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| CAS No.: | 79-16-3 |
|---|---|
| Name: | N-Methylacetamide |
| Article Data: | 140 |
| Molecular Structure: | |
|
|
|
| Formula: | C3H7NO |
| Molecular Weight: | 73.0947 |
| Synonyms: | Methylacetamide;Monomethylacetamide; |
| EINECS: | 201-182-6 |
| Density: | 0.87 g/cm3 |
| Melting Point: | 26-28 °C(lit.) |
| Boiling Point: | 206 °C at 760 mmHg |
| Flash Point: | 109.1 °C |
| Solubility: | soluble in water |
| Appearance: | colourless liquid or solid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 61 |
| Safety: | 53-45 |
| PSA: | 29.10000 |
| LogP: | 0.14320 |
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| Conditions | Yield |
|---|---|
| toluene-4-sulfonic acid at 50℃; for 1h; Beckmann rearrangement; | 100% |
| With bismuth(III) chloride for 0.166667h; Beckmann rearrangement; microwave irradiation; | 90% |
| With indium(III) triflate In acetonitrile for 2h; Beckmann rearrangement; Heating; | 90% |
- 3294-31-3
triethyl(methylamino)silane
- 2754-27-0
trimethylsilyl acetate
A
- 79-16-3
N-methyl-acetamide
B
- 107-46-0
Hexamethyldisiloxane
C
- 2652-41-7
1,1,1-triethyl-3,3,3-trimethyl-disiloxane
D
- 994-49-0
hexaethyl disiloxane
| Conditions | Yield |
|---|---|
| With N-Methylformamide at 50℃; for 14h; | A 100% B 21.9% C 33.9% D 36.2% |
| With N-Methylformamide at 50℃; for 14h; Product distribution; Mechanism; other amides as catalysts; | A 100% B 21.9% C 33.9% D 36.2% |
- 3294-31-3
triethyl(methylamino)silane
A
- 79-16-3
N-methyl-acetamide
B
- 107-46-0
Hexamethyldisiloxane
C
- 2652-41-7
1,1,1-triethyl-3,3,3-trimethyl-disiloxane
D
- 994-49-0
hexaethyl disiloxane
| Conditions | Yield |
|---|---|
| With N-Methylformamide; trimethylsilyl acetate at 50℃; for 14h; | A 100% B 21.9% C 33.9% D 36.2% |
- 2754-27-0
trimethylsilyl acetate
A
- 79-16-3
N-methyl-acetamide
B
- 107-46-0
Hexamethyldisiloxane
C
- 2652-41-7
1,1,1-triethyl-3,3,3-trimethyl-disiloxane
D
- 994-49-0
hexaethyl disiloxane
| Conditions | Yield |
|---|---|
| With N-Methylformamide; triethyl(methylamino)silane at 50℃; for 14h; | A 100% B 21.9% C 33.9% D 36.2% |
| Conditions | Yield |
|---|---|
| In methanol at 135℃; for 0.25h; Microwave irradiation; | 100% |
| Conditions | Yield |
|---|---|
| With aluminum oxide at 70℃; for 0.416667h; Neat (no solvent); | 98% |
| With magnesia In neat (no solvent) at 70℃; for 1h; Green chemistry; chemoselective reaction; | 98% |
| With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate at 96 - 100℃; for 7h; Temperature; chemoselective reaction; | 90% |
| Conditions | Yield |
|---|---|
| With cyclohexene In dichloromethane at 15 - 20℃; Irradiation; | 97% |
| Conditions | Yield |
|---|---|
| With tetramethylammonium bromide In water at 80 - 110℃; for 10h; Reagent/catalyst; Autoclave; Large scale; | 96.3% |
| With water at 150℃; |
- 51094-87-2
N-bromo-N-methylacetamide
- 79-16-3
N-methyl-acetamide
| Conditions | Yield |
|---|---|
| With cyclohexene In dichloromethane at -70℃; Irradiation; | 95% |
- 130012-49-6
dimethyl N-thioethanoyl-N-methylphosphoramidate
A
- 79-16-3
N-methyl-acetamide
B
- 5310-10-1
N-methylthioacetamide
| Conditions | Yield |
|---|---|
| With water In tetrahydrofuran Ambient temperature; | A n/a B 94% |
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Chemistry
Molecule structure of N-Methylacetamide (CAS NO.79-16-3):
EINECS: 201-182-6
IUPAC Name: N-Methylacetamide
Molecular Weight: 73.09378 g/mol
Molecular Formula: C3H7NO
Surface Tension: 23.2 dyne/cm
Density: 0.87 g/cm3
Melting Point: 26-28 °C(lit.)
Flash Point: 109.1 °C
Water Solubility: soluble
Enthalpy of Vaporization: 44.22 kJ/mol
Boiling Point: 206 °C at 760 mmHg
Vapour Pressure: 0.243 mmHg at 25 °C
XLogP3: -1.1
H-Bond Donor: 1
H-Bond Acceptor: 1
Tautomer Count: 2
Exact Mass: 73.052764
MonoIsotopic Mass: 73.052764
Canonical SMILES: CC(=O)NC
InChI: InChI=1S/C3H7NO/c1-3(5)4-2/h1-2H3,(H,4,5)
InChIKey: OHLUUHNLEMFGTQ-UHFFFAOYSA-N
Classification Code: Mutation data; Reproductive Effect
Uses
The N-Methylacetamide(79-16-3) is used as pesticide, medicine and other organic synthesis intermediates.
Toxicity Data With Reference
| 1. | mmo-esc 10 g/L | CRSUBM Cancer Research Supplement 3 (1955),69. | ||
| 2. | orl-rat LD50:5000 mg/kg | JRPFA4 Journal of Reproduction and Fertility. 4 (1962),219. | ||
| 3. | ipr-rat LD50:2750 mg/kg | JRPFA4 Journal of Reproduction and Fertility. 4 (1962),219. | ||
| 4. | scu-rat LD50:3600 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de lAcademie des Sciences. 251 (1960),1937. | ||
| 5. | ipr-mus LD50:4380 mg/kg | JPPMAB Journal of Pharmacy and Pharmacology. 16 (1964),472. | ||
| 6. | ivn-mus LD50:4015 mg/kg | JPPMAB Journal of Pharmacy and Pharmacology. 16 (1964),472. | ||
| 7. | ivn-rbt LDLo:16,940 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 20 (1970),1242. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by intraperitoneal and subcutaneous routes. Mildly toxic by ingestion and intravenous routes. An experimental teratogen. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: 
T
Risk Statements: 61
R61:May cause harm to the unborn child ;
Safety Statements: 53-45
S53:Avoid exposure - obtain special instruction before use ;
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) ;
WGK Germany: 2
RTECS: AC5960000
HS Code: 29241900
Hazardous Substances Data: 79-16-3(Hazardous Substances Data)
Specification
N-Methylacetamide (CAS NO.79-16-3) is also named as AI3-18019 ; Acetamide, N-methyl- ; Acetamide, methyl- ; Acetic acid, amide, N-methyl ; HSDB 94 ; Methylacetamide ; Monomethylacetamide ; N-Methylacetamide ; N-Monomethylacetamide ; NSC 747 ; X 44 . N-Methylacetamide (CAS NO.79-16-3) is colourless liquid or solid. It is stable and combustible but incompatible with strong oxidizing agents. It is toxic. It is flammable. It will produce toxic nitrogen oxide fumes when buring. So the storage environment should be ventilate, low-temperature and dry.