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CAS No.: | 78191-00-1 |
---|---|
Name: | N-Methoxy-N-methylacetamide |
Article Data: | 37 |
Molecular Structure: | |
Formula: | C4H9NO2 |
Molecular Weight: | 103.121 |
Synonyms: | N,O-Dimethylacetohydroxamicacid; |
EINECS: | 628-920-3 |
Density: | 0.979 g/cm3 |
Boiling Point: | 92 °C at 760 mmHg |
Flash Point: | 9.4 °C |
Solubility: | Soluble in water |
Appearance: | clear colorless liquid |
Hazard Symbols: | R10:; |
Risk Codes: | 10 |
Safety: | 16 |
Transport Information: | UN 1993 3/PG 3 |
PSA: | 29.54000 |
LogP: | 0.02610 |
2-(4-fluorophenyl)-N-methoxy-N-methylacetamide
vinylmagnesium chloride
A
1-(4-fluorophenyl)but-3-en-2-one
B
2-(4-fluorophenyl)-N-methoxyacetamide
D
N-Methoxy-N-methylacetamide
Conditions | Yield |
---|---|
Stage #1: 2-(4-fluorophenyl)-N-methoxy-N-methylacetamide; vinylmagnesium chloride In tetrahydrofuran; toluene at -30℃; for 2h; Stage #2: With acetic anhydride In tetrahydrofuran; toluene at -30℃; for 0.5h; Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene at -30 - 10℃; | A 100% B n/a C n/a D n/a |
N,O-dimethylhydroxylamine*hydrochloride
acetyl chloride
N-Methoxy-N-methylacetamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 1h; | 98% |
With triethylamine In dichloromethane at 0 - 20℃; for 17h; Inert atmosphere; | 83% |
Stage #1: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: acetyl chloride In dichloromethane at 0 - 22℃; | 78% |
acetic acid butyl ester
N,O-dimethylhydroxylamine*hydrochloride
N-Methoxy-N-methylacetamide
Conditions | Yield |
---|---|
Stage #1: N,O-dimethylhydroxylamine*hydrochloride With diisobutylaluminium hydride In tetrahydrofuran; toluene Stage #2: acetic acid butyl ester In tetrahydrofuran at 20℃; for 2h; | 91% |
1,1,1-trifluoroacetophenone
A
N-Methoxy-N-methylacetamide
Conditions | Yield |
---|---|
Stage #1: 4,4,4-trifluoro-1-(N-methoxy-N-methylamino)-1-methyl-1-(trimethylsiloxyl)-2-butyne With tetrabutyl ammonium fluoride In tetrahydrofuran; diethyl ether at -15℃; for 0.166667h; Stage #2: 2,2,2-Trifluoroacetophenone In tetrahydrofuran; diethyl ether at 20℃; for 1h; | A n/a B 85% |
N-methoxy-N-methylacetamidine hydroiodide
N-Methoxy-N-methylacetamide
Conditions | Yield |
---|---|
With potassium hydroxide for 2h; Heating; | 62% |
dimethyl sulfate
N-Methoxy-N-methylacetamide
Conditions | Yield |
---|---|
In water at 20℃; for 17h; | 61% |
Methylether von Acetonoxim
A
N-Methoxy-N-methylacetamide
B
3,3,11,11-Tetramethyl-1,2,4,9,10,12-hexaoxa-dispiro[4.2.4.2]tetradecane
Conditions | Yield |
---|---|
With ozone In dichloromethane at 0℃; | A 23% B 9% C 24% |
Methylether von Acetonoxim
1,4-Cyclohexanedione
A
N-Methoxy-N-methylacetamide
B
3,3,11,11-Tetramethyl-1,2,4,9,10,12-hexaoxa-dispiro[4.2.4.2]tetradecane
Conditions | Yield |
---|---|
With ozone In dichloromethane at 0℃; | A 23% B 9% C 24% |
Methylether von Acetonoxim
acetone
A
N-Methoxy-N-methylacetamide
B
3,3,5,5-tetramethyl-1,2,4-trioxolane
Conditions | Yield |
---|---|
With ozone In pentane at 0℃; Yields of byproduct given; | A n/a B 11% |
acetyl chloride
N-Methoxy-N-methylacetamide
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The IUPAC name of this chemical is N-methoxy-N-methylacetamide. With the CAS registry number 78191-00-1, it is also named as Acetamide, N-methoxy-N-methyl-. The product's categories are hydroxylamines, hydroxylamines (N-substituted), hydroxylamines (O-substituted), amides, carbonyl compounds and organic building blocks. In addiotion, it is clear colorless liquid which is soluble in water. And this chemical is flammable, so people should keep it away from sources of ignition.
The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.32; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.31; (4)ACD/LogD (pH 7.4): -0.31; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 16.06; (8)ACD/KOC (pH 7.4): 16.06; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.409; (13)Molar Refractivity: 26.07 cm3; (14)Molar Volume: 105.2 cm3; (15)Polarizability: 10.33×10-24 cm3; (16)Surface Tension: 27.7 dyne/cm; (17)Enthalpy of Vaporization: 33.18 kJ/mol; (18)Vapour Pressure: 52.7 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 103.063329; (21)MonoIsotopic Mass: 103.063329; (22)Topological Polar Surface Area: 29.5; (23)Heavy Atom Count: 7.
Preparation of N-Methoxy-N-methylacetamide: It can be obtained by N-methoxy-N-methylacetamidine hydroiodide with 6 M aq. potassium hydroxide under heating. The reaction time is 2 hours. The yield is 62%.
Uses of N-Methoxy-N-methylacetamide: It can react with 2-Lithio-1,3-dithian to get 1-[1,3]dithian-2-yl-ethanone. This reaction needs reagent aq. ammonium chloride and solvent tetrahydrofuran at temperature of -78 - 0 °C. The yield is 95%.
People can use the following data to convert to the molecule structure.
1. SMILES: O=C(N(OC)C)C;
2. InChI: InChI=1/C4H9NO2/c1-4(6)5(2)7-3/h1-3H3.