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N-METHYLMORPHOLINE

CAS NUMBER: 109-02-4

EC NUMBER: 203-640-0

MOLECULAR FORMULA: C5H11NO

MOLECULAR WEIGHT: 101.15

IUPAC NAME: 4-methylmorpholine

N-Methylmorpholine is the organic compound with the formula C5H11NO
N-Methylmorpholine is a colorless liquid. 

N-Methylmorpholine is a cyclic tertiary amine.
N-Methylmorpholine appears as a water-white liquid

N-Methylmorpholine has an ammonia-like odor.
N-Methylmorpholine is less dense than water

N-Methylmorpholine is insoluble in water.
N-Methylmorpholine is a natural product found in Senna occidentalis with data available. 

N-Methylmorpholine is used as a base catalyst for generation of polyurethanes and other reactions. 
N-Methylmorpholine is produced by the reaction of methylamine and diethylene glycol as well as by the hydrogenolysis of N-formylmorpholine.

N-Methylmorpholine is the precursor to N-methylmorpholine N-oxide, a commercially important oxidant.
N-Methylmorpholine, NMO or NMMO is an organic compound. 

This heterocyclic amine oxide and morpholine derivative is used in organic chemistry as a co-oxidant and sacrificial catalyst in oxidation reactions for instance in osmium tetroxide oxidations and the Sharpless asymmetric dihydroxylation or oxidations with TPAP.
N-Methylmorpholine is commercially supplied both as a monohydrate C5H11NO2·H2O and as the anhydrous compound. 

N-Methylmorpholine is used as a solvent for cellulose in the lyocell process to produce cellulose fibers.
N-Methylmorpholine is used as a solvent for paints, varnishes, lacquers, printing ink, and pharmaceuticals, among other applications

N-Methylmorpholine is also used as a reagent in synthetic organic chemistry and commercially for the swelling and dissolution of cellulose.
N-Methylmorpholine is employed as an intermediate to make flexible and rigid polyurethane foams, as a solvent in synthetic fiber production, and in industrial and professional coatings, adhesives, and sealants


USES: 
Solvent of Cellulose:
N-Methylmorpholine is used as a solvent in the lyocell process to produce lyocell fiber.

N-Methylmorpholine dissolves cellulose to form a solution called dope, and the cellulose is reprecipitated in a water bath to produce a fiber. 
The process is similar but not analogous to the viscose process. 

In the viscose process, cellulose is made soluble by conversion to its xanthate derivatives. 
With N-Methylmorpholine, cellulose is not derivatized but dissolves to give a homogeneous polymer solution. 

The resulting fiber is similar to viscose; this was observed, for example, for Valonia cellulose microfibrils. 
Dilution with water causes the cellulose to reprecipitate, i.e. the solvation of cellulose with N-Methylmorpholine is a water sensitive process.

Dissolution of Scleroproteins:
Another use of N-Methylmorpholine is in the dissolution of scleroprotein (found in animal tissue). 
This dissolution occurs in the crystal areas which are more homogeneous and contain glycine and alanine residues with a small number of other residues. 

How N-Methylmorpholine dissolves these proteins is scarcely studied. 
Other studies, however, have been done in similar amide systems (i.e. hexapeptide). 
The hydrogen bonds of the amides can be broken by N-Methylmorpholine

N-Methylmorpholine is available commercially as the monohydrate
N-Methylmorpholine has a melting point of 70 °C
N-Methylmorpholine is stable under normal conditions. 
N-Methylmorpholine is soluble in polar solvents, especially water.

N-Methylmorpholine displays characteristic reactivity with various transition metals, which undergo oxidation with this reagent. 
Because of this, N-Methylmorpholine is a preferred stoichiometric oxidant for transition metal-catalyzed oxidations.

N-Methylmorpholine is an organic compound used as a co-oxidant along with OsO4 and ruthenates in organic synthesis. 
In recent studies, N-Methylmorpholines has been used as a catalyst in silylcyanation of aldehydes and ketones.

N-Methylmorpholine is a regenerated cellulose fiber, can be prepared using 4-methylmorpholine N-oxide in an eco-friendly manner
N-Methylmorpholine is a morpholine N-oxide resulting from the oxidation of the amino group of N-methylmorpholine.

N-Methylmorpholine is used as a neutralizing amine for water reducible alkyd coatings
N-Methylmorpholine serves mainly as a reagent in the synthesis of active pharmaceutical ingredients.

N-Methylmorpholine is an excellent solvent
N-Methylmorpholine is an emulsifier

N-Methylmorpholine is a corrosion inhibitor
N-Methylmorpholine is a catalyst in polyurethane foamsextraction solvent

N-Methylmorpholine is a stabilizing agent for chlorinated hydrocarbons
N-Methylmorpholine also can be used as pesticide intermediates. 

N-Methylmorpholine is widely used in the synthesis of pesticide compounds such as insecticide, fungicide, plant growth regulator, etc. It is also used in the synthesis of fine chemicals such as surfactant, lubricant coolant, metal antirust agent, fiber treatment agent, etc.
N-Methylmorpholine is colorless and transparent liquid

N-Methylmorpholine has a characteristic odor. 
N-Methylmorpholine is soluble in organic solvents, miscible with water and ethanol.

N-Methylmorpholine is used as a solvent for dyes, resins, waxes and pharmaceuticals. 
N-Methylmorpholine acts as a crosslinker in the preparation of polyurethane foams, elastomers and adhesives. 

N-Methylmorpholine is used as a precursor to prepare N-methylmorpholine N-oxide and morpholinium cation based ionic liquids. 
N-Methylmorpholine is utilized as corrosion inhibitors and anti-scaling agents in industries.


PHYSICAL PROPERTIES: 

-Molecular Weight: 101.15    

-XLogP3: -0.3    

-Exact Mass: 101.084063974    

-Monoisotopic Mass: 101.084063974    

-Topological Polar Surface Area: 12.5 Ų    

-Physical Description: water-white liquid with an ammonia-like odor

-Color: Water white

-Form: Liquid

-Odor:  Ammonia-like odor

-Flash Point: 75 °F

-Vapor Pressure: 13.2 mmHg

-Melting Point: -66 °C

-Boiling Point: 115-116 °C

-Density: 0.92 g/mL

-Vapor density: >1


4-Methylmorpholine is used as a solvent for dyes, resins, waxes and pharmaceuticals. 
It acts as a crosslinker in the preparation of polyurethane foams, elastomers and adhesives. 

It is used as a precursor to prepare N-methylmorpholine N-oxide and morpholinium cation based ionic liquids. 
It is utilized as corrosion inhibitors and anti-scaling agents in industries.

4-Methylmorpholine is used as a solvent for dyes, resins, waxes and pharmaceuticals. 
It acts as a crosslinker in the preparation of polyurethane foams, elastomers and adhesives. 

It is used as a precursor to prepare N-methylmorpholine N-oxide and morpholinium cation based ionic liquids. 
It is utilized as corrosion inhibitors and anti-scaling agents in industries.


CHEMICAL PROPERTIES:

-Hydrogen Bond Donor Count: 0    

-Hydrogen Bond Acceptor Count: 2    

-Rotatable Bond Count: 0

-Heavy Atom Count: 7    

-Formal Charge: 0    

-Complexity: 50    

-Isotope Atom Count: 0    

-Defined Atom Stereocenter Count: 0    

-Undefined Atom Stereocenter Count: 0    

-Defined Bond Stereocenter Count: 0    

-Undefined Bond Stereocenter Count: 0    

-Covalently-Bonded Unit Count: 1    

-Compound Is Canonicalized: Yes

-Chemical Classes: Nitrogen Compounds -> Morpholines


N-Methylmorpholine's formula is C5H11NO
N-Methylmorpholine is a colorless liquid. 
N-Methylmorpholine has an ammonia-like odor.

N-Methylmorpholine is less dense than water
N-Methylmorpholine is insoluble in water.

N-Methylmorpholine is a natural product found in Senna occidentalis with data available. 
N-Methylmorpholine is used in organic chemistry as a co-oxidant and sacrificial catalyst in oxidation reactions for instance in osmium tetroxide oxidations and the Sharpless asymmetric dihydroxylation or oxidations with TPAP.

N-Methylmorpholine is used as a solvent for cellulose in the lyocell process to produce cellulose fibers.
N-Methylmorpholine is also used as a reagent in synthetic organic chemistry and commercially for the swelling and dissolution of cellulose.

N-Methylmorpholine is used as a solvent in the lyocell process to produce lyocell fiber.
N-Methylmorpholine is soluble in polar solvents, especially water.

N-Methylmorpholine is used as a neutralizing amine for water reducible alkyd coatings
N-Methylmorpholine is an excellent solvent

N-Methylmorpholine is a stabilizing agent for chlorinated hydrocarbons
N-Methylmorpholine also can be used as pesticide intermediates. 

N-Methylmorpholine is colorless and transparent liquid
N-Methylmorpholine is soluble in organic solvents, miscible with water and ethanol.
N-Methylmorpholine is used as a solvent for dyes, resins, waxes and pharmaceuticals. 


SYNONYMS: 

4-Methylmorpholine
N-METHYLMORPHOLINE
109-02-4
Morpholine, 4-methyl-
Methylmorpholine
1-Methylmorpholine
4-methylmorpholin
Morpholine, N-methyl-
N-methyl morpholine
4-Methylmorfolin
NSC 9382
4-methyl-morpholine
4-Methylmorfolin
N-Methylmorpholin
N-methyl morpholine hydrochloride
CAS-109-02-4
EINECS 203-640-0
Morpholinomethyl-polystyrene
UNII-11P91ANU5X
AI3-24289
4methylmorpholine
methyl-morpholine
N-methylmopholine
N-methylmorphline
N-methymorpholine
N-metylmorpholine
4-methlmorpholine
4-methylmopholine
4-methymorpholine
N-methyhnorpholine
N-methyimorpholine
Texacat NMM
4-methyimorpholine
4-Methyl-1-oxa-4-azacyclohexane
N-methyl morpholin
N-methyl-mopholine
N-methyl-morpholin
N-metyl-morpholine
4-methyl morpholin
N -methylmorpholine
N- methylmorpholine
N--methylmorpholine
N-mehtyl morpholine
N-methylmor-pholine
N-methylmorpho-line
p-Methyl morpholine
4 -methylmorpholine
4-methyl morpholine
MFCD00006175
4-N-methylmorpholine
N- methyl morpholine
N-methyl -morpholine
4-(methyl)morpholine
morpholine, 4-methyl
morphlinomethyl-polystyrene
Methylmorpholine
morpholinomethyl polystyrene
EC 203-640-0
4-Methylmorpholine, redistilled
N-METHYLMORPHOLINE
4-Methylmorpholine or n-methylmorpholine
4-Methylmorpholine, purum, >=98.0% (GC)
EN300-18961
N-Methyl morphofine
N-Methylmorpholine
J-002223
J-515790
Q2542075
F0001-0190
4-Methylmorpholine
4-Methylmorpholine or n-methylmorpholine
Morpholinomethyl-polystyrene
4-Methylmorpholine
4-METHYL-1-OXA-4-AZACYCLOHEXANE
4-METHYLMORPHOLINE
AKOS 89985
LUPRAGEN(R) N 105
N-Methyl morphofine
N-METHYLMORPHOLINE
NMM
1-Methylmorpholine
4-Methylmorfolin
4-methyl-morpholin
Methylmorpholine
Morpholine, N-methyl-
Morpholine,4-methyl-
n-methyl-morpholin
p-Methyl morpholine
Texacat NMM
1-Methylmorpholine
4-Methylmorfolin

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