N-methylformamide supplier

Name
N-Methylformamide
EINECS 204-624-6
CAS No. 123-39-7
Article Data59
CAS DataBase
Density 0.872 g/cm³
Solubility infinitely soluble in water
Melting Point -3.2 °C
Formula C₂H₅NO
Boiling Point 182.5 °C at 760 mmHg
Molecular Weight 59.0678
Flash Point 81.5 °C
Transport Information
Appearance clear colourless liquid
Safety 53-45
Risk Codes 61-21
Molecular Structure
Hazard Symbols T
Synonyms Methylformamide;Monomethylformamide;N-Methylformimidic acid;N-Monomethylformamide;NSC 3051;Formamide, N-methyl-;Formamide, N-methyl- (8CI 9CI);methanimidic acid, methyl-;
PSA 29.10000
LogP 0.38900

Synthetic route

: 3294-31-3
triethyl(methylamino)silane

: 18243-21-5
trimethylsilyl formate

A: 123-39-7
N-Methylformamide

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

Conditions	Yield
for 1h; Ambient temperature;	A 100% B 21.5% C 23.6% D 44.5%
at 20℃; for 1h; Product distribution; Mechanism; various amides as catalysts;	A 100% B 21.5% C 23.6% D 44.5%
at 20℃; for 1h;	A 100% B 21.5% C 23.6% D 44.5%

...Expand

: 3294-31-3
triethyl(methylamino)silane

A: 123-39-7
N-Methylformamide

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

Conditions	Yield
With trimethylsilyl formate at 20℃; for 1h;	A 100% B 21.5% C 23.6% D 44.5%

...Expand

: 107-31-3
Methyl formate

: 593-51-1
methylamine hydrochloride

: 123-39-7
N-Methylformamide

Conditions

Conditions	Yield
With sodium methylate In methanol Ambient temperature;	99%

: 64-18-6
formic acid

: 74-89-5
methylamine

: 123-39-7
N-Methylformamide

Conditions

Conditions	Yield
With aluminum oxide at 40℃; for 0.166667h; Neat (no solvent); Cooling with ice;	98%

: 107-31-3
Methyl formate

: 74-89-5
methylamine

: 123-39-7
N-Methylformamide

Conditions

Conditions	Yield
at 40 - 50℃;	93.5%
In water at 25℃; for 1h;	82%
With methanol
at 40 - 130℃;

: 18952-41-5
N-methylmethanethioamide

: 123-39-7
N-Methylformamide

Conditions

Conditions	Yield
With tetrabutylammonium periodite In dichloromethane at 20℃; for 0.75h;	86%

: 93214-66-5
α-(4-tert-Butoxy-2,6-di-tert-butyl-1-oxo-2,5-cyclohexadienyl)-N-tert-butylnitron

A: 123-39-7
N-Methylformamide

B: 2425-74-3
t-butylformamide

C: 27701-01-5
methyl N-tert-butylcarbamate

D: 7330-85-0
4-tert-Butoxy-2,6-di-tert-butylphenol

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 8h; Ambient temperature;	A n/a B n/a C n/a D 85%

...Expand

: [((η5-C5H3)2(SiMe2)2)Ru2(μ-H)(CO)4]BF4

: 74-89-5
methylamine

A: 123-39-7
N-Methylformamide

B: 287097-09-0
[(η5-C5H3)2(Si(CH3)2)2]Ru2(CO)4

C: 287097-18-1
((η5-C5H3)2(SiMe2)2)Ru2(CO)3(NH2Me)

Conditions

Conditions	Yield
With triphenylmethane In benzene-d6 amine was bubbled through a soln. in C6D6 in NMR tube for 5 min (Ar); not sepd., detected by NMR spectra;	A 84% B 5% C n/a

...Expand

: 18243-21-5
trimethylsilyl formate

A: 123-39-7
N-Methylformamide

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

Conditions	Yield
With N-Methylformamide; triethyl(methylamino)silane at 20℃; for 0.0333333h;	A 80.2% B 45.2% C 13.1% D 41.5%

...Expand

: 10352-28-0
N-(2-benzoyl-4-chlorophenyl)formamide

: 74-88-4
methyl iodide

A: 123-39-7
N-Methylformamide

B: 52395-00-3
N-methyl-N-(2-benzoyl-4-chlorophenyl)formamide

Conditions

Conditions	Yield
In N-methyl-acetamide; water; mineral oil	A n/a B 70%
In N-methyl-acetamide; water; mineral oil	A n/a B 70%

...Expand

: 201230-82-2
carbon monoxide

: 74-89-5
methylamine

: 123-39-7
N-Methylformamide

Conditions

Conditions	Yield
With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In water at 0 - 130℃; under 22502.3 Torr; for 36h; Autoclave;	61%
With Ru/ceria catalyst In methanol at 150℃; under 6750.68 Torr; for 24h;
With sodium methylate In methanol at 60℃; under 22502.3 Torr; for 5.5h; Temperature; Pressure; Autoclave;

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

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

A: 123-39-7
N-Methylformamide

B: 50-00-0
formaldehyd

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

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

Conditions

Conditions	Yield
In benzene at 140℃; for 14h; Product distribution;	A 35% B n/a C n/a D 45%
In benzene at 140℃; for 14h;	A 35% B n/a C n/a D 45%

...Expand

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

A: 123-39-7
N-Methylformamide

B: 50-00-0
formaldehyd

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

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

Conditions

Conditions	Yield
With N,N-dimethyl-formamide at 140℃; for 14h;	A 35% B n/a C n/a D 45%

...Expand

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 164228-31-3
1-(2-bromo-3,4-dimethoxybenzyl)-7-hydroxy-6-methoxy-N-methoxycarbonyl-1,2,3,4-tetrahydroisoquinoline

A: 123-39-7
N-Methylformamide

B: 148679-67-8
6,7-dimethoxy-1-(3,4-dimethoxybenzyl)-N-methoxycarbonyl-1,2,3,4-tetrahydroisoquinoline

C: O,O-dimethyl-N-methoxycarbonylnorcorytuberine

D: 1-(2-bromo-3,4-dimethoxybenzyl)-6,7-dimethoxy-N-methoxycarbonyl-1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
With potassium carbonate; triphenylphosphine; palladium dichloride at 140℃; for 13h; Further byproducts given. Yields of byproduct given;	A n/a B 3% C 8% D 4%

...Expand

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

: 123-39-7
N-Methylformamide

Conditions

Conditions	Yield
die Wasseranlagerung;
With acetic acid

: 100-97-0
hexamethylenetetramine

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

A: 123-39-7
N-Methylformamide

B: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

Conditions

Conditions	Yield
With hydrogen; nickel at 130 - 145℃; under 73550.8 Torr;

...Expand

: 21802-57-3
4-hydroxy-1,3-dimethyl-2,5-dioxo-imidazolidine-4-carboxylic acid methylamide

A: 123-39-7
N-Methylformamide

B: 5176-82-9
1,3-dimethylparabanic acid

Conditions

Conditions	Yield
bei der Destillation;

: 100-52-7
benzaldehyde

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 622-29-7
N-Benzylidenemethylamine

A: 123-39-7
N-Methylformamide

B: 17061-66-4
N-(α-benzylidenamino-benzyl)-formamide

Conditions

Conditions	Yield
at 95℃;

...Expand

: 75-07-0
acetaldehyde

A: 123-39-7
N-Methylformamide

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With hydrogen azide; diethyl ether; sulfuric acid

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 622-29-7
N-Benzylidenemethylamine

A: 123-39-7
N-Methylformamide

B: 17061-66-4
N-(α-benzylidenamino-benzyl)-formamide

Conditions

Conditions	Yield
at 95℃;

...Expand

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

: 64-19-7
acetic acid

A: 123-39-7
N-Methylformamide

B: 108-24-7
acetic anhydride

...Expand

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

A: 123-39-7
N-Methylformamide

B: 77287-34-4, 77287-35-5, 60100-09-6
formamide

C: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

Conditions

Conditions	Yield
With ammonia; hydrogen; dodecacarbonyl-triangulo-triruthenium; tetrabutyl phosphonium bromide at 220℃; under 326800 Torr;

...Expand

: 107-29-9
Acetaldehyde oxime

A: 60-35-5
acetamide

B: 123-39-7
N-Methylformamide

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; epichlorohydrin In N,N-dimethyl-formamide	A 3.6 % Turnov. B n/a
With boron trifluoride diethyl etherate; epichlorohydrin In N,N-dimethyl-formamide	A n/a B 3.6 % Turnov.

: 201230-82-2
carbon monoxide

A: 123-39-7
N-Methylformamide

B: 77287-34-4, 77287-35-5, 60100-09-6
formamide

C: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

D: 75-50-3
trimethylamine

Conditions

Conditions	Yield
With ammonia; hydrogen; ruthenium trichloride; tetrabutyl phosphonium bromide at 220℃; under 326800 Torr; for 4h; Further byproducts given;
With ammonia; hydrogen; dodecacarbonyl-triangulo-triruthenium; tetrabutyl phosphonium bromide at 220℃; under 326800 Torr; for 18h; Further byproducts given;
With ammonia; hydrogen; dodecacarbonyl-triangulo-triruthenium; tetra-n-butylphosphonium iodide at 220℃; under 326800 Torr; for 4h; Further byproducts given;

...Expand

: 74-89-5
methylamine

: 109-94-4
formic acid ethyl ester

: 123-39-7
N-Methylformamide

Conditions

Conditions	Yield
Heating;

: 201230-82-2
carbon monoxide

: 75-50-3
trimethylamine

A: 123-39-7
N-Methylformamide

B: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

Conditions

Conditions	Yield
With hydrogen; dodecacarbonyl-triangulo-triruthenium; tetrabutyl phosphonium bromide at 220℃; under 326800 Torr;

...Expand

: 107-31-3
Methyl formate

: 74-89-5
methylamine

A: 67-56-1
methanol

B: 123-39-7
N-Methylformamide

Conditions

Conditions	Yield
at 27.9 - 39.9℃; aminolysis at various temperatures;

...Expand

: (E)-1,4-diformyl-1,4-dimethyl-2-tetrazene

A: 123-39-7
N-Methylformamide

B: 201230-82-2
carbon monoxide

C: 624-83-9
methyl isocyanate

Conditions

Conditions	Yield
In gas at 880℃; Product distribution; other carbonyl-substituted tetraz-2-enes; var. temp.;

...Expand

: 121-82-4
Hexahydro-1,3,5-trinitro-1,3,5-triazine

A: 123-39-7
N-Methylformamide

B: 50-00-0
formaldehyd

C: 74-90-8
hydrogen cyanide

D: 201230-82-2
carbon monoxide

E: 5755-27-1
1-nitroso-3,5-dinitro-1,3,5-triazacyclohexane

F: 77287-34-4, 77287-35-5, 60100-09-6
formamide

G oxy-s-triazine, H2O, NO, N2O, NO2, HONO: oxy-s-triazine, H2O, NO, N2O, NO2, HONO

Conditions

Conditions	Yield
In neat (no solvent) at 195 - 215℃; Mechanism; other temperature; other isotopes; other phase; rates of formation of the gaseous pyrolysis products;

...Expand

: 67-56-1
methanol

CO: CO

A: 123-39-7
N-Methylformamide

B: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

Conditions

Conditions	Yield
With ammonia; potassium acetate at 210 - 260℃; under 661957 Torr;

...Expand

: 109-04-6
2-bromo-pyridine

: 123-39-7
N-Methylformamide

: 4597-87-9
2-(N-methylamino)pyridine

Conditions

Conditions	Yield
With potassium hydroxide	100%

: 123-39-7
N-Methylformamide

A: 111-87-5
octanol

B: 629-82-3
di-n-octyl ether

C: 112-32-3
octyl formate

D: N-methylmethanimidamide hydroiodide

Conditions

Conditions	Yield
With 1-Iodooctane at 146℃;	A n/a B n/a C n/a D 100%

...Expand

: 123-39-7
N-Methylformamide

A: 111-87-5
octanol

B: 629-82-3
di-n-octyl ether

C: 112-32-3
octyl formate

D: N-methylmethanimidamide hydrobromide

Conditions

Conditions	Yield
With 1-bromo-octane at 146℃;	A n/a B n/a C n/a D 100%

...Expand

: 123-39-7
N-Methylformamide

: 100-00-5
4-chlorobenzonitrile

: 100-15-2
N-methyl(p-nitroaniline)

Conditions

Conditions	Yield
With potassium hydroxide	100%
at 130℃; for 11h;	74%

: [Ca(H2O)4(4-nitrobenzoate)2]

: 123-39-7
N-Methylformamide

: [Ca(N-methylformamide)2(4-nitrobenzoate)2]

Conditions

Conditions	Yield
for 0.5h; Heating;	100%

: 123-39-7
N-Methylformamide

: 41270-64-8
2-Chloro-3,6-diphenylpyrazine

: 73444-27-6
(3,6-Diphenyl-pyrazin-2-yl)-methyl-amine

Conditions

Conditions	Yield
With potassium hydroxide	99%

: 123-39-7
N-Methylformamide

: 2398-37-0
3-methoxyphenyl bromide

: 14924-70-0
N-methyl-N-(3-methoxyphenyl)carboxamide

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 16h;	99%
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 16h; Arylation;	98%

: 123-39-7
N-Methylformamide

: 696-62-8
para-iodoanisole

: 5279-51-6
4-methoxy-N-methylformanilide

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane at 110℃; for 23h;	99%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane; dodecane at 110℃; for 23h;	99%

: 123-39-7
N-Methylformamide

: 108-86-1
bromobenzene

: 88070-48-8
N-methylbenzamide

Conditions

Conditions	Yield
With tris(2,4-di-tert-butylphenyl)phosphite; sodium methylate; nickel(II) acetate tetrahydrate In diethylene glycol dimethyl ether at 110℃; for 10h;	99%

: 123-39-7
N-Methylformamide

: 123-76-2
levulinic acid

: 5075-92-3
1,5-dimethylpyrrolidin-2-one

Conditions

Conditions	Yield
With water at 160℃; for 4h; Autoclave; Green chemistry;	98%
With formic acid at 180℃;

: 123-39-7
N-Methylformamide

: 179117-56-7
N-benzyl 4-iodobenzamide

: N-(4-benzylaminocarbonylphenyl)-N-methylformamide

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane at 110℃; for 23h;	98%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane; dodecane at 110℃; for 23h;	98%

: 123-39-7
N-Methylformamide

argon. trans-1,2-Cyclohexanediamine: argon. trans-1,2-Cyclohexanediamine

: ethyl acetate n-hexane

: 696-62-8
para-iodoanisole

: 5279-51-6
4-methoxy-N-methylformanilide

Conditions

Conditions	Yield
With potassium phosphate; CuI In 1,4-dioxane; dodecane; ethyl acetate	98%

...Expand

: 123-39-7
N-Methylformamide

ethyl acetate-dichloromethane: ethyl acetate-dichloromethane

argon. trans-1,2-Cyclohexanediamine: argon. trans-1,2-Cyclohexanediamine

: 179117-56-7
N-benzyl 4-iodobenzamide

: N-(4-benzylaminocarbonylphenyl)-N-methylformamide

Conditions

Conditions	Yield
With potassium phosphate; CuI In 1,4-dioxane; dodecane; ethyl acetate	98%

...Expand

: 109-83-1
(2-hydroxyethyl)(methyl)amine

: 123-39-7
N-Methylformamide

: 24039-08-5
1,3-dimethylimidazolidine-2,4-dione

Conditions

Conditions	Yield
With [RuH(tBu-PNP(-))(CO)] In monoethylene glycol diethyl ether at 135℃; for 16h; Inert atmosphere; Schlenk technique;	98%

: 123-39-7
N-Methylformamide

: 112-53-8
1-dodecyl alcohol

: C14H29NO*F6P(1-)*H(1+)

Conditions

Conditions	Yield
With benzoyl chloride In acetonitrile at 20℃;	98%

: 123-39-7
N-Methylformamide

: 3393-77-9
bis(4-methoxyphenyl)sulfide

: N-(4-methoxyphenylthio)-N-methylformamide

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; bis(n-butylcyclopentadienyl)zirconium dichloride; 5,10,15,20-tetraphenyl-21H,23H-porphine; copper trifluoromethanesulfonate In 1,4-dioxane at 80℃; for 9h; Reagent/catalyst; Solvent;	97.6%

: 123-39-7
N-Methylformamide

: 5181-10-2
bis(4-chlorophenyl)sulfide

: N-(4-chlorophenylthio)-N-methylformamide

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; bis(n-butylcyclopentadienyl)zirconium dichloride; 5,10,15,20-tetraphenyl-21H,23H-porphine; copper trifluoromethanesulfonate In 1,4-dioxane at 70℃; for 10h; Reagent/catalyst; Solvent;	97.5%

: 123-39-7
N-Methylformamide

: 620-94-0
di-(p-tolyl)sulfane

: N-methyl-N-(p-tolylthio)formamide

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; bis(n-butylcyclopentadienyl)zirconium dichloride; 5,10,15,20-tetraphenyl-21H,23H-porphine; copper trifluoromethanesulfonate In 1,4-dioxane at 90℃; for 7h; Reagent/catalyst; Solvent;	97.2%

: 123-39-7
N-Methylformamide

: 298-12-4
Glyoxilic acid

: 155256-58-9
α-hydroxy-N-formyl-N-methylglycine

Conditions

Conditions	Yield
In acetone for 24h; Heating;	97%

: 872-31-1
3-Bromothiophene

: 123-39-7
N-Methylformamide

: 106943-91-3
N-methyl-N-(thiophen-3-yl)formamide

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane at 110℃; for 15h;	97%
With potassium phosphate; copper(l) iodide; dimethylaminoacetic acid In N,N-dimethyl-formamide at 110℃; for 24h; Goldberg Reaction; Schlenk technique; Inert atmosphere;	95%
With potassium phosphate; copper(l) iodide; rac-diaminocyclohexane In 1,4-dioxane Inert atmosphere; Reflux;	90%

: 123-39-7
N-Methylformamide

: 27876-28-4
N-Methyl-chlorformamid

Conditions

Conditions	Yield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 2h;	97%

: 123-39-7
N-Methylformamide

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

: 1257533-48-4
N'-(1,3-diphenyl-1H-pyrazol-5-yl)-N-methylmethanimidamide

Conditions

Conditions	Yield
With trichlorophosphate at 50 - 60℃; Inert atmosphere; Microwave irradiation;	97%
With trichlorophosphate at 30 - 40℃; Microwave irradiation;	86%

: 123-39-7
N-Methylformamide

: 84-11-7
9,10-phenanthrenequinone

A: 236-09-9
phenanthro[9,10-d][1,3]oxazole

B: 50609-89-7
1-methylphenanthro[9,10-d]imidazole

Conditions

Conditions	Yield
at 250℃; for 0.166667h; Microwave irradiation;	A 97% B 2%

...Expand

: 123-39-7
N-Methylformamide

: 104-92-7
1-bromo-4-methoxy-benzene

: 5279-51-6
4-methoxy-N-methylformanilide

Conditions

Conditions	Yield
With copper(l) iodide; dimethylaminoacetic acid; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Goldberg Reaction; Schlenk technique; Inert atmosphere;	96%

: 123-39-7
N-Methylformamide

: 67809-14-7
N-Nitroso-N-methylformamide

Conditions

Conditions	Yield
With cross-linked polyvinylpyrrolidone*N2O4; dinitrogen tetraoxide In dichloromethane at 20℃; for 2.5h;	95%
With tin(IV) chloride; sodium nitrite In dichloromethane at 20℃; for 3h;	90%
With bismuth(III) chloride; sodium nitrite In dichloromethane at 20℃; for 1.58333h; chemoselective reaction;	90%
With dinitrogen trioxide; chloroform

: 123-39-7
N-Methylformamide

: 26944-70-7
4-(4-nitroanilino)-1,2,3-benzotriazine

: 95202-41-8
3-(4-nitrophenyl)-4(3H)-quinazolinone

Conditions

Conditions	Yield
for 0.25h; Heating;	95%

N-methylformamide Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

N-methylformamide Specification

1. Introduction of N-methylformamide
The N-methylformamide, with the CAS registry number 123-39-7, is also called Monomethylformamide. It is a kind of clear colourless liquid, and infinitely soluble in water.

2. Properties of N-methylformamide
(1)ACD/LogP: -0.60; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.6; (4)ACD/LogD (pH 7.4): -0.6; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 11.27; (8)ACD/KOC (pH 7.4): 11.27; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 20.31 Å²; (13)Index of Refraction: 1.364; (14)Molar Refractivity: 15.09 cm³; (15)Molar Volume: 67.6 cm³; (16)Polarizability: 5.98×10^-24cm³; (17)Surface Tension: 23.2 dyne/cm; (18)Density: 0.872 g/cm³; (19)Flash Point: 81.5 °C; (20)Enthalpy of Vaporization: 41.87 kJ/mol; (21)Boiling Point: 182.5 °C at 760 mmHg; (22)Vapour Pressure: 0.808 mmHg at 25°C.

3. Structure Descriptors of N-methylformamide
(1)SMILES: O=CNC
(2)InChI: InChI=1/C2H5NO/c1-3-2-4/h2H,1H3,(H,3,4)
(3)InChIKey: ATHHXGZTWNVVOU-UHFFFAOYAO

4. Toxicity of N-methylformamide

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD	intravenous	> 568mg/kg (568mg/kg)	BEHAVIORAL: FOOD INTAKE (ANIMAL)	National Technical Information Service. Vol. PB82-232158,
guinea pig	LD50	unreported	465mg/kg (465mg/kg)	SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) MUSCULOSKELETAL: OTHER CHANGES	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 30, 1992.
mouse	LD50	intramuscular	2700mg/kg (2700mg/kg)		Toxicology. Vol. 34, Pg. 173, 1985.
mouse	LD50	intraperitoneal	802mg/kg (802mg/kg)		National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
mouse	LD50	intravenous	1580mg/kg (1580mg/kg)		Toxicology. Vol. 34, Pg. 173, 1985.
mouse	LD50	oral	2600mg/kg (2600mg/kg)		Toxicology. Vol. 34, Pg. 173, 1985.
mouse	LD50	subcutaneous	3100mg/kg (3100mg/kg)	LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Dissertation Abstracts International, B: The Sciences and Engineering. Vol. 40, Pg. 549, 1979.
mouse	LD50	unreported	1175mg/kg (1175mg/kg)	SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE MUSCULOSKELETAL: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 30, 1992.
rat	LD50	intraperitoneal	3500mg/kg (3500mg/kg)		Journal of Reproduction and Fertility. Vol. 4, Pg. 219, 1962.
rat	LD50	oral	4gm/kg (4000mg/kg)		Journal of Reproduction and Fertility. Vol. 4, Pg. 219, 1962.
rat	LD50	subcutaneous	> 2500mg/kg (2500mg/kg)		Naunyn-Schmiedebergs Archiv fuer Pharmakologie und Experimentelle Pathologie. Vol. 257, Pg. 296, 1967.
rat	LD50	unreported	2400mg/kg (2400mg/kg)	SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) MUSCULOSKELETAL: OTHER CHANGES	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 30, 1992.

5. Safety Information of N-methylformamide
Hazard Symbols: Toxic

T
Risk Codes:
R61:May cause harm to the unborn child.
R21:Harmful in contact with skin.
Safety Description:
S53:Avoid exposure - obtain special instructions before use.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

6. Preparation of N-methylformamide
N-methylformamide is prepared by methylamine and methyl formate:
CH₃NH₂ + HCOOCH₃ → CH₃NHCHO + CH₃OH

7. Use of N-methylformamide
N-methylformamide is used as a precursor to methyl isocyanide, a ligand in coordination chemistry and an intermediate in the production of some pharmaceutical compounds. It is also mainly used as a reagent in various organic syntheses with limited applications as a highly polar solvent.

8. Other details of N-methylformamide
You should be cautious while dealing with N-methylformamide. Itis harmful in contact with skin, and may cause harm to the unborn child. Therefore, you had better take the following instructions: Avoid exposure - obtain special instruction before use, and In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

Product Name

N-Methylformamide

Synthetic route

N-methylformamide Consensus Reports

N-methylformamide Specification

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