Product Name

  • Name

    2,4-Dinitrodiphenylamine

  • EINECS 213-508-4
  • CAS No. 961-68-2
  • Article Data109
  • CAS DataBase
  • Density 1.446g/cm3
  • Solubility 1.322mg/L(25 oC)
  • Melting Point 159-161 °C(lit.)
  • Formula C12H9N3O4
  • Boiling Point 413.8 °C at 760 mmHg
  • Molecular Weight 259.221
  • Flash Point 204.1 °C
  • Transport Information
  • Appearance solid
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 961-68-2 (2,4-Dinitrodiphenylamine)
  • Hazard Symbols IrritantXi
  • Synonyms Diphenylamine,2,4-dinitro- (8CI);Acetoquinone Yellow 5JZ;C.I.10340;C.I. Disperse Yellow 14;N-(2,4-Dinitrophenyl)aniline;N-(2,4-Dinitrophenyl)benzenamine;N-Phenyl-2,4-dinitroaniline;NSC 6150;Serisol Yellow 2G;Supracet Yellow 3G;o,p-Dinitrodiphenylamine;
  • PSA 103.67000
  • LogP 4.36600

Synthetic route

2,4-dinitrobromobenzene
584-48-5

2,4-dinitrobromobenzene

aniline
62-53-3

aniline

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; caesium carbonate; ruphos In dimethyl sulfoxide at 100℃; for 17h; Inert atmosphere;98%
2,4-Dinitrofluorobenzene
70-34-8

2,4-Dinitrofluorobenzene

aniline
62-53-3

aniline

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
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
107569-59-5

2,4-dinitrophenyl N-phenylbenzimidate

A

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With sodium hydroxide In water for 4h; Ambient temperature;A 96%
B n/a
aniline
62-53-3

aniline

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
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
70-34-8

2,4-Dinitrofluorobenzene

Cyclohexyl N-phenylsulfamate
85599-59-3

Cyclohexyl N-phenylsulfamate

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
With sodium carbonate; N-benzyl-N,N,N-triethylammonium chloride In benzene Ambient temperature;89%
phenylboronic acid
98-80-6

phenylboronic acid

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
With potassium acetate In N,N-dimethyl-formamide at 20℃; for 15h;79%
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

aniline
62-53-3

aniline

A

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

B

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
With potassium permanganate; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 1h;A 22%
B 75%
iodobenzene
591-50-4

iodobenzene

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
With CuMoO4; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;72%
bromobenzene
108-86-1

bromobenzene

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
With CuMoO4; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;64%
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

aniline
62-53-3

aniline

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
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
4746-61-6

glycolanilide

1-(2,4-dinitrophenyl)-4-methyl-3,5-dinitropyrazole
58333-00-9

1-(2,4-dinitrophenyl)-4-methyl-3,5-dinitropyrazole

A

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

B

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

C

2-(2,4-dinitrophenoxy)-N-phenylacetamide
20916-37-4

2-(2,4-dinitrophenoxy)-N-phenylacetamide

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 4h; Reflux;A Ca. 0.015 g
B 25%
C 52%
2,4-Dinitrodiphenylacetamide
106038-76-0

2,4-Dinitrodiphenylacetamide

A

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

B

2-nitrophenazine 10-oxide
2876-33-7

2-nitrophenazine 10-oxide

Conditions
ConditionsYield
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
123-91-1

1,4-dioxane

aniline
62-53-3

aniline

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
at 45℃; Rate constant;
tetrachloromethane
56-23-5

tetrachloromethane

ethanol
64-17-5

ethanol

N-(2,4-dinitro-phenyl)-N,N'-diphenyl-urea

N-(2,4-dinitro-phenyl)-N,N'-diphenyl-urea

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
beim Verduennen Abscheidung des Produktes;
beim Ansaeuern Abscheidung des Produktes;
benzylidene phenylamine
538-51-2

benzylidene phenylamine

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
With ethanol
ethanol
64-17-5

ethanol

ethyl acetate
141-78-6

ethyl acetate

aniline
62-53-3

aniline

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
at 24℃; Rate constant;
ethyl acetate
141-78-6

ethyl acetate

aniline
62-53-3

aniline

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
at 24℃; Rate constant;
2,4-dinitrobromobenzene
584-48-5

2,4-dinitrobromobenzene

ethanol
64-17-5

ethanol

N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

A

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

B

N-(2,4-dinitro-phenyl)-N-phenyl-hydroxylamine

N-(2,4-dinitro-phenyl)-N-phenyl-hydroxylamine

C

aniline hydrobromide
542-11-0

aniline hydrobromide

2,4-dinitrobromobenzene
584-48-5

2,4-dinitrobromobenzene

ethanol
64-17-5

ethanol

N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

A

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

B

N-(2,4-dinitro-phenyl)-N-phenyl-hydroxylamine

N-(2,4-dinitro-phenyl)-N-phenyl-hydroxylamine

C

aniline
62-53-3

aniline

2,4-dinitrobromobenzene
584-48-5

2,4-dinitrobromobenzene

N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
With ethanol
ethanol
64-17-5

ethanol

2,4-dinitro-phenyl thiocyanate
1594-56-5

2,4-dinitro-phenyl thiocyanate

aniline
62-53-3

aniline

A

bis(2,4-dinitrophenyl) disulphide
2217-55-2

bis(2,4-dinitrophenyl) disulphide

B

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

C

bis-(2,4-dinitro-phenyl)-sulfide
2253-67-0

bis-(2,4-dinitro-phenyl)-sulfide

D

monophenylthiourea
103-85-5

monophenylthiourea

ethanol
64-17-5

ethanol

1-(2,4-dinitrophenyl)-3-methylpyridinium chloride
6526-37-0

1-(2,4-dinitrophenyl)-3-methylpyridinium chloride

aniline
62-53-3

aniline

A

3-Methylpyridine
108-99-6

3-Methylpyridine

B

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

C

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

chloroform
67-66-3

chloroform

(2,4-dichloro-5-nitro-phenyl)-(2,4-dinitro-phenyl)-ether
859775-56-7

(2,4-dichloro-5-nitro-phenyl)-(2,4-dinitro-phenyl)-ether

aniline
62-53-3

aniline

A

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

B

2,4-dichloro-5-nitrophenol
39489-77-5

2,4-dichloro-5-nitrophenol

2,4-dinitrophenyl phenyl ether
2486-07-9

2,4-dinitrophenyl phenyl ether

aniline
62-53-3

aniline

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
at 180℃;
1-(2-naphthoxy)-2,4-dinitrobenzene
2734-77-2

1-(2-naphthoxy)-2,4-dinitrobenzene

aniline
62-53-3

aniline

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

2,4-dinitrophenyl 4-methylbenzenesulfonate
742-25-6

2,4-dinitrophenyl 4-methylbenzenesulfonate

aniline
62-53-3

aniline

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

bis(2,4-dinitrophenyl) ether
2217-56-3

bis(2,4-dinitrophenyl) ether

aniline
62-53-3

aniline

A

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

B

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

bis(2,4-dinitrophenyl) ether
2217-56-3

bis(2,4-dinitrophenyl) ether

aniline
62-53-3

aniline

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

1-iodo-2,6-dinitrobenzene
26516-42-7

1-iodo-2,6-dinitrobenzene

aniline
62-53-3

aniline

A

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

B

2,6-dinitro-N-phenyl-benzenamine
13744-81-5

2,6-dinitro-N-phenyl-benzenamine

1,3-bis-(2,4-dinitro-phenoxy)-benzene
3761-11-3

1,3-bis-(2,4-dinitro-phenoxy)-benzene

aniline
62-53-3

aniline

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

2-amino-4-nitro-N1-phenylaniline
55315-12-3

2-amino-4-nitro-N1-phenylaniline

Conditions
ConditionsYield
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
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

2,4-diaminodiphenylamine
136-17-4

2,4-diaminodiphenylamine

Conditions
ConditionsYield
With hydrazine; nickel In tetrahydrofuran; ethanol at 20℃; for 0.333333h;87%
With hydrogenchloride; iron
With hydrogenchloride; tin
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

A

1-anilino-4-amino-2-nitrobenzene
2784-89-6

1-anilino-4-amino-2-nitrobenzene

B

2-amino-4-nitro-N1-phenylaniline
55315-12-3

2-amino-4-nitro-N1-phenylaniline

Conditions
ConditionsYield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h;A 29%
B 70%
formic acid
64-18-6

formic acid

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

A

1-phenylbenzimidazol-5-amine
53897-95-3

1-phenylbenzimidazol-5-amine

B

5-nitro-1-phenyl-1H-benzo[d]imidazole
15127-88-5

5-nitro-1-phenyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
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
961-68-2

N-phenyl-2,4-dinitroaniline

phenylglycin
2835-06-5

phenylglycin

5-nitro-1,2-diphenyl-1H-benzimidazole
853791-71-6

5-nitro-1,2-diphenyl-1H-benzimidazole

Conditions
ConditionsYield
With iron(III) chloride; potassium carbonate In toluene at 120℃; for 16h;58%
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

(+/-)-2-amino-2'-fluorophenylacetic acid
84145-28-8

(+/-)-2-amino-2'-fluorophenylacetic acid

5-nitro-2-(2-fluorophenyl)-1-phenyl-1H-benzimidazole

5-nitro-2-(2-fluorophenyl)-1-phenyl-1H-benzimidazole

Conditions
ConditionsYield
With iron(III) chloride; potassium carbonate In toluene at 120℃; for 16h;56%
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

1-anilino-4-amino-2-nitrobenzene
2784-89-6

1-anilino-4-amino-2-nitrobenzene

Conditions
ConditionsYield
With sulfuric acid; hydrogen; platinum on activated charcoal In acetic acid at 85℃;45%
methanol
67-56-1

methanol

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

(2,4-dinitro-phenyl)-phenyl-aniline; compound with potassium ethanolate

(2,4-dinitro-phenyl)-phenyl-aniline; compound with potassium ethanolate

Conditions
ConditionsYield
With potassium hydroxide
diethyl sulfate
64-67-5

diethyl sulfate

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

ethyl-(2,4-dinitro-phenyl)-phenyl-amine
58133-79-2

ethyl-(2,4-dinitro-phenyl)-phenyl-amine

Conditions
ConditionsYield
With potassium hydroxide
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

2-nitrophenazine
3442-62-4

2-nitrophenazine

Conditions
ConditionsYield
at 360℃;
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

A

(2,4-dinitro-phenyl)-(2-nitro-phenyl)-amine
14434-10-7

(2,4-dinitro-phenyl)-(2-nitro-phenyl)-amine

B

2,4-dinitro-N-(4-nitrophenyl)aniline
970-76-3

2,4-dinitro-N-(4-nitrophenyl)aniline

Conditions
ConditionsYield
Nitrieren;
With nitric acid; acetic acid
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

bis(2,4-dinitrophenyl)amine
2908-76-1

bis(2,4-dinitrophenyl)amine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 80 - 90℃;
With nitric acid; acetic acid; N-nitrosodiphenylamine
With nitric acid at 40 - 90℃; mit 53prozentiger Salpetersaeure;
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
technische Gewinnung;
With nitric acid
Nitrierung;
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

acetic anhydride
108-24-7

acetic anhydride

2,4-Dinitrodiphenylacetamide
106038-76-0

2,4-Dinitrodiphenylacetamide

Conditions
ConditionsYield
With perchloric acid
With zinc(II) chloride
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

acetic acid
64-19-7

acetic acid

isopentyl nitrite
110-46-3

isopentyl nitrite

bis(2,4-dinitrophenyl)amine
2908-76-1

bis(2,4-dinitrophenyl)amine

Conditions
ConditionsYield
at 18℃;

2,4-DINITRODIPHENYLAMINE Chemical Properties

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 °
Boiling Point: 413.8 °C at 760 mmHg
Density of 2,4-Dinitrodiphenylamine (961-68-2): 1.446 g/cm
Vapour Pressure: 4.66E-07 mmHg at 25°
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 Uses

 2,4-Dinitrodiphenylamine (961-68-2) is used as an intermediate in organic synthesis.

2,4-DINITRODIPHENYLAMINE Production

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).

2,4-DINITRODIPHENYLAMINE Toxicity Data With Reference

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 .

2,4-DINITRODIPHENYLAMINE Consensus Reports

Reported in EPA TSCA Inventory.

2,4-DINITRODIPHENYLAMINE Safety Profile

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 Specification

 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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