Product Name

  • Name

    N-Methylacetamide

  • EINECS 201-182-6
  • CAS No. 79-16-3
  • Article Data140
  • CAS DataBase
  • Density 0.87 g/cm3
  • Solubility soluble in water
  • Melting Point 26-28 °C(lit.)
  • Formula C3H7NO
  • Boiling Point 206 °C at 760 mmHg
  • Molecular Weight 73.0947
  • Flash Point 109.1 °C
  • Transport Information
  • Appearance colourless liquid or solid
  • Safety 53-45
  • Risk Codes 61
  • Molecular Structure Molecular Structure of 79-16-3 (N-Methylacetamide)
  • Hazard Symbols ToxicT
  • Synonyms Methylacetamide;Monomethylacetamide;
  • PSA 29.10000
  • LogP 0.14320

Synthetic route

acetone oxime
127-06-0

acetone oxime

N-methyl-acetamide
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%
triethyl(methylamino)silane
3294-31-3

triethyl(methylamino)silane

trimethylsilyl acetate
2754-27-0

trimethylsilyl acetate

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

C

1,1,1-triethyl-3,3,3-trimethyl-disiloxane
2652-41-7

1,1,1-triethyl-3,3,3-trimethyl-disiloxane

D

hexaethyl disiloxane
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%
triethyl(methylamino)silane
3294-31-3

triethyl(methylamino)silane

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

C

1,1,1-triethyl-3,3,3-trimethyl-disiloxane
2652-41-7

1,1,1-triethyl-3,3,3-trimethyl-disiloxane

D

hexaethyl disiloxane
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%
trimethylsilyl acetate
2754-27-0

trimethylsilyl acetate

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

C

1,1,1-triethyl-3,3,3-trimethyl-disiloxane
2652-41-7

1,1,1-triethyl-3,3,3-trimethyl-disiloxane

D

hexaethyl disiloxane
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%
Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

methylamine hydrochloride
593-51-1

methylamine hydrochloride

N-methyl-acetamide
79-16-3

N-methyl-acetamide

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

acetic acid

methylamine
74-89-5

methylamine

N-methyl-acetamide
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%
N-chloro-N-methylacetamide
5014-39-1

N-chloro-N-methylacetamide

N-methyl-acetamide
79-16-3

N-methyl-acetamide

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

ethyl acetate

methylamine
74-89-5

methylamine

N-methyl-acetamide
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℃;
N-bromo-N-methylacetamide
51094-87-2

N-bromo-N-methylacetamide

N-methyl-acetamide
79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
With cyclohexene In dichloromethane at -70℃; Irradiation;95%
dimethyl N-thioethanoyl-N-methylphosphoramidate
130012-49-6

dimethyl N-thioethanoyl-N-methylphosphoramidate

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

N-methylthioacetamide
5310-10-1

N-methylthioacetamide

Conditions
ConditionsYield
With water In tetrahydrofuran Ambient temperature;A n/a
B 94%
Acetic acid 2,4,4,6,6-pentamethoxy-2λ5,4λ5,6λ5-[1,3,5,2,4,6]triazatriphosphinin-2-yl ester
100032-05-1

Acetic acid 2,4,4,6,6-pentamethoxy-2λ5,4λ5,6λ5-[1,3,5,2,4,6]triazatriphosphinin-2-yl ester

methylamine
74-89-5

methylamine

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

penta(methoxy)(hydroxy)cyclotriphosphazene

penta(methoxy)(hydroxy)cyclotriphosphazene

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Heating;A 90%
B 90%
N-acetyl-N-methyl-O-2,4-dinitrophenylhydroxylamine
38100-40-2

N-acetyl-N-methyl-O-2,4-dinitrophenylhydroxylamine

N-methyl-acetamide
79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
With cyclohexa-1,4-diene; potassium carbonate In acetone at 20℃; for 1.5h; Schlenk technique; Inert atmosphere; Irradiation;88%
With cyclohexa-1,4-diene; potassium carbonate; eosin y In acetone at 20℃; for 16h; Inert atmosphere; Irradiation;
2,5-diaza-3,4-dimethyl-2,4-hexadiene
4381-85-5

2,5-diaza-3,4-dimethyl-2,4-hexadiene

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

methyl isocyanate
593-75-9, 685498-28-6

methyl isocyanate

Conditions
ConditionsYield
With oxygen; rose bengal In acetonitrile at 13℃; for 9h; Irradiation;A n/a
B 87%
With oxygen; rose bengal In acetonitrile at 13℃; for 9h; Irradiation;A 87%
B n/a
triphenylphosphine
603-35-0

triphenylphosphine

acetone oxime
127-06-0

acetone oxime

N-methyl-acetamide
79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
With sodium perchlorate Product distribution; Multistep reaction: 1.) acetonitrile, controlled potential electrolysis, 2.) H2O, acetonitrile, reflux, 1 h, var. N-hydroxy compounds,;82%
N-methylthioacetamide
5310-10-1

N-methylthioacetamide

N-methyl-acetamide
79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
With tetrabutylammonium periodite In dichloromethane at 20℃; for 1.08333h;82%
With 6H(1+)*Mo9O40PV3(6-); oxygen In acetonitrile at 60℃; under 760.051 Torr; for 2h; Inert atmosphere; Glovebox;54 %Chromat.
4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole
79483-05-9

4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

4,5-diethyl-2,5-dihydro-2,2,3-trimethyl-1,2,5-oxasilaborole
88636-30-0

4,5-diethyl-2,5-dihydro-2,2,3-trimethyl-1,2,5-oxasilaborole

Conditions
ConditionsYield
With acetic acid In pentane Ar atmosphere, stirring (1 h, 20°C); cooling (-78°C), B-compound from pentane soln. (distn.);A 82%
B 81%
acetic anhydride
108-24-7

acetic anhydride

methylamine
74-89-5

methylamine

N-methyl-acetamide
79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 0.25h; Green chemistry;76%
With diethyl ether
1-methylcyclohex-1-ene
591-49-1

1-methylcyclohex-1-ene

N-chloro-N-methylacetamide
5014-39-1

N-chloro-N-methylacetamide

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

N-(2-chloro-1-methylcyclohexyl)acetamide
78162-71-7

N-(2-chloro-1-methylcyclohexyl)acetamide

Conditions
ConditionsYield
In acetonitrile at 15 - 20℃; Irradiation;A 76%
B 16%
N,N'-diacetyl-N,N'-dimethyl-hydrazine
15857-21-3

N,N'-diacetyl-N,N'-dimethyl-hydrazine

N-methyl-acetamide
79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
With sodium In ammonium hydroxide for 1.5h; Heating;75%
methylamine
74-89-5

methylamine

polymer-bound acetic dithiocarbamic anhydride

polymer-bound acetic dithiocarbamic anhydride

N-methyl-acetamide
79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
In chloroform for 1h;75%
acetone oxime
127-06-0

acetone oxime

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
With dimethylbromosulphonium bromide at 80℃; for 2h; Beckmann rearrangement; Ionic liquid;A 71%
B n/a
With dimethylbromosulphonium bromide; zinc(II) chloride In acetonitrile for 2h; Beckmann rearrangement; Reflux;A 60%
B n/a
With phosphorus pentachloride; 1-butyl-3-methylimidazolium Tetrafluoroborate at 80℃; for 2h; Beckmann rearrangement;A 66.8 % Chromat.
B 33.2 % Chromat.
acetyl chloride
75-36-5

acetyl chloride

methylamine
74-89-5

methylamine

N-methyl-acetamide
79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
With iodine at 20℃; for 0.0166667h; Neat (no solvent);70.87%
N-chloro-N-methylacetamide
5014-39-1

N-chloro-N-methylacetamide

cyclohexene
110-83-8

cyclohexene

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

N-(trans-2-chlorocyclohexyl)acetamide
24281-07-0, 33092-85-2, 35077-14-6, 53297-75-9

N-(trans-2-chlorocyclohexyl)acetamide

Conditions
ConditionsYield
In acetonitrile at 15 - 20℃; Irradiation;A 68%
B 19%
N-(4-(dimethylamino)benzyl)-N-methylacetamide
75288-12-9

N-(4-(dimethylamino)benzyl)-N-methylacetamide

N-methyl-acetamide
79-16-3

N-methyl-acetamide

Conditions
ConditionsYield
With water; trifluoroacetic acid In acetonitrile at 100℃; for 2h; Sealed tube;65%
3-(1-amino-2,2,2-trifluoroethylidene)pentane-2,4-dione
138610-12-5

3-(1-amino-2,2,2-trifluoroethylidene)pentane-2,4-dione

methylamine
74-89-5

methylamine

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

4-(methylamino)-3-penten-2-one
14092-14-9

4-(methylamino)-3-penten-2-one

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h; Cooling;A 54%
B 22%
norborn-2-ene
498-66-8

norborn-2-ene

N-chloro-N-methylacetamide
5014-39-1

N-chloro-N-methylacetamide

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

N-((1R,2S,3R,4S)-3-Chloro-bicyclo[2.2.1]hept-2-yl)-N-methyl-acetamide
78174-14-8

N-((1R,2S,3R,4S)-3-Chloro-bicyclo[2.2.1]hept-2-yl)-N-methyl-acetamide

N-((1R,2S,3S,4S)-3-Chloro-bicyclo[2.2.1]hept-2-yl)-N-methyl-acetamide
78174-14-8

N-((1R,2S,3S,4S)-3-Chloro-bicyclo[2.2.1]hept-2-yl)-N-methyl-acetamide

Conditions
ConditionsYield
In dichloromethane at 15 - 20℃; Irradiation; Yield given. Yields of byproduct given;A 52%
B n/a
C n/a
N-isopropyl-N'-methylacetamidinium chloride
105991-17-1

N-isopropyl-N'-methylacetamidinium chloride

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

N-isopropylacetamide
1118-69-0

N-isopropylacetamide

Conditions
ConditionsYield
With sodium hydroxide In water-d2 at 34℃; Product distribution;A 52%
B n/a
N,N-dimethyl acetamide
127-19-5

N,N-dimethyl acetamide

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide
2196-95-4, 17213-48-8

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

formaldehyd
50-00-0

formaldehyd

C

1,1'-dihydroxy-2,2'-diphenyl-3,3'-biindole
5169-64-2

1,1'-dihydroxy-2,2'-diphenyl-3,3'-biindole

D

2,2'-diphenyl-1H,1'H-3,3'-biindole
2415-33-0

2,2'-diphenyl-1H,1'H-3,3'-biindole

Conditions
ConditionsYield
In benzene at 140℃; for 14h;A 47%
B n/a
C n/a
D 52%
In benzene at 140℃; for 14h; Product distribution;A 47%
B n/a
C n/a
D 52%
2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide
2196-95-4, 17213-48-8

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide

A

N-methyl-acetamide
79-16-3

N-methyl-acetamide

B

formaldehyd
50-00-0

formaldehyd

C

1,1'-dihydroxy-2,2'-diphenyl-3,3'-biindole
5169-64-2

1,1'-dihydroxy-2,2'-diphenyl-3,3'-biindole

D

2,2'-diphenyl-1H,1'H-3,3'-biindole
2415-33-0

2,2'-diphenyl-1H,1'H-3,3'-biindole

Conditions
ConditionsYield
With N,N-dimethyl acetamide at 140℃; for 14h;A 47%
B n/a
C n/a
D 52%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

formaldehyd
50-00-0

formaldehyd

N-methyl-N-chloromethylacetamide
4270-65-9

N-methyl-N-chloromethylacetamide

Conditions
ConditionsYield
With chloro-trimethyl-silane for 2h; Heating;100%
With chloro-trimethyl-silane for 1h; Heating;64%
(i), (ii) PCl5, dioxane; Multistep reaction;
N-methyl-acetamide
79-16-3

N-methyl-acetamide

thiophenol
108-98-5

thiophenol

3,7-dimethyl-6-phenylthio-1,7-octanediol

3,7-dimethyl-6-phenylthio-1,7-octanediol

Conditions
ConditionsYield
With potassium carbonate In cyclohexane; water; ethyl acetate; toluene100%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

4-(2,2,2-trifluoro-1-(3-(N-((2-(trimethylsilyl)ethoxy)methyl)propylsulfonamido)quinoxalin-2-yloxy)ethyl)pyridine 1-oxide
1350349-87-9

4-(2,2,2-trifluoro-1-(3-(N-((2-(trimethylsilyl)ethoxy)methyl)propylsulfonamido)quinoxalin-2-yloxy)ethyl)pyridine 1-oxide

N-methyl-N-(4-(2,2,2-trifluoro-1-(3-(N-((2-(trimethylsilyl)ethoxy)methyl)propylsulfonamido)quinoxalin-2-yloxy)ethyl)pyridin-2-yl)acetamide
1350349-90-4

N-methyl-N-(4-(2,2,2-trifluoro-1-(3-(N-((2-(trimethylsilyl)ethoxy)methyl)propylsulfonamido)quinoxalin-2-yloxy)ethyl)pyridin-2-yl)acetamide

Conditions
ConditionsYield
Stage #1: N-methyl-acetamide With 2,6-dimethylpyridine; oxalyl dichloride at 0℃; for 0.25h;
Stage #2: 4-(2,2,2-trifluoro-1-(3-(N-((2-(trimethylsilyl)ethoxy)methyl)propylsulfonamido)quinoxalin-2-yloxy)ethyl)pyridine 1-oxide In dichloromethane at 20℃; for 18h;
99%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

N-methyl-N-nitrosoacetamide
7417-67-6

N-methyl-N-nitrosoacetamide

Conditions
ConditionsYield
With cross-linked polyvinylpyrrolidone*N2O4; dinitrogen tetraoxide In dichloromethane at 20℃; for 3h;98%
With dinitrogen tetroxide impregnated on activated charcoal In dichloromethane at 20℃; for 3h;95%
With sodium perchlorate; cis-nitrous acid; acetic acid In water at 25℃; Kinetics; Mechanism; other catalysts, other solvent; influence of halides, basic catalysis, isotopic effect;
N-methyl-acetamide
79-16-3

N-methyl-acetamide

4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

N-(2-carbomethoxyphenyl)-N-methylacetamide
37619-13-9

N-(2-carbomethoxyphenyl)-N-methylacetamide

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 80℃; for 27h; Arylation;98%
With aluminium(III) triflate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) In toluene at 110℃; for 18h; Reagent/catalyst;89 %Spectr.
N-methyl-acetamide
79-16-3

N-methyl-acetamide

Di(N-ethylacetamido)methylethoxysilane

Di(N-ethylacetamido)methylethoxysilane

chloro(diethoxy)(methyl)silane
18157-20-5

chloro(diethoxy)(methyl)silane

N-Methylacetamidomethyldiethoxysilane

N-Methylacetamidomethyldiethoxysilane

Conditions
ConditionsYield
With sodium methylate In toluene97.5%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

N-benzyl-N-methylacetamide
29823-47-0

N-benzyl-N-methylacetamide

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 90℃; for 3.5h;97%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

benzylamine
100-46-9

benzylamine

N-(phenylmethyl)acetamide
588-46-5

N-(phenylmethyl)acetamide

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 90℃; for 3.5h;97%
With Nd2Na8(OCH2CF3)14(THF)6 at 120℃; for 10h; Inert atmosphere; Schlenk technique;90%
With 1-(3-sulfopropyl)pyridinium phosphotungstate In neat (no solvent) at 140℃; for 1.33333h; Microwave irradiation;77%
With water; boric acid at 150℃; for 24h;51%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

N-(4-cyanophenyl)-N-methylacetamide
99071-56-4

N-(4-cyanophenyl)-N-methylacetamide

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at 45℃; for 42h;97%
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at 45℃; for 42h; Arylation;97%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

2-[(E)-1-methyl-1-buten-1-yl]-4-methylaniline
367967-44-0

2-[(E)-1-methyl-1-buten-1-yl]-4-methylaniline

N-methyl-N'-[4-methyl-2-(1-methyl-but-1-enyl)-phenyl]-acetamidine

N-methyl-N'-[4-methyl-2-(1-methyl-but-1-enyl)-phenyl]-acetamidine

Conditions
ConditionsYield
With phosphorus pentachloride In chloroform at 80℃; for 2.5h;97%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

allyl bromide
106-95-6

allyl bromide

N-allyl-N-methylacetamide
53376-60-6

N-allyl-N-methylacetamide

Conditions
ConditionsYield
In tetrahydrofuran97%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

4-Fluorobenzyl bromide
459-46-1

4-Fluorobenzyl bromide

N-(4-fluorobenzyl)-N-methylacetamide
86010-70-0

N-(4-fluorobenzyl)-N-methylacetamide

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil at 19 - 40℃;97%
Stage #1: N-methyl-acetamide With sodium hydride In tetrahydrofuran
Stage #2: 4-Fluorobenzyl bromide at 40℃; for 3h;
N-methyl-acetamide
79-16-3

N-methyl-acetamide

2-formyl-4,6-dimethyl-1-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
648893-53-2

2-formyl-4,6-dimethyl-1-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Conditions
ConditionsYield
Stage #1: 4,6-dimethyl-1-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.75h;
Stage #2: N-methyl-acetamide In tetrahydrofuran; hexane at 20℃; for 1.5h;
96.3%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

N-chloro-N-methylacetamide
5014-39-1

N-chloro-N-methylacetamide

Conditions
ConditionsYield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 1h;96%
With trichloroisocyanuric acid at 0 - 25℃;95%
With sodium hypochlorite; disodium hydrogenphosphate; potassium dihydrogenphosphate; sodium chloride In water at 24.9℃; Rate constant; Mechanism; Thermodynamic data; var. of conc., pH, temp., Ea, ΔH(excit.), ΔS(excit.);
N-methyl-acetamide
79-16-3

N-methyl-acetamide

2-(ethylthio)acetyl chloride
54256-37-0

2-(ethylthio)acetyl chloride

N-acetyl-2-ethylsulfenyl-N-methylacetamide
221444-63-9

N-acetyl-2-ethylsulfenyl-N-methylacetamide

Conditions
ConditionsYield
In benzene for 12h; Heating;96%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

2-bromo 5-nitroaniline
10403-47-1

2-bromo 5-nitroaniline

N-(2-bromo-5-nitro-phenyl)-N'-methyl-acetamidine

N-(2-bromo-5-nitro-phenyl)-N'-methyl-acetamidine

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In toluene for 18h; Heating;96%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

1-[(4-fluorophenyl)(phenyl)methyl]-2-formyl-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
648893-68-9

1-[(4-fluorophenyl)(phenyl)methyl]-2-formyl-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Conditions
ConditionsYield
Stage #1: 1-[(4-fluorophenyl)-(phenyl)methyl]-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane; N,N-dimethyl-formamide at -78℃; for 0.75h;
Stage #2: N-methyl-acetamide In tetrahydrofuran; hexane at 20℃; for 1.5h;
95.4%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

1,2,3,4-tetrahydroisoquinoline
91-21-4

1,2,3,4-tetrahydroisoquinoline

N-acetyl-1,2,3,4-tetrahydroisoquinoline
14028-67-2

N-acetyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 90℃; for 3h;95%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

6-(cyclopent-1-en-1-yl)-2-methyl-aniline
235779-09-6

6-(cyclopent-1-en-1-yl)-2-methyl-aniline

N-(2-cyclopent-1-enyl-6-methyl-phenyl)-N'-methyl-acetamidine

N-(2-cyclopent-1-enyl-6-methyl-phenyl)-N'-methyl-acetamidine

Conditions
ConditionsYield
With phosphorus pentachloride In chloroform at 80℃; for 2.5h;94%
N-methyl-acetamide
79-16-3

N-methyl-acetamide

1,3-diphenyl-1H-pyrazol-5-amine
5356-71-8

1,3-diphenyl-1H-pyrazol-5-amine

N'-(1,3-diphenyl-1H-pyrazol-5-yl)-N-methylethanimidamide
1257533-49-5

N'-(1,3-diphenyl-1H-pyrazol-5-yl)-N-methylethanimidamide

Conditions
ConditionsYield
With trichlorophosphate at 30 - 40℃; Microwave irradiation;94%

N-Methylacetamide Chemical Properties

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

N-Methylacetamide Uses

The N-Methylacetamide(79-16-3) is used as pesticide, medicine and other organic synthesis intermediates.

N-Methylacetamide 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.

N-Methylacetamide Consensus Reports

Reported in EPA TSCA Inventory.

N-Methylacetamide 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) 

N-Methylacetamide 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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