3-methoxy-N,N-dimethylaniline
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With boron trichloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78 - 0℃; for 1h; dealkylation; | 95% |
Conditions | Yield |
---|---|
With hydrogen In water at 200℃; under 375.038 Torr; for 3h; Reagent/catalyst; Autoclave; | 93% |
Conditions | Yield |
---|---|
With copper(l) iodide; 6,7-dihydro-5H-quinolin-8-one oxime; potassium hydroxide In water at 25℃; for 24h; Inert atmosphere; | 91% |
methanesulfonic acid 3-dimethylaminophenyl ester
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at 0℃; for 0.0166667h; | 89% |
Conditions | Yield |
---|---|
With copper(l) iodide; 6,7-dihydro-5H-quinolin-8-one oxime; potassium hydroxide In water at 85℃; for 24h; Inert atmosphere; | 89% |
3-Dimethylaminophenol
Conditions | Yield |
---|---|
In water-d2 for 0.5h; Inert atmosphere; Photolysis; | 89% |
N,N-dimethyl-aniline
A
4-(N,N-dimethylamino)phenol
B
2-hydroxy-N,N-dimethylaniline
C
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With dihydrogen peroxide; antimony pentafluoride In hydrogen fluoride at -20℃; for 0.25h; Mechanism; Product distribution; | A 26% B 14% C 44% |
With hydrogen fluoride; dihydrogen peroxide; antimony pentafluoride at -20℃; for 0.25h; | A 26% B 14% C 44% |
With dihydrogen peroxide; antimony pentafluoride In hydrogen fluoride at -20℃; for 0.25h; | A 26% B 14% C 44% |
Conditions | Yield |
---|---|
With hydrogen In methanol at 180℃; under 12751.3 Torr; for 8h; Autoclave; | 21% |
With sodium tetrahydroborate In methanol at 20℃; |
Conditions | Yield |
---|---|
at 170℃; |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
bei der Natronschmelze; | |
bei der Natronschmelze; |
Conditions | Yield |
---|---|
bei der Destillation unter vermindertem Druck; |
4-Aminosalicylic acid
dimethyl sulfate
A
4-dimethylamino-2-hydroxy-benzoic acid methyl ester
B
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With sulfuric acid at 55 - 60℃; und Behandeln mit Natron bei 270-300grad; | |
Multi-step reaction with 2 steps 1: sulfuric acid 2: bei der Natronschmelze View Scheme |
N,N-dimethylammonium chloride
dimethyl amine
recorcinol
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With water at 200℃; |
carbonic acid bis-(3-dimethylamino-phenyl ester)
aniline
A
N,N-diphenylurea
B
3-Dimethylaminophenol
Conditions | Yield |
---|---|
at 190℃; |
Conditions | Yield |
---|---|
ueber die Diazonium-Verbindung; | |
With sulfuric acid Diazotization.und Kochen der Diazoniumsalzloesung; |
2-amino-4-hydroxy-benzenesulfonic acid
methyl iodide
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With potassium hydroxide; water at 100 - 110℃; und Behandeln des Reaktionsprodukts mit methylschfefelsaurem Natrium in waessr. Loesung im Autoklaven auf 170-180grad; |
Neostigmine bromide
A
Dimethylcarbaminsaeure-3-aminophenylester
B
norneostigmine
C
Dimethylcarbaminsaeure-3-methylaminophenylester
D
3-hydroxyphenyltrimethylammonium bromide
E
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With water In various solvent(s) at 70 - 95℃; Kinetics; Thermodynamic data; Product distribution; Activation energies in 6 buffer systems with varying pH, influence of buffer concentration, ionic force, oxygen, and pilocarpine hydrochloride on the rates of hydrolysis and demethylation; |
ethyl [7-(dimethylamino)-2-oxo-2H-chromen-4-yl]acetate
3-Dimethylaminophenol
Conditions | Yield |
---|---|
at 170℃; |
Conditions | Yield |
---|---|
With water at 125℃; |
3-Dimethylaminophenol
Conditions | Yield |
---|---|
durch Destillation unter vermindertem Druck; |
sulfuric acid
3-(dimethylamino)phenyl carbonochloridate
A
hydrogenchloride
B
carbon dioxide
C
3-Dimethylaminophenol
hydrogenchloride
N,N,N',N'-tetramethyl-m-phenylenediamine
A
3-Dimethylaminophenol
B
recorcinol
Conditions | Yield |
---|---|
at 180℃; |
Neostigmine bromide
A
Dimethylcarbaminsaeure-3-aminophenylester
B
norneostigmine
C
Dimethylcarbaminsaeure-3-methylaminophenylester
D
3-hydroxyphenyltrimethylammonium bromide
E
3-Dimethylaminophenol
Conditions | Yield |
---|---|
Heating; degradation in alkaline solution; |
methyl yellow
A
4-amino-phenol
B
N,N-dimethyl-aniline
C
aniline
D
N,N-Dimethyl-4-nitroaniline
E
3-Dimethylaminophenol
F
recorcinol
G
phenol
Conditions | Yield |
---|---|
With ferrous(II) sulfate heptahydrate; sulfuric acid; water; dihydrogen peroxide at 25℃; pH=1.8; Kinetics; |
N,N-dimethyl-formamide
3-Dimethylaminophenol
4-dimethylamino-2-hydroxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-formamide With trichlorophosphate for 0.0833333h; Stage #2: 3-Dimethylaminophenol at 20 - 70℃; for 2h; | 100% |
With methanesulfonyl chloride at 20 - 100℃; for 1h; | 90.9% |
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 20℃; Inert atmosphere; Stage #2: 3-Dimethylaminophenol at 20 - 90℃; Vilsmeier-Haack reaction; Inert atmosphere; Stage #3: With water | 70% |
Conditions | Yield |
---|---|
With silver trifluoromethanesulfonate at 60℃; for 0.05h; neat (no solvent); | 99% |
und man destilliert das Produkt im Vakuum; |
Conditions | Yield |
---|---|
With triethylamine | 99% |
benzyl bromide
3-Dimethylaminophenol
N-benzyl-3-hydroxy-N,N-dimethylanilinium bromide
Conditions | Yield |
---|---|
In acetonitrile | 98% |
In acetonitrile at 20℃; |
4-nitrobenzaldehdye
3-Dimethylaminophenol
6,6’-((4-nitrophenyl)methylene)bis(3-(dimethylamino)phenol)
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid; acetic acid at 60℃; for 14h; Inert atmosphere; | 98% |
C17H13F3N2O2
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With C37H34N4O3 In chloroform at 20℃; for 8h; Inert atmosphere; enantioselective reaction; | 98% |
Conditions | Yield |
---|---|
With [Ru(κ1-OAc)(κ2-OAc)(κ3-1,1,1-tris(diphenylphosphinomethyl)ethane)] In acetonitrile at 70℃; for 1h; Inert atmosphere; Schlenk technique; | 98% |
3-Dimethylaminophenol
(2-formyl-11-methoxycarbonylmethyl-14-methyl-6,7,10,11,17,18-hexahydro-9H-8,16,19-trioxa-5,11-diaza-dibenzo[a,g]cyclopentadecen-5-yl)-acetic acid methyl ester
[2-(3,6-bis-dimethylamino-9H-xanthen-9-yl)-11-methoxycarbonylmethyl-14-methyl-6,7,10,11,17,18-hexahydro-9H-8,16,19-trioxa-5,11-diaza-dibenzo[a,g]cyclopentadecen-5-yl]-acetic acid methyl ester
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In propionic acid at 60℃; | 97% |
With toluene-4-sulfonic acid; propionic acid |
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In propionic acid at 60℃; for 16h; | 97% |
Conditions | Yield |
---|---|
With acetic acid at 20℃; | A 97% B n/a |
Conditions | Yield |
---|---|
With 5% Rh/C; oxygen; trifluoroacetic acid at 60℃; for 34h; | 97% |
triisopropylsilyl trifluoromethanesulfonate
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 22h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
Stage #1: 3-Dimethylaminophenol With potassium hydroxide In toluene at 90℃; for 1h; Reflux; Stage #2: 4-nitrophenyl dimethylcarbamate In toluene for 3h; Product distribution / selectivity; Reflux; | 96.2% |
malonic acid bis-(2,4,6-trichloro-phenyl) ester
3-Dimethylaminophenol
7-(dimethylamino)-4-hydroxy-2H-1-benzopyran-2-one
Conditions | Yield |
---|---|
In toluene at 110℃; for 4h; | 96% |
Conditions | Yield |
---|---|
With 1-(4-ferrocenylbutyl)-3-{3-[dihydroxy(methoxy)silyl]propyl}benzimidazol-3-ium chloride supported on Fe3O4(at)SiO2 core-shell/BiOCl nano-composite In ethanol; water at 20℃; for 0.333333h; Sonication; | 95% |
Stage #1: 4-nitrobenzaldehdye; malononitrile With polyethyleneimine covalently bound on the surface of Fe3O4 magnetic nanoparticle by [3-(2,3-epoxypropoxy)propyl]trimethoxysilane as cross linker In water for 0.0166667h; Sonication; Green chemistry; Stage #2: 3-Dimethylaminophenol In water for 1.5h; Reagent/catalyst; Time; Temperature; Sonication; Green chemistry; | 94% |
With mesoporous Al-MCM-41 functionalized by layered double hydroxide nanosheets and (3-aminopropyl)triethoxysilane In ethanol at 80℃; for 6h; Schlenk technique; | 91% |
3-Dimethylaminophenol
6-chloro-1-[(4-methoxyphenyl)methyl]-4-(trifluoromethyl)hydroquinazolin-2-one
Conditions | Yield |
---|---|
With C37H34N4O3 In chloroform at 20℃; for 2h; Inert atmosphere; enantioselective reaction; | 95% |
N,N-diethylcarbamyl chloride
3-Dimethylaminophenol
3-<<(diethylamino)carbonyl>oxy>-N,N-dimethylaniline
Conditions | Yield |
---|---|
With pyridine; triethylamine In tetrahydrofuran Reflux; Inert atmosphere; | 94% |
With sodium hydride 1.) diethyl ether, DMF, 15 min, 2.) RT, 1.5 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With 6A-{{2-{{2-[(2-aminoethyl)amino]ethyl}amino}ethyl}amino}-6A-deoxy-β-cyclodextrin In water at 20℃; for 6h; chemoselective reaction; | 94% |
With 2-amino-2-hydroxymethyl-1,3-propanediol In ethanol; water at 20℃; for 3.5h; Green chemistry; | 83% |
With piperidine In ethanol at 20℃; | 31% |
4-chlorobenzaldehyde
malononitrile
3-Dimethylaminophenol
2-amino-4-(4-chlorophenyl)-7-dimethylamino-4H-chromene-3-carbonitrile
Conditions | Yield |
---|---|
With 1-(4-ferrocenylbutyl)-3-{3-[dihydroxy(methoxy)silyl]propyl}benzimidazol-3-ium chloride supported on Fe3O4(at)SiO2 core-shell/BiOCl nano-composite In ethanol; water at 20℃; for 0.333333h; Sonication; | 94% |
With mesoporous Al-MCM-41 functionalized by layered double hydroxide nanosheets and (3-aminopropyl)triethoxysilane In ethanol at 80℃; for 6h; Schlenk technique; | 90% |
With 2-amino-2-hydroxymethyl-1,3-propanediol In ethanol; water at 20℃; for 2.5h; Green chemistry; | 85% |
With piperidine In ethanol at 35℃; for 12h; |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 0 - 20℃; | 94% |
With potassium carbonate; potassium iodide In acetone Reflux; | 81% |
With potassium carbonate In acetonitrile at 0 - 20℃; | 43% |
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; for 8h; Nosylation; | 93% |
diethyl cyanophosphonate
3-Dimethylaminophenol
phosphoric acid diethyl ester-(3-dimethylamino-phenyl ester)
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 0.5h; phosphorylation; | 93% |
Conditions | Yield |
---|---|
With piperidine In ethanol at 20℃; | 93% |
With 1-(4-ferrocenylbutyl)-3-{3-[dihydroxy(methoxy)silyl]propyl}benzimidazol-3-ium chloride supported on Fe3O4(at)SiO2 core-shell/BiOCl nano-composite In ethanol; water at 20℃; for 0.466667h; Sonication; | 85% |
With 2-amino-2-hydroxymethyl-1,3-propanediol In ethanol; water at 20℃; for 3h; Green chemistry; | 84% |
3-Dimethylaminophenol
2-(11-carbamoylmethyl-2-formyl-14-methyl-6,7,10,11,17,18-hexahydro-9H-8,16,19-trioxa-5,11-diaza-dibenzo[a,g]cyclopentadecen-5-yl)-acetamide
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In propionic acid at 60℃; | 93% |
3-nitro-benzaldehyde
malononitrile
3-Dimethylaminophenol
2-amino-7-(dimethylamino)-4-(3-nitrophenyl)-4H-chromene-3-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 3-nitro-benzaldehyde; malononitrile With polyethyleneimine covalently bound on the surface of Fe3O4 magnetic nanoparticle by [3-(2,3-epoxypropoxy)propyl]trimethoxysilane as cross linker In water for 0.0166667h; Sonication; Green chemistry; Stage #2: 3-Dimethylaminophenol In water for 1.5h; Sonication; Green chemistry; | 93% |
With 1-(4-ferrocenylbutyl)-3-{3-[dihydroxy(methoxy)silyl]propyl}benzimidazol-3-ium chloride supported on Fe3O4(at)SiO2 core-shell/BiOCl nano-composite In ethanol; water at 20℃; for 0.366667h; Sonication; | 90% |
With mesoporous Al-MCM-41 functionalized by layered double hydroxide nanosheets and (3-aminopropyl)triethoxysilane In ethanol at 80℃; for 6h; Schlenk technique; | 89% |
With 2-amino-2-hydroxymethyl-1,3-propanediol In ethanol; water at 20℃; for 2h; Green chemistry; | 87% |
With piperidine In ethanol at 35℃; for 12h; |
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With C37H34N4O3 In chloroform at 20℃; for 3.5h; Inert atmosphere; enantioselective reaction; | 93% |
Conditions | Yield |
---|---|
With Difluoroacetic acid; 5% palladium on Al2O3; oxygen at 20℃; for 18h; | 93% |
4,5-dichlorophthalonitrile
3-Dimethylaminophenol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 18h; Inert atmosphere; | 93% |
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 18h; | 93% |
IUPAC Name: 3-(dimethylamino)phenol
Molecular Formula: C8H11NO
Formula Weight: 137.18g/mol
Appearance: gray powder
Density: 1.089 g/cm3
Melting Point: 82 - 84 °C
Boiling Point: 266.5 °C at 760 mmHg
Refractive index: 1.589
Flash point: 132.7 °C
Vapor Pressure: 0.00524 mmHg at 25°C
Solubility: dissolved in ethanol, ether, benzene, acetone, alkali, and inorganic acid,not almost soluble in water
EINECS: 202-727-0
liansport Information: 70kgs
Freely Rotating Bonds: 2
Molar Refractivity: 42.44 cm3
Molar Volume: 125.8 cm3
Polarizability: 16.82 10-24cm3
Surface Tension: 44 dyne/cm
Enthalpy of Vaporization: 52.48 kJ/mol
Sensitive: Light Sensitive
The chemical synonyms of 3-Dimethylaminophenol (CAS NO.99-07-0) are (3-Hydroxyphenyl)dimethylamine;3-(dimethylamino)-pheno;3-Hydroxydimethylaminobenzene;3-Hydroxy-N,N-dimethylaniline and 3-n,n-dimethylaminophenol.Its product categories is benzene derivative;Aromatic Phenols;Phenoles and thiophenoles;Amines;Aromatics and Pharmaceutical Intermediate.The molecular structure of 3-Dimethylaminophenol (CAS NO.99-07-0) is.
It can be used as neostigmine bromide intermediate and dye intermediate.
It is derived by the Inter-amino-phenol reaction with dimethyl sulfate.
1. | mma-sat 33 µg/plate | EMMUEG Environmental and Molecular Mutagenesis. 11 (Suppl 12)(1988),1. |
Reported in EPA TSCA Inventory.
Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes: Xi,Xn .
Xn: Harmful
Xi: Irritant
Risk Statements: 36/37/38-20/21/22 .
20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-36/37/39-22.
22: Do not breathe dust.
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
36: Wear suitable protective clothing.
36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
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