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N,N'-METHYLENEBISMORPHOLINE

N,N' -Methylenebismorpholine, also known as dimethylformamide (DMF), is an organic compound belonging to the class of amides, and is one of the most widely used solvents in the world. 
N,N' -Methylenebismorpholine is a colorless, volatile liquid with a characteristic odor and a relatively low boiling point. 
N,N' -Methylenebismorpholine is an important industrial solvent and is used in a variety of industries, including pharmaceuticals, chemicals, plastics, and adhesives. 

CAS:    5625-90-1
MF:    C9H18N2O2
MW:    186.25
EINECS:    227-062-3

N,N' -Methylenebismorpholine is also used in the synthesis of a variety of organic compounds, including pharmaceuticals and agrochemicals.
N,N' -Methylenebismorpholine has several advantages for laboratory experiments. 
N,N' -Methylenebismorpholine is a relatively inexpensive solvent, and is widely available. 
N,N' -Methylenebismorpholine is also a relatively non-toxic solvent, and can be used in a variety of reactions. 
However, N,N' -Methylenebismorpholine is also highly flammable, and can cause irritation to the eyes, skin, and respiratory tract. 
In addition, N,N' -Methylenebismorpholine can cause neurological effects, and has been linked to an increased risk of cancer.

There are a number of potential future directions for the use of N,N' -Methylenebismorpholine.
One potential direction is the development of new methods for the synthesis of organic compounds, as N,N' -Methylenebismorpholine can facilitate the reaction of different molecules by allowing them to interact with each other more easily. 
Another potential direction is the development of new catalysts and functionalized materials, as N,N' -Methylenebismorpholine can act as a proton acceptor and facilitate the formation of hydrogen bonds between molecules. 
Additionally, further research into the toxicological effects of N,N' -Methylenebismorpholine could help to identify potential health risks associated with its use. 
Finally, further research into the use of N,N' -Methylenebismorpholine as a solvent for the extraction of natural products could help to identify potential applications in the pharmaceutical and agrochemical industries.

N,N' -Methylenebismorpholine is a chemical compound that has two nitrogen atoms and one oxygen atom. 
N,N' -Methylenebismorpholine is colorless, odorless, and soluble in organic solvents. 
N,N' -Methylenebismorpholine has been shown to have strong antibacterial activity against Gram-positive bacteria such as Staphylococcus aureus and some Gram-negative bacteria such as Pseudomonas aeruginosa. 
The biocidal action of N,N' -Methylenebismorpholine is due to its ability to inhibit the growth of microorganisms by disrupting the cell membrane or by inhibiting protein synthesis. 
N,N' -Methylenebismorpholine also has been used as an additive in bronchial reactivity tests on animals.

N,N' -Methylenebismorpholine Chemical Properties
Boiling point: 122-124°C 12mm
Density: 1,04 g/cm3
Refractive index: 1.4790 (estimate)
Storage temp.: 2-8°C
pka: 6.91±0.10(Predicted)
Water Solubility: Soluble in water.
InChIKey: MIFZZKZNMWTHJK-UHFFFAOYSA-N
CAS DataBase Reference: 5625-90-1(CAS DataBase Reference)
EPA Substance Registry System: N,N' -Methylenebismorpholine (5625-90-1)

Synthesis Method    
N,N' -Methylenebismorpholine is synthesized through a variety of methods, including the reaction of dimethyl sulfate with ammonium hydroxide, the reaction of formaldehyde with dimethyl sulfate, and the reaction of dimethyl sulfoxide with formaldehyde. 
N,N' -Methylenebismorpholine can also be synthesized through the reaction of dimethyl sulfoxide with ammonia, and through the reaction of dimethyl sulfoxide with formic acid.

Uses    
N,N' -Methylenebismorpholine has a wide range of applications in scientific research, including as a solvent for organic synthesis, as a reagent for the synthesis of organic compounds, and as a medium for chromatography. 
N,N' -Methylenebismorpholine is also used in the synthesis of pharmaceuticals and agrochemicals, and as a solvent for the extraction of natural products. 
In addition, N,N' -Methylenebismorpholine is used in the preparation of catalysts, in the synthesis of polymers, and in the preparation of functionalized materials.
N,N' -Methylenebismorpholine is employed as intermediate for pharmaceutical.

Mechanism of Action    
N,N' -Methylenebismorpholine is a polar aprotic solvent, meaning that it has a low dielectric constant and a low boiling point. 
This makes N,N' -Methylenebismorpholine an ideal solvent for many organic reactions, as it has a low solubility for most organic compounds. 
As a result, N,N' -Methylenebismorpholine can facilitate the reaction of different molecules by allowing them to interact with each other more easily. 
In addition, N,N' -Methylenebismorpholine can act as a proton acceptor, allowing the formation of hydrogen bonds between molecules.

Biochemical and Physiological Effects    
N,N' -Methylenebismorpholine is a volatile, colorless liquid with a characteristic odor. 
N,N' -Methylenebismorpholine is highly flammable, and exposure to high concentrations can cause irritation to the eyes, skin, and respiratory tract. 
In addition, long-term exposure to N,N' -Methylenebismorpholine can cause neurological effects, such as dizziness, headache, and confusion. 
N,N' -Methylenebismorpholine can also cause liver and kidney damage, and has been linked to an increased risk of cancer.

Synonyms
Dimorpholinomethane
5625-90-1
N,N'-Dimorpholinomethane
4,4'-Methylenedimorpholine
4-(morpholin-4-ylmethyl)morpholine
4,4-Methylenedimorpholine
Morpholine, 4,4'-methylenebis-
N,N'-Methylenebismorpholine
bis(4-morpholinyl)methane
n,n'-methylene-bis-morpholine
MORPHOLINE, 4,4'-METHYLENEDI-
MFCD00023369
4-[(morpholin-4-yl)methyl]morpholine
4,4'-Methylenebismorpholine
7O79DZW79Z
Bismorpholino methane
Dimorpholinomethone
Bis(morpholino-)methan [German]
Bis(morpholino-)methan
EINECS 227-062-3
BRN 0111886
4,4-methylenebis-Morpholine
UNII-7O79DZW79Z
AI3-62944
bismorpholinomethane
Contram ST-1
methylenebismorpholine
bis(morpholino)methane
N,N'-Dimorpholinomethane
4,4-methylene-bismorpholine
Oprea1_332757
4,4'-methanediyldimorpholine
N,N'-Methylene bismorpholine
4-27-00-00203 (Beilstein Handbook Reference)
SCHEMBL536772
DTXSID8052859
Bis(4-morpholinyl)methane, 98%
AKOS002314380
4,4'-METHYLENEBIS(MORPHOLINE)
FS-4049
AC-12628
SY032818
DB-052882
CS-0236719
FT-0629594
EN300-172423
Q865946
W-110051
F2163-0188

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