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961-68-2

Basic Information
CAS No.: 961-68-2
Name: 2,4-Dinitrodiphenylamine
Article Data: 109
Molecular Structure:
Molecular Structure of 961-68-2 (2,4-Dinitrodiphenylamine)
Formula: C12H9N3O4
Molecular Weight: 259.221
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;
EINECS: 213-508-4
Density: 1.446g/cm3
Melting Point: 159-161 °C(lit.)
Boiling Point: 413.8 °C at 760 mmHg
Flash Point: 204.1 °C
Solubility: 1.322mg/L(25 oC)
Appearance: solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 103.67000
LogP: 4.36600
Synthetic route
584-48-5

2,4-dinitrobromobenzene

62-53-3

aniline

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%
70-34-8

2,4-Dinitrofluorobenzene

62-53-3

aniline

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%
107569-59-5

2,4-dinitrophenyl N-phenylbenzimidate

A

961-68-2

N-phenyl-2,4-dinitroaniline

B

65-85-0

benzoic acid

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

aniline

97-00-7

1-chloro-2,4-dinitro-benzene

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%
70-34-8

2,4-Dinitrofluorobenzene

85599-59-3

Cyclohexyl N-phenylsulfamate

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%
98-80-6

phenylboronic acid

97-02-9

2,4-Dinitroanilin

961-68-2

N-phenyl-2,4-dinitroaniline

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

meta-dinitrobenzene

62-53-3

aniline

A

51-28-5

2,4-Dinitrophenol

B

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%
591-50-4

iodobenzene

97-02-9

2,4-Dinitroanilin

961-68-2

N-phenyl-2,4-dinitroaniline

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

bromobenzene

97-02-9

2,4-Dinitroanilin

961-68-2

N-phenyl-2,4-dinitroaniline

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

meta-dinitrobenzene

62-53-3

aniline

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;
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  • 2,4-Dinitrodiphenylamine

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    961-68-2

    2,4-Dinitrodiphenylamine

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    Debyesci is here who supplied several kinds of chemical products to global pharmaceutical, drug discovery, agrochemical and biotechnology industries for four yearsOur key scientific leadership team has gained experience in top research and developmen

    Debyesci is here who supplied several kinds of chemical products to global pharmaceutical, drug discovery, agrochemical and biotechnology industries for four years Our key scienti

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  • 2,4-dinitro-N-phenylaniline

  • Casno:

    961-68-2

    2,4-dinitro-N-phenylaniline

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  • 2,4-Dinitrodiphenylamine

  • Casno:

    961-68-2

    2,4-Dinitrodiphenylamine

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    high purity Application:Drug intermediates Materials intermediates and active molecules

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Chemistry

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.

Uses

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

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).

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 .

Consensus Reports

Reported in EPA TSCA Inventory.

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

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.