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5-Chloro-2-nitrodiphenylamine

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Name

5-Chloro-2-nitrodiphenylamine

EINECS 247-261-9
CAS No. 25781-92-4 Density 1.387 g/cm3
PSA 57.85000 LogP 4.58800
Solubility N/A Melting Point 110-114 °C
Formula C12H9ClN2O2 Boiling Point 370.414 °C at 760 mmHg
Molecular Weight 248.669 Flash Point 177.82 °C
Transport Information N/A Appearance orange-red fine crystalline powder
Safety 24/25-26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 25781-92-4 (5-CHLORO-2-NITRODIPHENYLAMINE) Hazard Symbols IrritantXi
Synonyms

Diphenylamine,5-chloro-2-nitro- (7CI);2-Nitro-5-chlorodiphenylamine;5-Chloro-2-nitro-N-phenylbenzenamine;5-Chloro-2-nitrodiphenylamine;

Article Data 17

5-Chloro-2-nitrodiphenylamine Synthetic route

700-37-8

4-chloro-2-fluoro-nitrobenzene

62-53-3

aniline

25781-92-4

5-chloro-2-nitro-N-phenylaniline

Conditions
ConditionsYield
In dimethyl sulfoxide at 110℃; for 4h;98%
With triethylamine In dimethyl sulfoxide at 20℃; for 43h;
With potassium carbonate In dimethyl sulfoxide at 50℃;
With potassium carbonate In dimethyl sulfoxide at 50℃;
610-40-2

3,4-dinitro-chlorobenzene

62-53-3

aniline

25781-92-4

5-chloro-2-nitro-N-phenylaniline

Conditions
ConditionsYield
In ethanol at 20℃; for 10h; Solvent; Temperature; Time;90%
100-00-5

4-chlorobenzonitrile

62-53-3

aniline

25781-92-4

5-chloro-2-nitro-N-phenylaniline

Conditions
ConditionsYield
Stage #1: aniline With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0166667h; Inert atmosphere;
Stage #2: 4-chlorobenzonitrile In tetrahydrofuran; hexane at -78 - 110℃; for 0.166667h; Inert atmosphere;
Stage #3: With potassium permanganate; ammonia In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Inert atmosphere;
49%
127-09-3

sodium acetate

610-40-2

3,4-dinitro-chlorobenzene

62-53-3

aniline

25781-92-4

5-chloro-2-nitro-N-phenylaniline

610-40-2

3,4-dinitro-chlorobenzene

62-53-3

aniline

A

25781-92-4

5-chloro-2-nitro-N-phenylaniline

B

60-09-3

aniline yellow

Conditions
ConditionsYield
anschl. mit HCl;
610-40-2

3,4-dinitro-chlorobenzene

62-53-3

aniline

A

25781-92-4

5-chloro-2-nitro-N-phenylaniline

B

622-37-7

Phenyl azide

611-06-3

2,4-dichloronitrobenzene

62-53-3

aniline

25781-92-4

5-chloro-2-nitro-N-phenylaniline

Conditions
ConditionsYield
With sodium acetate
610-40-2

3,4-dinitro-chlorobenzene

25781-92-4

5-chloro-2-nitro-N-phenylaniline

Conditions
ConditionsYield
With aniline In ethanol
With aniline In ethanol
25781-92-4

5-chloro-2-nitro-N-phenylaniline

149-73-5

trimethyl orthoformate

96048-77-0

6-chloro-1-phenyl-1H-benzimidazole

Conditions
ConditionsYield
With hydrogen; pyridinium p-toluenesulfonate; palladium on activated charcoal In ethyl acetate at 20℃; under 2585.74 Torr; for 6h;100%
25781-92-4

5-chloro-2-nitro-N-phenylaniline

68406-47-3

4-chloro-N2-phenylbenzene-1,2-diamine

Conditions
ConditionsYield
With hydrogen; platinum In methanol at 75 - 80℃; for 1.5h; Reagent/catalyst; Temperature; Solvent; Autoclave;99.2%
With hydrogen In tetrahydrofuran; water at 120℃; under 37503.8 Torr; for 15h; chemoselective reaction;94%
With ammonium chloride; zinc In methanol; water at 25 - 60℃;84%

5-Chloro-2-nitrodiphenylamine Specification

This chemical is called 5-Chloro-2-nitrodiphenylamine, and its CAS registry number is 25781-92-4. With the molecular formula of C12H9ClN2O2, its molecular weight is 248.67.  Additionally, this chemical should be sealed in the cool and dry place, away from oxides.

Other characteristics of the 5-Chloro-2-nitrodiphenylamine can be summarised as followings: (1)ACD/LogP: 4.35; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.35; (4)ACD/LogD (pH 7.4): 4.35; (5)ACD/BCF (pH 5.5): 1192.42; (6)ACD/BCF (pH 7.4): 1192.42; (7)ACD/KOC (pH 5.5): 5542.51; (8)ACD/KOC (pH 7.4): 5542.51; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 49.06 Å2; (13)Index of Refraction: 1.671; (14)Molar Refractivity: 67.06 cm3; (15)Molar Volume: 179.2 cm3; (16)Polarizability: 26.58×10-24cm3; (17)Surface Tension: 56.7 dyne/cm; (18)Density: 1.387 g/cm3; (19)Flash Point: 177.8 °C; (20)Enthalpy of Vaporization: 61.73 kJ/mol; (21)Boiling Point: 370.4 °C at 760 mmHg; (22)Vapour Pressure: 1.11E-05 mmHg at 25°C.

Uses of this chemical: The 5-Chloro-2-nitrodiphenylamine could react with 1H-imidazole, and obtain the 4-1H-imidazolyl-2-phenylaminonitrobenzene. This reaction needs the reagents of K2CO3. The yield is 58 %. In addition, this reaction should be taken at the temperature of 100 °C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing to avoid contacting with skin and eyes. . In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. 

You can still convert the following datas into molecular structure: 
1.SMILES: O=[N+]([O-])c1c(cc(Cl)cc1)Nc2ccccc2
2.InChI: InChI=1/C12H9ClN2O2/c13-9-6-7-12(15(16)17)11(8-9)14-10-4-2-1-3-5-10/h1-8,14H
3.InChIKey: FPKHZBVGKMTUHB-UHFFFAOYAW

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