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79-16-3

Basic Information
CAS No.: 79-16-3
Name: N-Methylacetamide
Article Data: 140
Cas Database
Molecular Structure:
Molecular Structure of 79-16-3 (N-Methylacetamide)
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: ToxicT
Risk Codes: 61
Safety: 53-45
Transport Information: N/A
PSA: 29.10000
LogP: 0.14320
Synthetic route
127-06-0

acetone oxime

79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With N-Methylformamide; triethyl(methylamino)silane at 50℃; for 14h;A 100%
B 21.9%
C 33.9%
D 36.2%
1445-45-0

Trimethyl orthoacetate

593-51-1

methylamine hydrochloride

79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
In methanol at 135℃; for 0.25h; Microwave irradiation;100%
64-19-7

acetic acid

74-89-5

methylamine

79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
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%
5014-39-1

N-chloro-N-methylacetamide

79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
With cyclohexene In dichloromethane at 15 - 20℃; Irradiation;97%
141-78-6

ethyl acetate

74-89-5

methylamine

79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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: ToxicT
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.

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