Conditions | Yield |
---|---|
With tetrabutylammomium bromide; palladium diacetate; caesium carbonate; ruphos In dimethyl sulfoxide at 100℃; for 17h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran for 25h; Inert atmosphere; | 97% |
In dimethyl sulfoxide at 100℃; for 16h; Inert atmosphere; | 85% |
In methanol at 0 - 20℃; for 18h; | 85.3% |
2,4-dinitrophenyl N-phenylbenzimidate
A
N-phenyl-2,4-dinitroaniline
B
benzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In water for 4h; Ambient temperature; | A 96% B n/a |
Conditions | Yield |
---|---|
In neat (no solvent) at 30℃; for 0.166667h; Reagent/catalyst; Green chemistry; | 95% |
In dimethyl sulfoxide at 20℃; for 24h; | 93% |
With sodium acetate In ethanol at 78℃; for 1h; | 91% |
2,4-Dinitrofluorobenzene
Cyclohexyl N-phenylsulfamate
N-phenyl-2,4-dinitroaniline
Conditions | Yield |
---|---|
With sodium carbonate; N-benzyl-N,N,N-triethylammonium chloride In benzene Ambient temperature; | 89% |
Conditions | Yield |
---|---|
With potassium acetate In N,N-dimethyl-formamide at 20℃; for 15h; | 79% |
meta-dinitrobenzene
aniline
A
2,4-Dinitrophenol
B
N-phenyl-2,4-dinitroaniline
Conditions | Yield |
---|---|
With potassium permanganate; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 1h; | A 22% B 75% |
Conditions | Yield |
---|---|
With CuMoO4; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; | 72% |
Conditions | Yield |
---|---|
With CuMoO4; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; | 64% |
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 3h; Substitution; UV-irradiation; | 54% |
Stage #1: aniline With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; Inert atmosphere; Stage #2: meta-dinitrobenzene In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; |
glycolanilide
1-(2,4-dinitrophenyl)-4-methyl-3,5-dinitropyrazole
A
2,4-Dinitrophenol
B
N-phenyl-2,4-dinitroaniline
C
2-(2,4-dinitrophenoxy)-N-phenylacetamide
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 4h; Reflux; | A Ca. 0.015 g B 25% C 52% |
2,4-Dinitrodiphenylacetamide
A
N-phenyl-2,4-dinitroaniline
B
2-nitrophenazine 10-oxide
Conditions | Yield |
---|---|
With trifluoroacetic acid In benzene for 0.583333h; Irradiation; | A 80 % Turnov. B 15% |
With trifluoroacetic acid In benzene Irradiation; | |
With trifluoroacetic acid In benzene for 0.583333h; Irradiation; also with 1,4-diazabicyclo<2.2.2>octane (DABCO); also flash photolysis; | A 80 % Turnov. B 15 % Turnov. |
1,4-dioxane
aniline
1-chloro-2,4-dinitro-benzene
N-phenyl-2,4-dinitroaniline
Conditions | Yield |
---|---|
at 45℃; Rate constant; |
Conditions | Yield |
---|---|
beim Verduennen Abscheidung des Produktes; | |
beim Ansaeuern Abscheidung des Produktes; |
benzylidene phenylamine
1-chloro-2,4-dinitro-benzene
N-phenyl-2,4-dinitroaniline
Conditions | Yield |
---|---|
With ethanol |
ethanol
ethyl acetate
aniline
1-chloro-2,4-dinitro-benzene
N-phenyl-2,4-dinitroaniline
Conditions | Yield |
---|---|
at 24℃; Rate constant; |
ethyl acetate
aniline
1-chloro-2,4-dinitro-benzene
N-phenyl-2,4-dinitroaniline
Conditions | Yield |
---|---|
at 24℃; Rate constant; |
2,4-dinitrobromobenzene
ethanol
N-Phenylhydroxylamine
A
N-phenyl-2,4-dinitroaniline
C
aniline hydrobromide
2,4-dinitrobromobenzene
ethanol
N-Phenylhydroxylamine
A
N-phenyl-2,4-dinitroaniline
C
aniline
2,4-dinitrobromobenzene
N-Phenylhydroxylamine
N-phenyl-2,4-dinitroaniline
Conditions | Yield |
---|---|
With ethanol |
ethanol
2,4-dinitro-phenyl thiocyanate
aniline
A
bis(2,4-dinitrophenyl) disulphide
B
N-phenyl-2,4-dinitroaniline
C
bis-(2,4-dinitro-phenyl)-sulfide
D
monophenylthiourea
ethanol
1-(2,4-dinitrophenyl)-3-methylpyridinium chloride
aniline
A
3-Methylpyridine
B
N-phenyl-2,4-dinitroaniline
C
2,4-Dinitroanilin
chloroform
(2,4-dichloro-5-nitro-phenyl)-(2,4-dinitro-phenyl)-ether
aniline
A
N-phenyl-2,4-dinitroaniline
B
2,4-dichloro-5-nitrophenol
Conditions | Yield |
---|---|
at 180℃; |
bis(2,4-dinitrophenyl) ether
aniline
A
2,4-Dinitrophenol
B
N-phenyl-2,4-dinitroaniline
1-iodo-2,6-dinitrobenzene
aniline
A
N-phenyl-2,4-dinitroaniline
B
2,6-dinitro-N-phenyl-benzenamine
N-phenyl-2,4-dinitroaniline
2-amino-4-nitro-N1-phenylaniline
Conditions | Yield |
---|---|
With sodium sulfide; water; sulfur In ethanol for 2h; Reflux; | 99% |
With sodium sulfide; sodium hydrogencarbonate In ethanol; water at 80℃; | 81.8% |
With ammonium hydroxide; ethanol; hydrogen sulfide |
Conditions | Yield |
---|---|
With hydrazine; nickel In tetrahydrofuran; ethanol at 20℃; for 0.333333h; | 87% |
With hydrogenchloride; iron | |
With hydrogenchloride; tin |
N-phenyl-2,4-dinitroaniline
A
1-anilino-4-amino-2-nitrobenzene
B
2-amino-4-nitro-N1-phenylaniline
Conditions | Yield |
---|---|
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h; | A 29% B 70% |
formic acid
N-phenyl-2,4-dinitroaniline
A
1-phenylbenzimidazol-5-amine
B
5-nitro-1-phenyl-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
Stage #1: N-phenyl-2,4-dinitroaniline With hydrogen; palladium 10% on activated carbon In ethyl acetate for 52h; Stage #2: formic acid With hydrogenchloride In water at 78 - 80℃; for 22h; Inert atmosphere; Stage #3: With sodium hydroxide In water at 20℃; pH=12; | A 25% B 61% |
N-phenyl-2,4-dinitroaniline
phenylglycin
5-nitro-1,2-diphenyl-1H-benzimidazole
Conditions | Yield |
---|---|
With iron(III) chloride; potassium carbonate In toluene at 120℃; for 16h; | 58% |
N-phenyl-2,4-dinitroaniline
(+/-)-2-amino-2'-fluorophenylacetic acid
Conditions | Yield |
---|---|
With iron(III) chloride; potassium carbonate In toluene at 120℃; for 16h; | 56% |
Conditions | Yield |
---|---|
With sulfuric acid; hydrogen; platinum on activated charcoal In acetic acid at 85℃; | 45% |
Conditions | Yield |
---|---|
With potassium hydroxide |
diethyl sulfate
N-phenyl-2,4-dinitroaniline
ethyl-(2,4-dinitro-phenyl)-phenyl-amine
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
at 360℃; |
N-phenyl-2,4-dinitroaniline
A
(2,4-dinitro-phenyl)-(2-nitro-phenyl)-amine
B
2,4-dinitro-N-(4-nitrophenyl)aniline
Conditions | Yield |
---|---|
Nitrieren; | |
With nitric acid; acetic acid |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 80 - 90℃; | |
With nitric acid; acetic acid; N-nitrosodiphenylamine | |
With nitric acid at 40 - 90℃; mit 53prozentiger Salpetersaeure; |
Conditions | Yield |
---|---|
technische Gewinnung; | |
With nitric acid | |
Nitrierung; |
N-phenyl-2,4-dinitroaniline
acetic anhydride
2,4-Dinitrodiphenylacetamide
Conditions | Yield |
---|---|
With perchloric acid | |
With zinc(II) chloride |
Molecular Formula: C12H9N3O4
Formula Weight: 259.22
IUPAC Name: 2,4-Dinitro-n-phenylaniline
Synonyms: Benzenamine,2,4-dinitro-N-phenyl- ; 2,4-Dinitro-diphenylamin ; O,p-dinitrodiphenylamine ; 2,4-Dinitro-phenyl)-phenyl-amine
Melting Point: 159-161 °C(lit.)
Flash Point: 204.1 °C
Boiling Point: 413.8 °C at 760 mmHg
Density of 2,4-Dinitrodiphenylamine (961-68-2): 1.446 g/cm3
Vapour Pressure: 4.66E-07 mmHg at 25°C
Index of Refraction: 1.693
Appearance: 2,4-Dinitrodiphenylamine (961-68-2) is a solid
Stability: 2,4-Dinitrodiphenylamine (961-68-2) is stable. Incompatible with strong bases, strong acids, strong oxidizing agents.
2,4-Dinitrodiphenylamine (961-68-2) is used as an intermediate in organic synthesis.
Add 2, 4-dinitrochlorobenzene and aniline into water by equimolar, stirred reacting for 2 hours at the temperature of 60 °C and then again stirred reacting for 2 hours at the temperature of 90 °C. After cooling, filtration, washing and drying, we can obtain 2,4-Dinitrodiphenylamine (961-68-2).
1. | ivn-mus LD50:180 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#06394 . |
Reported in EPA TSCA Inventory.
Poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx.
Safety: Safety glasses.
Hazard Codes : Xi: Irritant
Risk Statements : 36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements : 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39: Wear suitable gloves and eye/face protection
WGK Germany : 3
RTECS : JJ8825000
2,4-Dinitrodiphenylamine (961-68-2) is a light yellow needle crystal and it is mainly used as an intermediate in organic synthesis. It is soluble in acetone, chloroform, pyridine and hot ethanol, slightly soluble in water.
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