Product Name

  • Name

    4-NITROSODIPHENYLAMINE

  • EINECS
  • CAS No. 156-10-5
  • Article Data50
  • CAS DataBase
  • Density 1.12g/cm3
  • Solubility
  • Melting Point 144oC (dec.)(lit.)
  • Formula C12H10 N2 O
  • Boiling Point 356.7°C at 760 mmHg
  • Molecular Weight 198.224
  • Flash Point 169.5°C
  • Transport Information
  • Appearance dark blue to black powder
  • Safety 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 N-NITROSO COMPOUNDS and AMINES.
  • Risk Codes R22; R36/38
  • Molecular Structure Molecular Structure of 156-10-5 (4-NITROSODIPHENYLAMINE)
  • Hazard Symbols Carcinogen.
  • Synonyms Diphenylamine,4-nitroso- (7CI,8CI); 4-Nitroso-N-phenylaniline; 4-Nitrosodiphenylamine;N-Phenyl-4-nitrosoaniline; N-Phenyl-p-nitrosoaniline; NSC 5041;p-Nitroso-N-phenylaniline; p-Nitrosodiphenylamine; p-Phenylaminonitrosobenzene
  • PSA 41.46000
  • LogP 3.90110

Synthetic 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

p-Nitrosodiphenylamine Chemical Properties

IUPAC Name: 4-Nitroso-N-phenylaniline
Synonyms: 4-Nitroso-N-phenylaniline ; Benzenamine, 4-nitroso-N-phenyl- ; 4-Nitrosodiphenylamine ; 4-Nitroso-N-Phenylbenzenamine
Product Categories: Nitrogen Compounds;Nitroso Compounds;Organic Building Blocks
CAS NO: 156-10-5
Molecular Formula of p-Nitrosodiphenylamine (CAS NO.156-10-5) : C12H10N2O
Molecular Weight of p-Nitrosodiphenylamine (CAS NO.156-10-5) : 198.22
Molecular Structure of p-Nitrosodiphenylamine (CAS NO.156-10-5) :
EINECS: 205-848-7
Index of Refraction: 1.596
Surface Tension: 44.5 dyne/cm
Density: 1.12 g/cm3
Flash Point: 169.5 °C
Enthalpy of Vaporization: 60.2 kJ/mol
Boiling Point: 356.7 °C at 760 mmHg
Vapour Pressure: 2.86E-05 mmHg at 25°
Melting point: 144 °C (dec.)(lit.)
Appearance:Green plates with bluish luster or a black powder.
Water solubility:Insoluble in water.
Solubility: soluble in ethanol, ether, chloroform, benzene, slightly soluble in water.

p-Nitrosodiphenylamine Uses

 P-Nitrosodiphenylamine (CAS NO.156-10-5) is used as rubber vulcanization accelerator.

p-Nitrosodiphenylamine Production

Raw materials :CARBON DIOXIDE-->Diphenylamine
Preparation Products: 4-Aminodiphenylamine-->4-Aminodiphenylamine
Preparation of a p-Nitrosodiphenylamine by rearrangement of an N-Nitrosodiphenylamine at a temperature of from about 20°C to about 50°C. in the presence of Hydrogen chloride and a two solvent system comprising a water immiscible alcohol and an aromatic solvent having boiling points of from about 80°C to about 160°C.

p-Nitrosodiphenylamine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 178mg/kg (178mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00267,

p-Nitrosodiphenylamine Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 27 ,1982,p. 227.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-190 ,1979. . Community Right-To-Know List. Reported in EPA TSCA Inventory.

p-Nitrosodiphenylamine 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 N-NITROSO COMPOUNDS and AMINES.
Hazard Codes HarmfulXn
Risk Statements 22-36/38
R22:Harmful if swallowed. 
R36/38:Irritating to eyes and skin.
Safety Statements 26-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37:Wear suitable protective clothing and gloves.
RIDADR 2811
WGK Germany 3
RTECS JK0175000
HazardClass 6.1(b)
PackingGroup III

p-Nitrosodiphenylamine Specification

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 .

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