N-Methylaniline supplier | CasNO.100-61-8

Name
N-Methylaniline
EINECS 202-870-9
CAS No. 100-61-8
Article Data864
CAS DataBase
Density 0.984 g/cm³
Solubility 30 g/L
Melting Point -57 °C(lit.)
Formula C₆H₅NH(CH₃)
Boiling Point 196.249 °C at 760 mmHg
Molecular Weight 107.155
Flash Point 78.889 °C
Transport Information UN 2294 6.1/PG 3
Appearance pale yellow to brown liquid
Safety 28-36/37-45-60-61-28A
Risk Codes 23/24/25-33-50/53
Molecular Structure
Hazard Symbols T,N
Synonyms (Methylamino)benzene;AI3-19498;Aniline, N-methyl-;CCRIS 2870;HSDB 1654;Methylphenylamine;Monomethylaniline;
PSA 12.03000
LogP 1.80130

Synthetic route

: 614-30-2
N-methyl-N-phenyl-benzenemethanamine

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 1.5h;	100%
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol for 0.25h; Product distribution; Hydrogenolysis;	91%
With sulfuric acid; nickel In methanol; water at 40℃; for 2h;	84%
With triethylsilane; potassium tert-butylate at 130℃; for 18h; Sealed tube; Inert atmosphere;	65%
With titanium(III) chloride; lithium In tetrahydrofuran for 22h; Heating;	55%

: 86518-04-9
1-tert-butyl-N,1,1-trimethyl-N-phenylsilanamine

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With silica gel In ethanol; water at 20℃; for 2h;	100%

: 591-50-4
iodobenzene

: 74-89-5
methylamine

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With copper In water at 100℃; for 12h; Ullmann reaction;	99.8%
With copper(l) iodide; 6,7-dihydro-5H-quinolin-8-one oxime; potassium hydroxide In water at 25℃; for 24h; Inert atmosphere;	95%
With potassium hydroxide In N,N-dimethyl-formamide at 110℃; for 24h; Buchwald-Hartwig Coupling;	65%
With Cu2O nanoparticles (Cu2O-NPs) synthesized in n-Bu4POAc from CuCO3 In water at 75℃; for 16h; Concentration; Ionic liquid;	65 %Spectr.
With copper In water at 100℃; for 24h; Sealed tube;

: 108-86-1
bromobenzene

: 74-89-5
methylamine

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With copper In water at 100℃; for 12h; Ullmann reaction;	99.6%
With potassium hydroxide In N,N-dimethyl-formamide at 110℃; for 20h; Buchwald-Hartwig Coupling;	52%
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; triphenylphosphine In o-xylene at 160℃; for 12h; Inert atmosphere;

: 67-56-1
methanol

: 62-53-3
aniline

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With C21H36BrMnNO2P2; potassium tert-butylate at 100℃; for 24h; Catalytic behavior; Reagent/catalyst; Time;	99%
With cesiumhydroxide monohydrate; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3 at 110℃; Schlenk technique; Inert atmosphere;	99%
With C31H30ClIrN3O(1+)*F6P(1-); potassium tert-butylate at 130℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature;	99%

: 1934-92-5
N-methyl-N-phenyl-benzamide

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With triethyl borane; Triethoxysilane; sodium hydroxide In hexane at 80℃; for 6h; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube;	99%
With sodium triethylborohydride In tetrahydrofuran at 80℃; for 6h; Inert atmosphere; Schlenk technique; High pressure; Sealed tube;	97%
Multi-step reaction with 3 steps 1: 48 percent / P2S5 / dioxane / 2 h / Ambient temperature 2: tetrahydrofuran / Ambient temperature 3: 44 percent Spectr. / NaBH4, ZnCl2 / methanol / 2 h View Scheme
With C18H37ClMoNO2P2; hydrogen; sodium triethylborohydride In tetrahydrofuran; toluene at 100℃; under 37503.8 Torr; for 24h; Autoclave; Glovebox;	28 %Chromat.

: 124-38-9
carbon dioxide

: 1145-27-3
N,N’-dimethyl-N,N’-diphenylmethanediamine

A: 121-69-7
N,N-dimethyl-aniline

B: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With diphenylsilane; cesium formate In acetonitrile at 50℃; under 750.075 Torr; Green chemistry;	A 99% B n/a

...Expand

: 55577-65-6
2,N-dimethyl-N-phenylpropanamide

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With triethyl borane; Triethoxysilane; sodium hydroxide In hexane at 80℃; for 6h; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube;	99%
With sodium triethylborohydride In tetrahydrofuran at 80℃; for 6h; Inert atmosphere; Schlenk technique; High pressure; Sealed tube;	88%

: 5827-78-1
N-methyl-N-phenylpropanamide

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With triethyl borane; Triethoxysilane; sodium hydroxide In hexane at 80℃; for 6h; Inert atmosphere; Sealed tube;	99%
With sodium triethylborohydride In tetrahydrofuran at 80℃; for 6h; Inert atmosphere; Schlenk technique; High pressure; Sealed tube;	94%

: 618-40-6
1-Methyl-1-phenylhydrazine

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With hydrogen; lithium 1-naphthalenide; nickel dichloride In tetrahydrofuran at 20℃; under 760.051 Torr; for 1h;	98%
With titanium(III) chloride; water In tetrahydrofuran pH=7; Reflux; Alkaline aq. solution; Inert atmosphere;	83%
With Wilkinson's catalyst In methanol at 25℃; for 24h;	80%

: 93-61-8
N-methyl-N-phenylformamide

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With 1,3-Dimethoxybenzene; trichlorophosphate In dichloromethane at 40℃; for 24h; Product distribution; other carboxamides, var. solvents, var. temp., var. time, var. reagents mole ratio;	97%
With C18H37ClMoNO2P2; hydrogen; sodium triethylborohydride In tetrahydrofuran; toluene at 100℃; under 37503.8 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Pressure; Temperature; Autoclave; Glovebox;	94%
With aluminum oxide; potassium fluoride for 0.333333h; microwave irradiation;	80%

: 5827-78-1
N-methyl-N-phenylpropanamide

A: 13395-54-5
N-methyl-N-n-propylaniline

B: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With triethyl borane; sodium hydroxide In hexane at 80℃; for 6h; Inert atmosphere; Sealed tube;	A 1% B 97%

: 579-10-2
N-acetyl-N-methylaniline

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With 40% potassium fluoride/alumina at 85℃; for 0.0666667h; Microwave irradiation; Neat (no solvent);	96%
With 9,10-dihydroanthracene; sodium triethylborohydride In tetrahydrofuran at 80℃; for 6h; Solvent; Reagent/catalyst; Inert atmosphere; Schlenk technique; High pressure; Sealed tube;	86%
With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 20h; Catalytic behavior; Autoclave; chemoselective reaction;	85%

: 108-90-7
chlorobenzene

: 74-89-5
methylamine

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With C38H49N2P*C9H10ClPd In 1,4-dioxane at 20℃; for 18h; Inert atmosphere; Schlenk technique;	96%
With potassium hydroxide In N,N-dimethyl-formamide at 110℃; for 24h; Buchwald-Hartwig Coupling;	45%
With water; copper(l) chloride at 220℃;

: 614-00-6
N-methyl-N-nitrosoaniline

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With triethylsilane; hydrogen iodide In dichloromethane at 20℃; for 0.25h; Reagent/catalyst;	95%
With sodium tetrahydroborate; titanium tetrachloride In 1,2-dimethoxyethane for 14h; Ambient temperature;	92%
With iron; acetic acid

: 28685-60-1
N-carbomethoxy-N-methylaniline

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With methyllithium; lithium bromide In tetrahydrofuran at 0℃; for 1h;	95%
With sodium hydrogen telluride In N,N-dimethyl-formamide at 70 - 75℃; for 5h;	82%
With Benzeneselenol; sodium hydride 1.) THF, 2.) HMPA, 10 h, reflux; Yield given. Multistep reaction;

: 109-73-9
N-butylamine

: 3-methyl-2-(N-methylanilino)benzothiazolium toluene-p-sulphonate

A: 70038-63-0
butyl-(3-methyl-3H-benzothiazol-2-ylidene)-amine

B: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 3h;	A 95% B 88%
at 25℃; for 3h;	A 95% B 88%

...Expand

: Indazol-1-ylmethyl-phenyl-amine

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 25℃; for 5h; var. aminals deriv. of hydroxymethylindazole;	95%

: 90-10-8
N-methylbenzenesulfonanilide

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; potassium tert-butylate In dimethyl sulfoxide at 20℃; for 17h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Irradiation; Sealed tube;	95%
With trimethylsilyl iodide In acetonitrile at 82℃; for 12h;	91%
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 3h; Heating;	86%

: C20H20N2O4

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With benzyltriethylammonium tetrathiomolybdate In acetonitrile at 28℃; for 0.5h;	95%

: 50-00-0
formaldehyd

: 62-53-3
aniline

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With butyl triphenylphosphonium tetraborate at 20℃; for 0.25h;	94%
With (CuAl)O(x); hydrogen In tetrahydrofuran at 120℃; under 3750.38 Torr; for 9h; Catalytic behavior; Reagent/catalyst; Solvent;	89%
With hydrogen In 1,4-dioxane at 60℃; under 7500.75 Torr; for 24h; Autoclave;	88%

: 2621-79-6
ethyl N-methyl-N-phenylcarbamate

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With methyllithium; lithium bromide In tetrahydrofuran at 0℃; for 1h;	94%

: 121-69-7
N,N-dimethyl-aniline

A: 50-00-0
formaldehyd

B: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With {Ru(IV)O(2,2`-bipyridine)(PPh3)}(ClO4)2 In acetonitrile at 21℃; Rate constant; Kinetics; Thermodynamic data; other Ru(IV) complex catalyst, ΔH(excit), ΔS(excit) determined;	A n/a B 94%
With dihydrogen peroxide; FePp In ethanol at 38℃; for 0.166667h; Product distribution; borate buffer, pH 9; further educts;
With phosphate buffer; dihydrogen peroxide; cytochrome c at 30℃; Equilibrium constant; Rate constant; also in the presence of phosphate bilayer;

: N-methyl-N-tritylaniline

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
Stage #1: N-methyl-N-tritylaniline With naphthalene; lithium In tetrahydrofuran at 0℃; for 1h; Stage #2: With water In tetrahydrofuran at 0 - 20℃;	94%

: 618-40-6
1-Methyl-1-phenylhydrazine

: 135-19-3
β-naphthol

A: 2834-92-6
1-amino-2-naphthol

B: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
In ethylene glycol at 80℃; Solvent; Temperature; Inert atmosphere; regioselective reaction;	A 88% B 94%
at 80℃; for 4h;	A 0.43 g B 0.50 g

...Expand

: {Ru(IV)O(2,2`-bipyridine)(PPh3)}(ClO4)2

: 121-69-7
N,N-dimethyl-aniline

A: 512844-06-3
{Ru(2,2'-bipyridine)2(NCMe)(PPPh3)}(2+)

B: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
In acetonitrile Kinetics; byproducts: CH2O; stoicheiometric oxidation of N,N-dimethylaniline by the Ru complex in MeCN at 21°C; spectrophotometrical determination of the rate constant;	A n/a B 94%

...Expand

: 103-84-4
Acetanilid

: 77-78-1
dimethyl sulfate

A: 579-10-2
N-acetyl-N-methylaniline

B: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With hexamethylenetetramine hydrobromide; potassium carbonate In benzene at 8 - 10℃; for 0.75h;	A 93% B n/a

...Expand

: 64999-94-6
N-methyl-N-phenyl-4-nitrobenzene sulphonamide

: 68-11-1
mercaptoacetic acid

A: 3406-75-5
2-(4-nitrophenylthio)acetic acid

B: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃;	A n/a B 93%

...Expand

: 62-53-3
aniline

: 74-88-4
methyl iodide

: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With C24H52B20Cl2Rh2Se2 In toluene at 20℃; for 1.66667h;	93%
Stage #1: aniline With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.25h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; hexane at -60 - 20℃; for 8h; Inert atmosphere;
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 24h; Sealed tube;

: 556-52-5
oxiranyl-methanol

: 100-61-8
N-methylaniline

: 42871-95-4
3-(methyl(phenyl)amino)propane-1,2-diol

Conditions

Conditions	Yield
In methanol for 48h; Reflux;	100%
In ethanol at 120℃; for 0.333333h; Microwave irradiation;	81%

: 102-92-1
cinnamoyl chloride

: 100-61-8
N-methylaniline

: 27687-46-3
N-methyl-N-phenylcinnamamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; Inert atmosphere;	100%
In dichloromethane at 20℃; for 1h;	97%
With triethylamine In ethyl acetate at 0 - 20℃;	79%

: 622-78-6
Benzyl isothiocyanate

: 100-61-8
N-methylaniline

: 70741-04-7
N'-benzyl-N-methyl-N-phenyl-thiourea

Conditions

Conditions	Yield
In ethanol at 25 - 30℃; for 1h;	100%
With ethanol

: 103-72-0
phenyl isothiocyanate

: 100-61-8
N-methylaniline

: 4949-93-3
1-methyl-1,3-diphenyl-thiourea

Conditions

Conditions	Yield
In ethanol at 25 - 30℃; for 1h;	100%
Wavelength; Reagent/catalyst; Darkness;	97%
In ethanol for 0.166667h; Heating;	60%

: 4755-77-5
Ethyl oxalyl chloride

: 100-61-8
N-methylaniline

: 1457-86-9
ethyl-2-(methyl(phenyl)amino)-2-oxoacetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 0.5h; Ambient temperature;	100%
With triethylamine In dichloromethane at 0 - 20℃;	85%
With pyridine
With pyridine In dichloromethane for 5h; Ambient temperature;

: 107-13-1
acrylonitrile

: 100-61-8
N-methylaniline

: 94-34-8
N-(2-cyanoethyl)-N-methylaniline

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; under 10501100 Torr; for 17h; Michael Addition;	100%
With Ps-AlCl3 at 70℃; for 3h; Michael Addition; chemoselective reaction;	99%
With SBA-15-supported Co(II) complex at 20℃; for 3h; Michael condensation;	82%

: 598-21-0
2-Bromoacetyl bromide

: 100-61-8
N-methylaniline

: 29182-97-6
N-methyl-2-bromoacetanilide

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 0 - 25℃; for 0.5h;	100%
In dichloromethane at 0 - 20℃; for 1h;	98%
With triethylamine In dichloromethane at 20℃; for 16h;	88%

: 2284-20-0
4-Methoxyphenyl isothiocyanate

: 100-61-8
N-methylaniline

: N'-(4-methoxy-phenyl)-N-methyl-N-phenyl-thiourea

Conditions

Conditions	Yield
In ethanol at 25 - 30℃; for 1h;	100%

: 88-88-0
2,4,6-trinitrochlorobenzene

: 100-61-8
N-methylaniline

: 56042-31-0
N-methyl-2,4,6-trinitrodiphenylamine

Conditions

Conditions	Yield
In acetonitrile at 25℃;	100%
With ethanol
With ethanol; sodium acetate

: 109-69-3
n-Butyl chloride

: 100-61-8
N-methylaniline

: 3416-49-7
N-butyl-N-methylaniline

Conditions

Conditions	Yield
With 3-(2-ethoxy-2-oxoethyl)-1-methyl-1H-imidazol-3-ium chloride at 90℃; for 3h; Inert atmosphere; Green chemistry;	100%

: 100-61-8
N-methylaniline

: 614-69-7
2-tolyl isothiocyanate

: N-methyl-N-phenyl-N'-o-tolyl-thiourea

Conditions

Conditions	Yield
In ethanol at 25 - 30℃; for 1h;	100%

: 100-61-8
N-methylaniline

: 1985-12-2
4-Bromophenyl isothiocyanate

: 107775-44-0
N-methyl-N-phenyl-N'-p-bromophenylthiourea

Conditions

Conditions	Yield
In ethanol at 25 - 30℃; for 1h;	100%

: 100-61-8
N-methylaniline

: 614-00-6
N-methyl-N-nitrosoaniline

Conditions

Conditions	Yield
With oxygen; nitrogen(II) oxide In 1,2-dichloro-ethane for 24h; Product distribution; Mechanism; Ambient temperature; other amines, other solvents, var. time;	100%
With oxygen; nitrogen(II) oxide In 1,2-dichloro-ethane for 24h; Ambient temperature;	100%
With toluene-4-sulfonic acid; methoxybenzene; sodium nitrite In dichloromethane at 20℃; chemoselective reaction;	100%

: 762-42-5
dimethyl acetylenedicarboxylate

: 100-61-8
N-methylaniline

: 125735-97-9
2-(methylphenylamino)but-2-enedioic acid dimethyl ester

Conditions

Conditions	Yield
In water at 20℃; for 2h; Michael-type addition;	100%
In water at 20℃;	71%
In water at 0 - 20℃; for 2h;	69%
In diethyl ether

: 100-52-7
benzaldehyde

: 100-61-8
N-methylaniline

: 614-30-2
N-methyl-N-phenyl-benzenemethanamine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 18℃; for 4h; Solvent; Reagent/catalyst; Green chemistry;	100%
With hydrogen In toluene at 140℃; under 22502.3 Torr; for 18h;	98%
With sodium tetrahydroborate at 20℃; for 0.0333333h; Neat (no solvent); grinding;	97%

: 10242-31-6
1-(4-nitrophenoxy)-2,4,6-trinitrobenzene

: 100-61-8
N-methylaniline

: 56042-31-0
N-methyl-2,4,6-trinitrodiphenylamine

Conditions

Conditions	Yield
In [D3]acetonitrile at 25℃;	100%
In benzene at 30℃;
In benzene at 30℃; Mechanism; Rate constant; various concentrations of N-methylaniline;
In acetonitrile at 25℃; Kinetics; Further Variations:; Solvents;
In [D3]acetonitrile at 25℃; Kinetics; Further Variations:; Solvents;

: 33842-02-3, 529510-96-1
dichloromethylenedimethyliminium chloride

: 100-61-8
N-methylaniline

: 341029-31-0
N,N,N'-Trimethyl-N'-phenyl-carbamidchlorid

Conditions

Conditions	Yield
In dichloromethane	100%

: 1,5-diethoxy-1,5-diphenylpenta-2,4-dienylium perchlorate

: 100-61-8
N-methylaniline

: 1,5-di(N-methyl-N-phenylamino)-1,5-diphenylpenta-2,4-dienylium perchlorate

Conditions

Conditions	Yield
for 0.166667h;	100%

: 1,3,4,6-tetrakis(isopropylthio)thieno<3,4-c>thiophenium bis(tetrafluoroborate)

: 100-61-8
N-methylaniline

: N-<(isopropylthio)-<2,5-bis(isopropylthio)-4-isopropylthio(thiocarbonyl)-3-thienyl>methylene>-N-methyl-N-phenylammonium tetrafluoroborate

Conditions

Conditions	Yield
In acetonitrile at -30℃; for 0.5h;	100%

: 100-61-8
N-methylaniline

: 22696-39-5
N-hydroxy-N-methylaniline

Conditions

Conditions	Yield
With 4-hydroperoxy-5-ethyl-3-methyllumiflavine In tert-butyl alcohol at 30℃; Rate constant;	100%
With sodium perborate; Dihydrate sodium molybdate In acetic acid at 50℃; for 1h; Kinetics; Thermodynamic data; Catalytic behavior; Temperature;	71%
With α-D-glucose 6-phosphate; oxygen; NADP; cyclohexanone monooxygenase at 25℃; for 24h; pH=8.6; Enzymatic reaction;
With air; cyclohexanone monooxygenase from Escherichia coli; NADPH In water at 25℃; pH=8.6; Enzyme kinetics;
With α-D-glucose 6-phosphate; cyclohexanone monooxygenase from Escherichia coli; NADP; glucose-6-phosphate dehydrogenase; air In water at 25℃; for 24h; pH=8.6;

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 100-61-8
N-methylaniline

: 186353-05-9
[N-methyl-N-phenyl]carbamic acid chloromethyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	100%
With triethylamine In dichloromethane at 0 - 5℃; for 4h;	73%

: 106-43-4
para-chlorotoluene

: 100-61-8
N-methylaniline

: 38158-65-5
N,4-dimethyl-N-phenylaniline

Conditions

Conditions	Yield
With johnphos; sodium t-butanolate; palladium diacetate In toluene at 20℃; for 19h; Arylation;	100%
With potassium tert-butylate; Pd(0) N-heterocyclic carbene-phosphine In 1,4-dioxane at 100℃;	99%
With potassium hydroxide; bis(tri-tert-butylphosphine)palladium(0); cetyltrimethylammonim bromide In water; toluene at 90℃; for 19h;	99%

: 100-61-8
N-methylaniline

: 287721-05-5
4-[phenyl(endo-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)amino]benzoic acid

: N-methyl-4-[(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-phenyl-amino]-N-phenyl-benzamide

Conditions

Conditions	Yield
With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate Acylation;	100%

: 2845-89-8
1-chloro-3-methoxy-benzene

: 100-61-8
N-methylaniline

: 3-methoxy-N-methyl-N-phenyl-benzenamine

Conditions

Conditions	Yield
With 2'-dicyclohexylphosphanyl-6-methoxy-biphenyl-3-sulfonic acid; palladium diacetate; sodium t-butanolate In diethylene glycol dimethyl ether at 120℃; for 72h; Buchwald-Hartwig Coupling; Inert atmosphere;	100%
With sodium t-butanolate; palladium diacetate In toluene at 80℃; for 1h; Buchwald-Hartwig amination;	97%
With potassium tert-butylate; C36H43Cl2N3OPd In toluene at 130℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;	96%

: 100-61-8
N-methylaniline

: 5-bromo-10,20-diphenylporphyrinatonickel(II)

: C39H27N5(2-)*Ni(2+)

Conditions

Conditions	Yield
With 18-crown-6 ether; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; palladium diacetate In tetrahydrofuran at 68℃; for 3h;	100%

: 100-61-8
N-methylaniline

: 2937-50-0
Allyl chloroformate

: allyl N-methyl-N-phenylcarbamate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 1h;	100%
With sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 2h;	94%

: 100-61-8
N-methylaniline

: 844821-65-4
(benzenemethylthio)difluoroethanoyl chloride

: 844821-66-5
2-(benzenemethylthio)-2,2-difluoroethanoyl (N-methyl)anilide

Conditions

Conditions	Yield
In diethyl ether at -78 - 20℃;	100%

: 865094-47-9
isopropenyl (5-tert-butyl-2-(p-tolyl)-2H-pyrazol-3-yl)carbamate

: 100-61-8
N-methylaniline

: N-(5-tert-butyl-2-(p-tolyl)-2H-pyrazol-3-yl)-N'-methyl-N'-phenylurea

Conditions

Conditions	Yield
With 1-Methylpyrrolidine In tetrahydrofuran at 23℃; for 22h;	100%

: 13089-11-7
methyl 3,3,3-trifluoropyruvate

: 100-61-8
N-methylaniline

: 3,3,3-trifluoro-2-hydroxy-2-(4-methylamino-phenyl)-propionic acid methyl ester

Conditions

Conditions	Yield
at 20℃; for 0.0833333h; Friedel-Crafts reaction;	100%

N-Methylaniline Consensus Reports

Reported in EPA TSCA Inventory.

N-Methylaniline Standards and Recommendations

OSHA PEL: TWA 0.5 ppm (skin)
ACGIH TLV: TWA 0.5 ppm (skin)
DFG MAK: 0.5 ppm (2.2 mg/m³)
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD

N-Methylaniline Analytical Methods

For occupational chemical analysis use NIOSH: Monomethylamiline S153.

N-Methylaniline Specification

The N-Methylaniline is a toxic organic compound with the chemical formula C₆H₅NH(CH₃). With the CAS registry number 100-61-8, it is also known as Anilinomethane. It belongs to the product categories of Intermediates of Dyes and Pigments; Anilines, Aromatic Amines and Nitro Compounds; Organics. Its EINECS registry number is 202-870-9. Its IUPAC name is called N-methylaniline. It is used as a latent and coupling solvent and is also used is as an intermediate for dyes, agrochemicals and other organic products manufacturing.

Physical properties of N-Methylaniline: (1)ACD/LogP: 1.71; (2)ACD/LogD (pH 5.5): 1.648; (3)ACD/LogD (pH 7.4): 1.711; (4)ACD/BCF (pH 5.5): 10.174; (5)ACD/BCF (pH 7.4): 11.757; (6)ACD/KOC (pH 5.5): 175.664; (7)ACD/KOC (pH 7.4): 203; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.573; (12)Molar Refractivity: 35.862 cm³; (13)Molar Volume: 108.89 cm³; (14)Surface Tension: 35.699 dyne/cm; (15)Density: 0.984 g/cm³; (16)Flash Point: 78.889 °C; (17)Enthalpy of Vaporization: 43.245 kJ/mol; (18)Boiling Point: 196.249 °C at 760 mmHg; (19)Vapour Pressure: 0.402 mmHg at 25°C.

Preparation of N-Methylaniline: this chemical can be prepared by N,N-dimethyl-aniline. This reaction will need reagents potassium 12-tungstocobaltate(III), AcOK and solvents acetonitrile, H₂O. The reaction time is 4 hours with reaction temperature of 20 °C.

N-Methylaniline can be prepared by N,N-dimethyl-aniline

Uses of N-Methylaniline: it can be used to produce N,N'-Dimethylsulfinyldianilin at temperature of -78 °C. This reaction will need reagents NEt₃, SOCl₂ and solvent diethyl ether with reaction time of 1 hour. The yield is about 35%.

N-Methylaniline can be prepared by N,N-dimethyl-aniline

When you are using this chemical, please be cautious about it as the following:
This chemical that at low levels can cause damage to health. It may present an immediate or delayed danger to one or more components of the environment. It is toxic by inhalation, in contact with skin and if swallowed. After contact with skin, you should wash immediately with plenty of ... (to be specified by the manufacturer). In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CNC1=CC=CC=C1
(2)InChI: InChI=1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3
(3)InChIKey: AFBPFSWMIHJQDM-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	intravenous	24mg/kg (24mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 1, 1949.
guinea pig	LDLo	oral	1200mg/kg (1200mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 16, 1941.
guinea pig	LDLo	subcutaneous	1200mg/kg (1200mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 16, 1941.
rabbit	LDLo	intravenous	24mg/kg (24mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 1, 1949.
rabbit	LDLo	oral	280mg/kg (280mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 1, 1949.

Product Name

N-Methylaniline

Synthetic route

N-Methylaniline Consensus Reports

N-Methylaniline Standards and Recommendations

N-Methylaniline Analytical Methods

N-Methylaniline Specification

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