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156-10-5

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156-10-5 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 156-10-5 differently. You can refer to the following data:
1. dark blue to black powder
2. TKB is a black powder or a green plate-like material with a bluish luster.

Uses

Different sources of media describe the Uses of 156-10-5 differently. You can refer to the following data:
1. 4-?Nitrosodiphenylamine is used in organic synthesis such as in the preparation of 1-(Phenylamino)pseudo-mauveine water soluble dye. Potential mutagenic compound.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.
2. Has been used as retardant in vulcanizing rubber.

Synthesis Reference(s)

The Journal of Organic Chemistry, 32, p. 153, 1967 DOI: 10.1021/jo01277a038

General Description

Green plates with bluish luster or a black powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4-NITROSODIPHENYLAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. May react with strong oxidizing agents .

Hazard

Questionable carcinogen.

Fire Hazard

Flash point data for 4-NITROSODIPHENYLAMINE are not available; however, 4-NITROSODIPHENYLAMINE is probably combustible.

Safety Profile

Poison by intravenous route. Suspected carcinogen with experimental carcinogenic and neoplastigenic data. Moderately toxic by ingestion. Mutation data reported. An eye irritant. When heated to decomposition it emits toxic fumes of NOx. See also NNITROSO COMPOUNDS and AMINES.

Potential Exposure

Used as a chemical intermediate for dyes and pharmaceuticals; in making monomers; and vulcanizing rubber.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard Class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Purification Methods

The amine forms dark green crystals from EtOH or *C6H6 (m 143o). It has UV at max 421nm (EtOH) and is used for detecting Pd and Rh. It is highly toxic and a possible carcinogen.[Beilstein 12 H 207, 12 II 122, 12 III 347, 12 IV 1860..]

Incompatibilities

Nitrated organics range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction. Reaction with aliphatic amines can release carcinogenic nitrosamines. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. 4-nitrosodiphenylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrideds and active metals. May react with strong oxidizing agents.

Check Digit Verification of cas no

The CAS Registry Mumber 156-10-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,5 and 6 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 156-10:
(5*1)+(4*5)+(3*6)+(2*1)+(1*0)=45
45 % 10 = 5
So 156-10-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H10N2O/c15-14-12-8-6-11(7-9-12)13-10-4-2-1-3-5-10/h1-9,13H

156-10-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Nitrosodiphenylamine

1.2 Other means of identification

Product number -
Other names 4-NitrosodiphenylaMine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:156-10-5 SDS

156-10-5Synthetic route

nitrobenzene
98-95-3

nitrobenzene

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

Conditions
ConditionsYield
With oxygen; sodium hydroxide In dimethyl sulfoxide at 60℃; for 4h; Reagent/catalyst;97.3%
nitrobenzene
98-95-3

nitrobenzene

aniline
62-53-3

aniline

A

Phenazin
92-82-0

Phenazin

B

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

C

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

D

N-methylaniline
100-61-8

N-methylaniline

E

Azobenzene
1227476-15-4

Azobenzene

Conditions
ConditionsYield
tetramethyl ammoniumhydroxide In water at 70 - 75℃; under 54.7555 Torr; for 3.5h;A 1%
B 87.9%
C 6.9%
D 1%
E 6%
nitrobenzene
98-95-3

nitrobenzene

aniline
62-53-3

aniline

A

Phenazin
92-82-0

Phenazin

B

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

C

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

D

Azobenzene
1227476-15-4

Azobenzene

Conditions
ConditionsYield
betaine; tetramethyl ammoniumhydroxide In water at 70 - 75℃; under 54.7555 Torr; for 3.5h;A 0.7%
B 86.9%
C 8.5%
D 3.7%
potassium hydroxide; dibenzo-18-crown-6; betaine at 80℃; under 54.7555 Torr; for 6h;A 1.3%
B 65%
C 13.2%
D 15.7%
potassium hydroxide; betaine In water; isopropyl alcohol at 80℃; under 760.051 Torr; for 6h;A 1.3%
B 65.8%
C 7.1%
D 17.2%
nitrobenzene
98-95-3

nitrobenzene

aniline
62-53-3

aniline

A

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

B

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

Conditions
ConditionsYield
Stage #1: aniline With potassium hydroxide at 60℃; under 45.0045 Torr; for 3h;
Stage #2: nitrobenzene at 60℃;
A 76%
B 20%
With sodium hydroxide; tetramethyl ammoniumhydroxide; tetramethylammonium carbonate In ethanol at 75℃; for 5h; Product distribution / selectivity;
With sodium hydroxide; tetramethyl ammoniumhydroxide; water at 75℃; under 60.006 Torr; Conversion of starting material;
nitrobenzene
98-95-3

nitrobenzene

aniline
62-53-3

aniline

A

Phenazin
92-82-0

Phenazin

B

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

C

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

D

Azobenzene
1227476-15-4

Azobenzene

E

4-(Phenylazo)diphenylamine
101-75-7

4-(Phenylazo)diphenylamine

Conditions
ConditionsYield
potassium hydroxide; betaine In methanol; water at 40 - 80℃; under 30.003 - 150.015 Torr; for 6h;A 1.2%
B 73.5%
C 13.5%
D 9.6%
E 0.17%
potassium hydroxide; betaine In methanolA 1.1%
B 58.6%
C 12.8%
D 13.2%
E 0.2%
potassium hydroxide; betaine In water at 80℃; under 19.502 - 397.54 Torr; for 5h;A 1.25 %Chromat.
B 35.7 %Chromat.
C 17.8 %Chromat.
D 10.9 %Chromat.
E 0.12 %Chromat.
nitrobenzene
98-95-3

nitrobenzene

Acetanilid
103-84-4

Acetanilid

A

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

B

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

C

Azobenzene
1227476-15-4

Azobenzene

Conditions
ConditionsYield
With sodium hydroxide In N,N,N,N,N,N-hexamethylphosphoric triamide at 80℃; for 5h;A 62%
B 10%
C 10%
With sodium hydroxide In dimethyl sulfoxide at 80℃; for 5h; Mechanism; other solvent, other temperature;A 60%
B 10%
C 10%
With sodium hydroxide In dimethyl sulfoxide at 80℃; for 5h;A 60%
B 10%
C 10%
With sodium hydroxide In dimethyl sulfoxide at 130℃; for 5h;A 30%
B 10%
C 30%
nitrobenzene
98-95-3

nitrobenzene

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

A

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

B

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

C

Azobenzene
1227476-15-4

Azobenzene

D

azoxybenzene
495-48-7

azoxybenzene

Conditions
ConditionsYield
With sodium hydroxide; tetramethyl ammoniumhydroxide In water at 80℃; under 50 - 90 Torr; for 3h; Product distribution / selectivity;A 6%
B 52%
C 9%
D 8%
With potassium hydroxide; tetramethyl ammoniumhydroxide In water at 80℃; under 50 - 90 Torr; for 3h; Product distribution / selectivity;A 3%
B 38%
C 3%
D 10%
Stage #1: nitrobenzene; bis(diphenyl)urea With sodium hydroxide; tetramethyl ammoniumhydroxide In water at 80℃; under 50 - 90 Torr; for 3h;
Stage #2: With acetic acid In water; ethyl acetate Product distribution / selectivity;
A 6 %Chromat.
B 52 - 85 %Chromat.
C 9 - 10 %Chromat.
D 8 - 17 %Chromat.
Stage #1: nitrobenzene; bis(diphenyl)urea With potassium hydroxide; tetramethyl ammoniumhydroxide In water at 80℃; under 50 - 90 Torr; for 3h;
Stage #2: With acetic acid In water; ethyl acetate Product distribution / selectivity;
A 3 %Chromat.
B 38 %Chromat.
C 3 %Chromat.
D 10 %Chromat.
nitrobenzene
98-95-3

nitrobenzene

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

A

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

B

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

C

azoxybenzene
495-48-7

azoxybenzene

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 80℃; under 760 Torr; for 3h; Product distribution / selectivity;A 4%
B 50%
C 15%
Stage #1: nitrobenzene; bis(diphenyl)urea With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 80℃; under 760 Torr; for 3h;
Stage #2: With acetic acid In water; dimethyl sulfoxide; ethyl acetate Product distribution / selectivity;
A 4 %Chromat.
B 50 %Chromat.
C 15 %Chromat.
nitrobenzene
98-95-3

nitrobenzene

aniline
62-53-3

aniline

A

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

B

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

C

Azobenzene
1227476-15-4

Azobenzene

D

4-(Phenylazo)diphenylamine
101-75-7

4-(Phenylazo)diphenylamine

Conditions
ConditionsYield
sodium hydroxide; betaine In methanol at 70℃; for 5h;A 26.3%
B 16.8%
C 40.8%
D 5.1%
nitrobenzene
98-95-3

nitrobenzene

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

A

Phenazin
92-82-0

Phenazin

B

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

C

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

D

Azobenzene
1227476-15-4

Azobenzene

E

azoxybenzene
495-48-7

azoxybenzene

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide In water at 70 - 100℃; under 50 - 90 Torr; for 3h; Product distribution / selectivity;A 3%
B 8%
C 37%
D 4%
E 12%
Stage #1: nitrobenzene; bis(diphenyl)urea With tetramethyl ammoniumhydroxide In water at 70 - 100℃; under 50 - 760 Torr; for 3h;
Stage #2: With acetic acid In water; ethyl acetate Product distribution / selectivity;
A 0 - 8 %Chromat.
B 3 - 9 %Chromat.
C 29 - 90 %Chromat.
D 0 - 10 %Chromat.
E 0 - 27 %Chromat.
nitrobenzene
98-95-3

nitrobenzene

aniline
62-53-3

aniline

A

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

B

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

C

Azobenzene
1227476-15-4

Azobenzene

Conditions
ConditionsYield
potassium hydroxide; betaine at 70℃;A 36%
B 16.3%
C 13.8%
potassium hydroxide; betaine In methanol at 50 - 55℃; under 39.0039 Torr; for 4.5h;A 18.2 %Chromat.
B 10.0 %Chromat.
C 8.5 %Chromat.
lithium hydroxide; betaine at 70℃;A 0.15%
B 0.34%
C 0.24%
nitrobenzene
98-95-3

nitrobenzene

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

A

Phenazin
92-82-0

Phenazin

B

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

C

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide In water; toluene at 80℃; under 300 Torr; for 3h; Product distribution / selectivity;A 2%
B 9%
C 35%
Stage #1: nitrobenzene; bis(diphenyl)urea With tetramethyl ammoniumhydroxide In water; toluene at 80℃; under 300 - 760 Torr; for 3h;
Stage #2: With acetic acid In water; ethyl acetate; toluene Product distribution / selectivity;
A 0 - 2 %Chromat.
B 7 - 9 %Chromat.
C 10 - 35 %Chromat.
nitrobenzene
98-95-3

nitrobenzene

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

A

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

B

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide In water at 80℃; under 760 Torr; for 3h; Product distribution / selectivity;A 3%
B 29%
With tetramethyl ammoniumhydroxide In water; toluene at 80℃; under 760 Torr; for 3h; Product distribution / selectivity;A 7%
B 10%
With tetramethyl ammoniumhydroxide In tetrahydrofuran; water at 80℃; under 760 Torr; for 3h; Product distribution / selectivity;A 3%
B 9%
Stage #1: nitrobenzene; bis(diphenyl)urea With tetramethyl ammoniumhydroxide In tetrahydrofuran; water at 80℃; under 760 Torr; for 3h;
Stage #2: With acetic acid In tetrahydrofuran; water; ethyl acetate Product distribution / selectivity;
A 3 %Chromat.
B 9 %Chromat.
nitrobenzene
98-95-3

nitrobenzene

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

A

Phenazin
92-82-0

Phenazin

B

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

C

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

D

azoxybenzene
495-48-7

azoxybenzene

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide In water; benzene at 80℃; under 760 Torr; for 3h; Product distribution / selectivity;A 2%
B 10%
C 24%
D 5%
Stage #1: nitrobenzene; bis(diphenyl)urea With tetramethyl ammoniumhydroxide In water; benzene at 80℃; under 760 Torr; for 3h;
Stage #2: With acetic acid In water; ethyl acetate; benzene Product distribution / selectivity;
A 2 %Chromat.
B 10 %Chromat.
C 24 %Chromat.
D 5 %Chromat.
N-phenylquinone diimine
35548-96-0

N-phenylquinone diimine

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

Conditions
ConditionsYield
With hydroxylamine hydrochloride
nitrobenzene
98-95-3

nitrobenzene

aniline
62-53-3

aniline

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

Conditions
ConditionsYield
With sodium hydroxide at 120 - 125℃;
diphenylamine
122-39-4

diphenylamine

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

Conditions
ConditionsYield
With hydrogenchloride; methanol anschliessend Behandeln mit Natriumnitrit;
With hydrogenchloride; methanol; diethyl ether anschliessend Behandeln mit N-Nitroso-N-methyl-anilin in Aether;
With sulfuric acid; sodium nitrite
N-nitrosodiphenylamine
382165-80-2

N-nitrosodiphenylamine

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

Conditions
ConditionsYield
With hydrogenchloride In methanol at 21℃; Rate constant; Mechanism;
With hydrogenchloride; ethanol Entsteht das salzsaure Salz;
With hydrogenchloride; ethanol man loest das sich ausscheidende salzsaure Salz in Natronlauge und behandelt der filtrierten Loesung mit CO2;
aniline
62-53-3

aniline

A

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

B

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

C

trans-azobenzene
17082-12-1

trans-azobenzene

D

4-(Phenylazo)diphenylamine
101-75-7

4-(Phenylazo)diphenylamine

E

N-phenylphenylene-1,4-diamine
101-54-2

N-phenylphenylene-1,4-diamine

Conditions
ConditionsYield
With dihydrogen peroxide In dimethyl sulfoxide for 24h; Product distribution; also N-methylaniline;A 3.1 mmol
B 19.7 mmol
C 63 mmol
D 1.1 mmol
E 3.3 mmol
p-nitrosophenol
104-91-6

p-nitrosophenol

aniline
62-53-3

aniline

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

Conditions
ConditionsYield
(i) MeOH, TsOH, (ii) /BRN= 605631/, aq. HCl; Multistep reaction;
1-ethoxy-4-nitrosobenzene
3420-97-1

1-ethoxy-4-nitrosobenzene

aniline
62-53-3

aniline

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

Conditions
ConditionsYield
With sulfuric acid
hydrogenchloride
7647-01-0

hydrogenchloride

diethyl ether
60-29-7

diethyl ether

ethanol
64-17-5

ethanol

N-methyl-N-nitrosoaniline
614-00-6

N-methyl-N-nitrosoaniline

diphenylamine
122-39-4

diphenylamine

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

hydrogenchloride
7647-01-0

hydrogenchloride

N-nitrosodiphenylamine
382165-80-2

N-nitrosodiphenylamine

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

nitrobenzene
98-95-3

nitrobenzene

aniline
62-53-3

aniline

sodium hydroxide

sodium hydroxide

A

Phenazin
92-82-0

Phenazin

B

Phenazin-mono-N-Oxyd
304-81-4

Phenazin-mono-N-Oxyd

C

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

D

Azobenzene
1227476-15-4

Azobenzene

N-phenylquinone diimine
35548-96-0

N-phenylquinone diimine

hydroxylamine hydrochloride

hydroxylamine hydrochloride

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

hydrogenchloride
7647-01-0

hydrogenchloride

nitroso-(4-nitroso-phenyl)-phenyl-amine
13057-33-5

nitroso-(4-nitroso-phenyl)-phenyl-amine

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

phenyl-bis-[4-(N-phenyl-hydrazino)-phenyl]-methane
857816-19-4

phenyl-bis-[4-(N-phenyl-hydrazino)-phenyl]-methane

acetic acid
64-19-7

acetic acid

potassium nitrite

potassium nitrite

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

hydrogenchloride
7647-01-0

hydrogenchloride

benzenediazo-(4-anilino-phenyl-hydroxylamide)

benzenediazo-(4-anilino-phenyl-hydroxylamide)

A

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

B

benzene
71-43-2

benzene

C

nitrogen

nitrogen

Phenazin
92-82-0

Phenazin

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

Azobenzene
1227476-15-4

Azobenzene

N-phenylphenylene-1,4-diamine
101-54-2

N-phenylphenylene-1,4-diamine

Conditions
ConditionsYield
With hydrogen; nickel In methanol; water at 180℃; under 37503.8 Torr; for 0.116667h;99.1%
p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

acetic anhydride
108-24-7

acetic anhydride

N-{4[(acetyloxy)imino]-2,5-cyclohexadien-1-ylidene}aniline
18734-95-7

N-{4[(acetyloxy)imino]-2,5-cyclohexadien-1-ylidene}aniline

Conditions
ConditionsYield
With pyridine In toluene at 5 - 20℃; for 2h;96%
D-glucose
50-99-7

D-glucose

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

N-phenylphenylene-1,4-diamine
101-54-2

N-phenylphenylene-1,4-diamine

Conditions
ConditionsYield
With sodium hydroxide In water92%
With sodium hydroxide In water70%
carbon disulfide
75-15-0

carbon disulfide

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

4-ntrophenyl(phenyl)amine
836-30-6

4-ntrophenyl(phenyl)amine

N-phenylphenylene-1,4-diamine
101-54-2

N-phenylphenylene-1,4-diamine

6-(anilino)benzothiazole-2(3H)-thione

6-(anilino)benzothiazole-2(3H)-thione

Conditions
ConditionsYield
With sulfur at 250℃; under 60006 Torr; for 4h;88%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

2,4,6-tris(N-phenyl-p-benzoquinonediiminoxy)-1,3,5-trazine

2,4,6-tris(N-phenyl-p-benzoquinonediiminoxy)-1,3,5-trazine

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 5 - 20℃; for 2h;83.7%
p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

4-bromo-3-methyl-1-phenylpyrazol-5-one
41927-23-5

4-bromo-3-methyl-1-phenylpyrazol-5-one

C22H18N4O2
76369-65-8

C22H18N4O2

Conditions
ConditionsYield
In ethanol for 8h; Ambient temperature;72%
3-amino-2-methyl-4-oxoquinazoline
1898-06-2

3-amino-2-methyl-4-oxoquinazoline

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

2-Methyl-3-(4-phenylamino-phenyl-diazenyl)-3H-quinazolin-4-one
124414-14-8

2-Methyl-3-(4-phenylamino-phenyl-diazenyl)-3H-quinazolin-4-one

Conditions
ConditionsYield
With sodium acetate; acetic acid Heating;70%
p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

3-Amino-2-(n-butyl)quinazolin-4(3H)-one
120107-46-2

3-Amino-2-(n-butyl)quinazolin-4(3H)-one

2-Butyl-3-(4-phenylamino-phenyl-diazenyl)-3H-quinazolin-4-one
124414-15-9

2-Butyl-3-(4-phenylamino-phenyl-diazenyl)-3H-quinazolin-4-one

Conditions
ConditionsYield
With sodium acetate; acetic acid Heating;70%
p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

3-amino-2-phenylquinazolin-4(3H)-one
1904-60-5

3-amino-2-phenylquinazolin-4(3H)-one

2-Phenyl-3-(4-phenylamino-phenyl-diazenyl)-3H-quinazolin-4-one
124414-16-0

2-Phenyl-3-(4-phenylamino-phenyl-diazenyl)-3H-quinazolin-4-one

Conditions
ConditionsYield
With sodium acetate; acetic acid Heating;65%
p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

edaravone
89-25-8

edaravone

3-methyl-1-phenyl-4-(p-phenylamino)phenylimino-2-pyrazolin-5-one
50818-01-4

3-methyl-1-phenyl-4-(p-phenylamino)phenylimino-2-pyrazolin-5-one

Conditions
ConditionsYield
at 110℃; for 0.333333h;46%
p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

N1,N3,N5-triphenylbenzene-1,3,5-triamine
102664-66-4

N1,N3,N5-triphenylbenzene-1,3,5-triamine

10-phenyl-6,8-bis(phenylamino)-2,10-dihydrophenazin-2-one
1636889-27-4

10-phenyl-6,8-bis(phenylamino)-2,10-dihydrophenazin-2-one

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 3h;18%
p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

N1,N3,N5-triphenylbenzene-1,3,5-triamine
102664-66-4

N1,N3,N5-triphenylbenzene-1,3,5-triamine

A

10-phenyl-6,8-bis(phenylamino)-2,10-dihydrophenazin-2-one
1636889-27-4

10-phenyl-6,8-bis(phenylamino)-2,10-dihydrophenazin-2-one

B

1,3,7-tris(phenylamino)-5-phenylphenazinium sulfate

1,3,7-tris(phenylamino)-5-phenylphenazinium sulfate

Conditions
ConditionsYield
With hydrogenchloride In ethanol; waterA 18%
B 11%
5-methyl-benzo[b]thiophen-3-ol
65520-23-2

5-methyl-benzo[b]thiophen-3-ol

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

2-(4-anilino-phenylimino)-5-methyl-benzo[b]thiophen-3-one

2-(4-anilino-phenylimino)-5-methyl-benzo[b]thiophen-3-one

p-nitrosodiphenylamine
156-10-5

p-nitrosodiphenylamine

2,3-dichloro-1,4-benzoquinone
5145-42-6

2,3-dichloro-1,4-benzoquinone

5,6-dichloro-cyclohex-5-ene-1,2,3,4-tetraone-2,3-bis-[N-(4-anilino-phenyl)-oxime ]

5,6-dichloro-cyclohex-5-ene-1,2,3,4-tetraone-2,3-bis-[N-(4-anilino-phenyl)-oxime ]

Conditions
ConditionsYield
With ethanol

156-10-5Related news

Reduction of 4-NITROSODIPHENYLAMINE (cas 156-10-5) with Sodium Hydroxy- and Aminoalkanesulfinates09/29/2019

The kinetics of reduction of 4-nitrosodiphenylamine with sodium alkanesulfinates were studied, and the reaction mechanism was suggested.detailed

156-10-5Relevant articles and documents

Synthesis method of 4-nitrosodiphenylamine

-

Paragraph 0009; 0010, (2021/04/26)

The invention relates to a synthesis method of p-nitrosodiphenylamine, in particular to a new process for preparing p-nitrosodiphenylamine by reacting N-carbanilide with nitrobenzene in the presence of proper alkali and a solvent. According to the invention, N-carbanilide with excellent reactivity and selectivity is adopted to react with nitrobenzene, and cheap alkali metal, alkaline earth metal and a polar organic solvent are adopted. And the method has the advantages of simple process, no by-product, high yield, no corrosive wastewater and environmental pollution reduction. And no chlorine-containing wastewater is generated, so that factors for corroding equipment can be eliminated.

Preparation of N-phenyl-p-phenylenediamine by coupling of aniline and nitrobenzene in KOH–poly(ethylene glycol) medium

Babkin, Alexander V.,Asachenko, Andrey F.,Uborsky, Dmitry V.,Kononovich, Dmitry S.,Izmer, Vyatcheslav V.,Kudakina, Vera A.,Shnaider, Viktoriya A.,Shevchenko, Nikolay E.,Voskoboynikov, Alexander Z.

, p. 555 - 557 (2016/11/29)

A novel protocol for efficient coupling of nitrobenzene and aniline in poly(ethylene glycol) medium in the presence of KOH giving diphenylamine derivatives has been developed, to enable the exclusion of the toxic tetramethylammonium hydroxide catalyst commonly used in the rubber antidegradant industry.

PROCESS FOR THE PREPARATION OF 4-AMINODIPHENYLAMINE PRECURSORS

-

Page/Page column 5, (2015/07/07)

Process for the preparation of 4-aminodiphenylamine precursors by reacting aniline and nitrobenzene in the presence of water and a base, with controlled amount of water with respect to the base, characterised in that the mole ratio of water to the dosed base, obtained after extraction of organic impurities by an aromatic solvent of an aqueous phase from hydrogenation of a condensation mixture, is between 3.99 and 3:1 at the start of the coupling reaction, and between 0.40 and 0.59:1 at the end of the coupling reaction, and the end of the coupling reaction is indicated by full conversion of nitrobenzene or by achieving the maximum content 2 wt. % of the initial amount of nitrobenzene in the reaction mixture. The ingredients are continuously fed into reactor cascades in the required ratio to the condensation process, the mole ratio of aniline to nitrobenzene is between 1 :1 and 10:1, and hydrogenation of the condensation product in the presence of a hydrogenation catalyst and added water is followed by separation of the hydrogenation catalyst, and an organic phase, containing 4-aminodiphenylamine, is separated from the aqueous phase, containing the released base.

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