5-Chloro-2-nitrodiphenylamine supplier

Name
5-CHLORO-2-NITRODIPHENYLAMINE
EINECS 247-261-9
CAS No. 25781-92-4
Article Data17
CAS DataBase
Density 1.387 g/cm³
Solubility
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
Appearance orange-red fine crystalline powder
Safety 24/25-26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Diphenylamine,5-chloro-2-nitro- (7CI);2-Nitro-5-chlorodiphenylamine;5-Chloro-2-nitro-N-phenylbenzenamine;5-Chloro-2-nitrodiphenylamine;
PSA 57.85000
LogP 4.58800

Synthetic route

: 700-37-8
4-chloro-2-fluoro-nitrobenzene

: 62-53-3
aniline

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

...Expand

: 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

Conditions	Yield
anschl. mit HCl;

...Expand

: 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

...Expand

: 611-06-3
2,4-dichloronitrobenzene

: 62-53-3
aniline

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

Conditions

Conditions	Yield
With sodium acetate

: 610-40-2
3,4-dinitro-chlorobenzene

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 3355-28-0
1-Bromo-2-butyne

: 198839-48-4
But-2-ynyl-(5-chloro-2-nitro-phenyl)-phenyl-amine

Conditions

Conditions	Yield
With sodium hydroxide; benzyltriethylammonium bromide In benzene for 4h; Heating;	96%

: 37517-81-0
3-chloro-3-oxopropanoic acid methyl ester

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: C16H13ClN2O5

Conditions

Conditions	Yield
Stage #1: 3-chloro-3-oxopropanoic acid methyl ester; 5-chloro-2-nitro-N-phenylaniline With triethylamine In toluene at 60 - 70℃; for 8h; Industrial scale; Stage #2: In acetonitrile at 20℃; Reflux; Industrial scale;	95.2%

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 36239-09-5
ethyl chlorocarbonylacetate

: 22316-45-6
ethyl 2-(N-(5-chloro-2-nitrophenyl)-N-phenylamino)formylacetate

Conditions

Conditions	Yield
In acetonitrile for 12h; Reflux; Large scale;	91%
With 4-pyrrolidin-1-ylpyridine In acetonitrile at 80℃;

: 201230-82-2
carbon monoxide

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

A: 68406-47-3
4-chloro-N2-phenylbenzene-1,2-diamine

B: 54986-47-9
6-chloro-1,3-dihydro-1-phenyl-2H-benzimidazol-2-one

Conditions

Conditions	Yield
With dodecacarbonyl-triangulo-triruthenium; sodium chloride In acetonitrile at 220℃; under 37503 Torr; for 2h;	A 10% B 90%

...Expand

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 109-73-9
N-butylamine

: 182061-28-5
4-butylamino-2-(phenylamino)nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate; potassium bromide at 100℃;	84%

: 1071-46-1
hydrogen ethyl malonate

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 22316-45-6
ethyl 2-(N-(5-chloro-2-nitrophenyl)-N-phenylamino)formylacetate

Conditions

Conditions	Yield
With phosphorus pentachloride at 20℃; Reagent/catalyst; Reflux;	80%
With phosphorus pentachloride; sodium carbonate In xylene-petroleum ether; benzene

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 106-96-7
propargyl bromide

: 198839-47-3
(5-Chloro-2-nitro-phenyl)-phenyl-prop-2-ynyl-amine

Conditions

Conditions	Yield
With sodium hydroxide; benzyltriethylammonium bromide In benzene for 4h; Heating;	72%

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 1794-48-5
1-bromo-3-phenylprop-2-yne

: 198839-49-5
(5-Chloro-2-nitro-phenyl)-phenyl-(3-phenyl-prop-2-ynyl)-amine

Conditions

Conditions	Yield
With sodium hydroxide; benzyltriethylammonium bromide In benzene for 4h; Heating;	65%

: 288-32-4
1H-imidazole

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 182061-30-9
4-1H-imidazolyl-2-phenylaminonitrobenzene

Conditions

Conditions	Yield
With potassium carbonate; potassium bromide at 100℃;	58%

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: (5-chloro-2-nitro-phenyl)-nitroso-phenyl-amine

Conditions

Conditions	Yield
With potassium nitrite; acetic acid man giesst die gelb gewordene Fluessigkeit in Wasser;

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 108-24-7
acetic anhydride

: 861342-91-8
N-(5-chloro-2-nitro-phenyl)-N-phenyl-acetamide

Conditions

Conditions	Yield
With zinc(II) chloride

: 55896-93-0
ethyl 2-(chlorosulfonyl)acetate

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 61154-60-7
[(5-Chloro-2-nitro-phenyl)-phenyl-sulfamoyl]-acetic acid ethyl ester

Conditions

Conditions	Yield
In xylene Heating;

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 141-43-5
ethanolamine

: 182061-26-3
2-(4-Nitro-3-phenylamino-phenylamino)-ethanol

Conditions

Conditions	Yield
With potassium carbonate; potassium bromide at 100℃;

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

A: 93758-68-0
(5-ethoxy-2-nitro-phenyl)-phenyl-amine

B 4.4'-diethoxy-2.2'-dianilino-azoxybenzene;6-nitro-3-oxy-diphenylamine: 4.4'-diethoxy-2.2'-dianilino-azoxybenzene;6-nitro-3-oxy-diphenylamine

Conditions

Conditions	Yield
With ethanol; sodium at 120℃; und man versetzt des Reaktionsprodukts mit Wasser;

: 93758-68-0
(5-ethoxy-2-nitro-phenyl)-phenyl-amine

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

A: 4-nitro-3-(phenylamino)phenol

B 4.4'-diethoxy-2.2'-dianilino-azoxybenzene;6-nitro-3-ethoxy-diphenylamine: 4.4'-diethoxy-2.2'-dianilino-azoxybenzene;6-nitro-3-ethoxy-diphenylamine

Conditions

Conditions	Yield
With ethanol; sodium at 120℃; und man versetzt des Reaktionsprodukts mit Wasser;

...Expand

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

A: bis-(4-ethoxy-2-anilino-phenyl)-diazene-N-oxide

B 4-nitro-3-anilino-phenol and 4-nitro-3-anilino-phenol-ethyl ether: 4-nitro-3-anilino-phenol and 4-nitro-3-anilino-phenol-ethyl ether

Conditions

Conditions	Yield
With ethanol; sodium at 120℃;

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 198839-56-4
4-Chloro-N2-phenyl-N2-prop-2-ynyl-benzene-1,2-diamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / 50percent aq. NaOH, PhCH2(Et)3N+Br- / benzene / 4 h / Heating 2: 98 percent / 37percent aq.HCl, gl.AcOH, SnCl2*2H2O, Zn / 4 h / Ambient temperature View Scheme

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 198839-57-5
N2-But-2-ynyl-4-chloro-N2-phenyl-benzene-1,2-diamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 96 percent / 50percent aq. NaOH, PhCH2(Et)3N+Br- / benzene / 4 h / Heating 2: 95 percent / 37percent aq.HCl, gl.AcOH, SnCl2*2H2O, Zn / 4 h / Ambient temperature View Scheme

: 25781-92-4
5-chloro-2-nitro-N-phenylaniline

: 198839-69-9
(2-Azido-5-chloro-phenyl)-phenyl-prop-2-ynyl-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 72 percent / 50percent aq. NaOH, PhCH2(Et)3N+Br- / benzene / 4 h / Heating 2: 98 percent / 37percent aq.HCl, gl.AcOH, SnCl2*2H2O, Zn / 4 h / Ambient temperature 3: 1.) NaNO2, 12 M aq.HCl, 2.) NaN3 / 1.) 0 deg C, 3 min, 2.) diethyl ether, 2 h View Scheme

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

Product Name

5-CHLORO-2-NITRODIPHENYLAMINE

Synthetic route

5-Chloro-2-nitrodiphenylamine Specification

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