
CAS number 109-02-4 EC number 203-640-0 ECHA InfoCard 100.003.310 PubChem 7972 Wikidata Q2542075
properties
Molar mass	101.15 g mol −1
Physical state	liquid
density	0.91 g cm −3
Melting point	−66 ° C
boiling point	116 ° C
Vapor pressure	30 hPa (20 ° C)
solubility	miscible with water miscible with alcohol, ether and other organic solvents
Refractive index	1.4355 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 225-302-314 P: 210-280-305 + 351 + 338-310
Toxicological data	1960 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

4-methylmorpholine is a chemical compound from the group of nitrogen - oxygen - heterocycles .

Extraction and presentation

4-methylmorpholine can be obtained by reacting methylamine with diethylene glycol and by hydrogenolysis of N -formylmorpholine . The compound can also be obtained from morpholine and formaldehyde or methanol .

properties

4-methylmorpholine is a highly flammable, volatile, colorless liquid with an amine-like odor that is miscible with water. Its aqueous solution has an alkaline reaction.

use

4-methylmorpholine is used as a solvent for dyes, resins, waxes and medicines. It serves as a crosslinker in the production of polyurethane foams , elastomers and adhesives. It is used as a precursor for the production of N -methylmorpholine- N -oxide - and morpholinium cations -based ionic liquids. It is used as a corrosion inhibitor and anti-limescale in industry. It is also used in paint removers.

safety instructions

The vapors of 4-methylmorpholine can form an explosive mixture with air ( flash point 13 ° C, ignition temperature 165 ° C).

Individual evidence

1. ↑ ^{a b c d e f g h i j k l} Entry on 4-methylmorpholine in the GESTIS substance database of the IFA , accessed on December 3, 2018(JavaScript required) .
2. ↑ ^{a b c} Entry on 4-methylmorpholine. In: Römpp Online . Georg Thieme Verlag, accessed on December 3, 2018.
3. ↑ ^{a b} Data sheet 4-Methylmorpholine, 99% from AlfaAesar, accessed on December 3, 2018 ( PDF )(JavaScript required) .
4. ↑ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke (2005). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi : 10.1002 / 14356007.a02_001