P-Azoaniline supplier | CasNO.538-41-0

Name
4,4'-AZODIANILINE
EINECS
CAS No. 538-41-0
Article Data50
CAS DataBase
Density 1.2046 (rough estimate)
Solubility Very soluble in ethanol. Insoluble in water.
Melting Point 245 °C
Formula C12H12 N4
Boiling Point 342.09°C (rough estimate)
Molecular Weight 212.254
Flash Point 213oC
Transport Information
Appearance
Safety Poison by intravenous route. Mutation data reported. When heated to decomposition it emits toxic vapors of NO_x.
Risk Codes R40; R25
Molecular Structure
Hazard Symbols 745553
Synonyms Aniline,4,4'-azodi- (6CI,7CI,8CI); Benzenamine, 4,4'-azobis- (9CI); 4,4'-Azodianiline;4,4'-Diaminoazobenzene; NSC 17103; p,p'-Diaminoazobenzene; p-Azoaniline;p-Diaminoazobenzene; p'-Amino-p-aminoazobenzene
PSA 76.76000
LogP 4.42880

Synthetic route

: 730-40-5
disperse orange 3

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With sodiumsulfide nonahydrate In ethanol at 80℃; for 20h;	99%
With sodiumsulfide nonahydrate In methanol; water at 85℃; for 3h;	90%
With sodiumsulfide nonahydrate In methanol; water at 85℃; for 4h;	87%
With ammonium sulfide; ethanol
With methanol; sodiumsulfide nonahydrate

: 106-50-3
1,4-phenylenediamine

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With sodium perborate; Dihydrate sodium molybdate In acetic acid at 20℃; for 1h; Kinetics;	92%
With Dess-Martin periodane In dichloromethane at 20℃; for 0.666667h;	84%
With [bis(acetoxy)iodo]benzene In dichloromethane at 20 - 25℃; for 1h;	74%

: 100-01-6
4-nitro-aniline

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With 4,4'-di-tert-butylbiphenyl; lithium; iron(II) chloride In tetrahydrofuran for 3h; Heating;	83%
With ammonium persulfate; sulfuric acid ueber mehrere Stufen;
Multi-step reaction with 2 steps 1: Oxone; sulfuric acid / water / 2 h / 60 - 65 °C 2: sodium sulfide / ethanol; water / 0.5 h / Reflux View Scheme

: 100-01-6
4-nitro-aniline

A: 61594-51-2
4,4'-diaminoazoxybenzene

B: 106-50-3
1,4-phenylenediamine

C: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With hydrazine hydrate; nickel(II) nitrate; zinc In tert-butyl alcohol for 0.833333h; Heating;	A 54% B 40% C 2 % Chromat.
With hydrazine hydrate; nickel(II) nitrate; zinc In ethanol for 5h; Heating;	A 23% B 51% C 21%

...Expand

: 100-25-4
para-dinitrobenzene

A: 538-41-0
4,4'-Diaminoazobenzene

B: 730-40-5
disperse orange 3

Conditions

Conditions	Yield
With titanium (0) reagent In tetrahydrofuran for 0.25h; Ambient temperature;	A 45% B 48%

: 14860-64-1
4-azidoaniline

A: 106-50-3
1,4-phenylenediamine

B: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
In toluene for 8h; Heating;	A 38% B 13%

: 861596-22-7
N,N'-bis-[4-(4-amino-phenylazo)-phenyl]-hydrazine

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With ammonium hydrosulphide

: 61893-92-3
acetic acid-[4-(4-amino-phenylazo)-anilide]

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With sulfuric acid
With sulfuric acid

: 906715-99-9
acetic acid-[4-(3-phenyl-triazenyl)-anilide]

: 142-04-1
aniline hydrochloride

A: 60-09-3
aniline yellow

B: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With aniline anschliessend Kochen des Reaktionsproduktes mit verd. Schwefelsaeure;

...Expand

: N-[4-(4-nitro-phenylazo)-phenyl]-hydroxylamine

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With ammonium hydrosulphide

: 98-95-3
nitrobenzene

: 106-50-3
1,4-phenylenediamine

A: 60-09-3
aniline yellow

B: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With sodium carbonate

...Expand

: 906715-99-9
acetic acid-[4-(3-phenyl-triazenyl)-anilide]

: 142-04-1
aniline hydrochloride

: 62-53-3
aniline

A: 60-09-3
aniline yellow

B: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
anschl. Kochen mit verd. H2SO4;
Kochen des Reaktionsprodukts mit verd.Schwefelsaeure;

...Expand

: 3646-57-9, 89103-79-7
bis(4-nitrophenyl)diazene

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With sodium sulfide
With tetrahydrofuran; lithium aluminium tetrahydride; diethyl ether
With sodium sulfide In ethanol; water for 0.5h; Reflux;

: 22719-28-4
4,4′-dinitrohydrazobenzene

A: 21371-47-1
bis-[4-(4-amino-phenylazo)-phenyl]-diazene

B: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With sodium sulfide
With sodium sulfide

: 106-50-3
1,4-phenylenediamine

A: 60-09-3
aniline yellow

B: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With sodium carbonate; nitrobenzene

: 15446-39-6, 78752-51-9
N,N'-diacetyl-4,4'-diaminoazobenzene

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride
With sodium hydroxide
With hydrogenchloride; water In methanol for 1.5h;

: 100-01-6
4-nitro-aniline

A: 2198-74-5
4,4′-azobisbenzenamin

B: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With methanol; iodine; magnesium for 1h; Ambient temperature;	A 49 % Chromat. B 50 % Chromat.

: 14368-49-1
p-nitrobenzenediazonium

β-naphtholdisulfonic acid: β-naphtholdisulfonic acid

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
Reduktion der hierbei entstandenen Azoverbindung mit Glykose, Formaldehyd, Zink oder Zinn in alkal.Loesung;

: 7647-01-0
hydrogenchloride

: 15446-39-6, 78752-51-9
N,N'-diacetyl-4,4'-diaminoazobenzene

: 538-41-0
4,4'-Diaminoazobenzene

: 730-40-5
disperse orange 3

ammonium sulfide: ammonium sulfide

: 538-41-0
4,4'-Diaminoazobenzene

diazotized p-phenylenediamine: diazotized p-phenylenediamine

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
With copper(I) oxide; ammonia

: 64-17-5
ethanol

: 3646-57-9, 89103-79-7
bis(4-nitrophenyl)diazene

sodium hydrosulfide: sodium hydrosulfide

: 538-41-0
4,4'-Diaminoazobenzene

...Expand

: 64-17-5
ethanol

: 22719-28-4
4,4′-dinitrohydrazobenzene

sodium sulfide: sodium sulfide

A: 21371-47-1
bis-[4-(4-amino-phenylazo)-phenyl]-diazene

B: 538-41-0
4,4'-Diaminoazobenzene

...Expand

: 98-95-3
nitrobenzene

: 106-50-3
1,4-phenylenediamine

sodium carbonate: sodium carbonate

A: 60-09-3
aniline yellow

B: 538-41-0
4,4'-Diaminoazobenzene

...Expand

: 98-95-3
nitrobenzene

: 106-50-3
1,4-phenylenediamine

sodium hydroxide: sodium hydroxide

A: 60-09-3
aniline yellow

B: 538-41-0
4,4'-Diaminoazobenzene

C: 1161-45-1
1,4-bis-phenylazo-benzene

Conditions

Conditions	Yield
at 145℃;

...Expand

: 64-17-5
ethanol

: 614-25-5, 21650-71-5, 71297-95-5
4,4'-dinitroazoxybenzene

sodium hydrosulfide: sodium hydrosulfide

: 538-41-0
4,4'-Diaminoazobenzene

Conditions

Conditions	Yield
at 25℃; dann auf dem Wasserbad;

...Expand

: 100-25-4
para-dinitrobenzene

aqueous methanol. NaHS solution: aqueous methanol. NaHS solution

A: 100-01-6
4-nitro-aniline

B: 3646-57-9, 89103-79-7
bis(4-nitrophenyl)diazene

C: 538-41-0
4,4'-Diaminoazobenzene

D p-phenylenediamine(?): p-phenylenediamine(?)

...Expand

: 7664-93-9
sulfuric acid

: 61893-92-3
acetic acid-[4-(4-amino-phenylazo)-anilide]

: 538-41-0
4,4'-Diaminoazobenzene

: 64-17-5
ethanol

: 861596-22-7
N,N'-bis-[4-(4-amino-phenylazo)-phenyl]-hydrazine

ammonium hydrosulfide: ammonium hydrosulfide

: 538-41-0
4,4'-Diaminoazobenzene

...Expand

: 506-68-3
bromocyane

: 538-41-0
4,4'-Diaminoazobenzene

: 4,4′-azobis(phenylcyanamide)

Conditions

Conditions	Yield
Stage #1: bromocyane; 4,4'-Diaminoazobenzene With acetic acid In N,N-dimethyl-formamide at -15 - -10℃; for 0.5h; Stage #2: With sodium hydroxide In N,N-dimethyl-formamide at -15 - 20℃; for 25h;	95%

: 79-04-9
chloroacetyl chloride

: 538-41-0
4,4'-Diaminoazobenzene

: C16H14Cl2N4O2

Conditions

Conditions	Yield
With triethylamine In chloroform at 15 - 20℃; for 6h;	93%

: 20769-85-1
2-bromoisobutyric acid bromide

: 538-41-0
4,4'-Diaminoazobenzene

: C20H22Br2N4O2

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h; Cooling with ice;	91%

: 538-41-0
4,4'-Diaminoazobenzene

: 100-01-6
4-nitro-aniline

Conditions

Conditions	Yield
With (2,2':6',2''-terpyridine)(pyridine-2-carboxylate)iron(II)chloride; sodium hydroxide In water; acetonitrile	90%

: 538-41-0
4,4'-Diaminoazobenzene

: 4,4'-diazidophenylazobenzene

Conditions

Conditions	Yield
Stage #1: 4,4'-Diaminoazobenzene With hydrogenchloride; sodium nitrite In water Stage #2: With sodium azide In water	90%

: 103-71-9
phenyl isocyanate

: 538-41-0
4,4'-Diaminoazobenzene

: C26H22N6O2

Conditions

Conditions	Yield
In acetonitrile for 12h; Reflux; Inert atmosphere;	87%

: 538-41-0
4,4'-Diaminoazobenzene

: 494798-73-1
4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)-benzaldehyde

: C48H30F34N4O2

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 160℃; for 10h; Inert atmosphere;	85%

: 22118-09-8
2-bromoacetyl chloride

: 538-41-0
4,4'-Diaminoazobenzene

: C16H14Br2N4O2

Conditions

Conditions	Yield
With sodium carbonate; ethyl acetate at 20℃; for 3h; Inert atmosphere;	82%

: 304865-77-8
N-(2,6-diisopropylphenyl)-acetimidoyl chloride

: 538-41-0
4,4'-Diaminoazobenzene

: N,N'-(diazene-1,2-diylbis(4,1-phenylene))bis(N'-2,6-diisopropylphenyl)acetimidamide

Conditions

Conditions	Yield
In toluene for 4h; Reflux;	81%

: N‐{[(1‐chloro‐3,4‐dihydronaphthalen‐2‐yl)methylene]benzenaminium} chloride

: 538-41-0
4,4'-Diaminoazobenzene

: N‐{[1‐({4‐[(4‐aminophenyl)diazenyl]phenyl}amino)‐3,4‐dihydronaphthalen‐2‐yl]methylene}benzenaminium chloride

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide for 7h; Heating;	80%

: 141-75-3
butyryl chloride

: 538-41-0
4,4'-Diaminoazobenzene

: C20H24N4O2

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 50℃; for 12h;	79%

: 1121-60-4
pyridine-2-carbaldehyde

: 538-41-0
4,4'-Diaminoazobenzene

: 4-(4-aminophenyl)diazenyl-N-(pyridin-2-ylmethylene)aniline

Conditions

Conditions	Yield
In ethanol	75%

: 12093-10-6
ferrocenecarboxaldehyde

: 538-41-0
4,4'-Diaminoazobenzene

: C23H20FeN4

Conditions

Conditions	Yield
In hexane at 50 - 60℃; for 3.16667h; Milling;	75%

: 64-18-6
formic acid

: 93614-64-3
2-triethylammonio acetic acid chloride chloride

: 538-41-0
4,4'-Diaminoazobenzene

: 4,4′-bis[(2)-triethylammoniumacetamido]azobenzene bis-formate

Conditions

Conditions	Yield
Stage #1: 2-triethylammonio acetic acid chloride chloride; 4,4'-Diaminoazobenzene With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 0 - 20℃; Inert atmosphere; Stage #2: formic acid With silica gel In water; acetonitrile	73%

...Expand

: 75-36-5
acetyl chloride

: 538-41-0
4,4'-Diaminoazobenzene

: 61893-92-3
4-acetamido-4'-aminoazobenzene

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	73%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	73%

: 90-02-8
salicylaldehyde

: 538-41-0
4,4'-Diaminoazobenzene

: 16395-62-3
N,N'-bis(salicylidine)-4,4'-diaminoazobenzene

Conditions

Conditions	Yield
In methanol at 60 - 70℃; for 0.25h; Reflux;	70%
With ethanol

: 71190-35-7
1-(2,4-dinitrophenyl)-4,4'-bipyridinium chloride

: 538-41-0
4,4'-Diaminoazobenzene

: C32H24N6(2+)*2Cl(1-)

Conditions

Conditions	Yield
In ethanol	70%

: C38H42N4O4

: 538-41-0
4,4'-Diaminoazobenzene

: C50H52N8O3

Conditions

Conditions	Yield
Stage #1: C38H42N4O4 With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 4℃; for 1h; Inert atmosphere; Stage #2: 4,4'-Diaminoazobenzene In N,N-dimethyl-formamide at 4 - 24℃; for 24h; Inert atmosphere;	70%

: 39716-58-0
pent-4-enoyl chloride

: 538-41-0
4,4'-Diaminoazobenzene

: 1204416-92-1
4-(pent-4-en)amido-4'-aminoazobenzene

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	68%

: 79-03-8
propionyl chloride

: 538-41-0
4,4'-Diaminoazobenzene

: 1204416-90-9
4-propionamido-4'-aminoazobenzene

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	68%

: 71190-35-7
1-(2,4-dinitrophenyl)-4,4'-bipyridinium chloride

: 538-41-0
4,4'-Diaminoazobenzene

A: C32H24N6(2+)*2Cl(1-)

B: 97-02-9
2,4-Dinitroanilin

Conditions

Conditions	Yield
at 150 - 170℃; Zincke reaction; neat (no solvent);	A 68% B n/a

...Expand

: N‐{[(1‐chloro‐3,4‐dihydronaphthalen‐2‐yl)methylene]benzenaminium} chloride

: 538-41-0
4,4'-Diaminoazobenzene

: C46H38N6*2ClH

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide for 10h; Heating;	68%

: 4530-20-5
BOC-glycine

: 538-41-0
4,4'-Diaminoazobenzene

: C19H23N5O3

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;	66%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide for 18h; Inert atmosphere;	58%

: 141-75-3
butyryl chloride

: 538-41-0
4,4'-Diaminoazobenzene

: 1204416-91-0
4-butyramido-4'-aminoazobenzene

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	65%

: 74670-08-9
(3α,5β,7α,12α)-3,7,12-tris(formyloxy)cholan-24-oyl chloride

: 538-41-0
4,4'-Diaminoazobenzene

: N,N'-bis(3α,7α,12α-O-triformylcholyl)-azobenzene-4,4'-diamine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃;	63%

: 13669-05-1
1,4-bis(thiophen-2-yl)butane-1,4-dione

: 538-41-0
4,4'-Diaminoazobenzene

: 425642-60-0
4,4'-bis-[(2,5-di-thien-2-yl)-pyrrol-1-yl]azobenzene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 12h; Heating;	60%

: 31972-52-8
Boc-Gly-Gly-OH

: 538-41-0
4,4'-Diaminoazobenzene

: C21H26N6O4

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;	58%

P-Azoaniline Chemical Properties

Chemistry informtion about P-Azoaniline (CAS NO.538-41-0) is:
IUPAC Name: 4-(4-Aminophenyl)Diazenylaniline
Synonyms: 4,4'-Azobis-Benzenamin ; 4,4'-Azobisbenzenamine ; 4,4'-Azodi-Anilin ; P-Azoaniline ; 4,4'-Azodianiline ; 4,4'-Diaminoazobenzene ; P-Diaminoazobenzene ; 4,4'-Azobenzenediamine
MF: C₁₂H₁₂N₄
MW: 212.25
EINECS: 208-690-7
Density: 1.23 g/cm³
Melting Point: 245 °C
Flash Point: 213 °C
Boiling Point: 428.5 °C at 760 mmHg
Vapour Pressure: 1.51E-07 mmHg at 25°C
Enthalpy of Vaporization: 68.36 kJ/mol
Merck: 14,2977
BRN: 745553
Following is the molecular structure of P-Azoaniline (CAS NO.538-41-0) is:

P-Azoaniline Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	180mg/kg (180mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01451,

P-Azoaniline Consensus Reports

Reported in EPA TSCA Inventory.

P-Azoaniline Safety Profile

Poison by intravenous route. Mutation data reported. When heated to decomposition it emits toxic vapors of NO_x.
Hazard Codes:
Toxic T
Risk Statements:
R40:Limited evidence of a carcinogenic effect.
R25 :Toxic if swallowed.
Safety Statements:
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S28:After contact with skin, wash immediately with plenty of soap-suds.
RIDADR: 2811
RTECS: BW7450000
HazardClass: 6.1
PackingGroup: III

P-Azoaniline Specification

P-Azoaniline (CAS NO.538-41-0) is a brown powder.
First Aid Measures
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin: Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid immediately. Wash mouth out with water.
Inhalation: Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Handling and Storage
Handling: Minimize dust generation and accumulation. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container.

Product Name

4,4'-AZODIANILINE

Synthetic route

P-Azoaniline Chemical Properties

P-Azoaniline Toxicity Data With Reference

P-Azoaniline Consensus Reports

P-Azoaniline Safety Profile

P-Azoaniline Specification

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