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P-Azoaniline

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Name

P-Azoaniline

EINECS N/A
CAS No. 538-41-0 Density 1.2046 (rough estimate)
PSA 76.76000 LogP 4.42880
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 N/A Appearance N/A
Safety Poison by intravenous route. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx. Risk Codes R40; R25
Molecular Structure Molecular Structure of 538-41-0 (4,4'-AZODIANILINE) 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

Article Data 50

P-Azoaniline Synthetic route

730-40-5

disperse orange 3

538-41-0

4,4'-Diaminoazobenzene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
100-25-4

para-dinitrobenzene

A

538-41-0

4,4'-Diaminoazobenzene

B

730-40-5

disperse orange 3

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With ammonium hydrosulphide
61893-92-3

acetic acid-[4-(4-amino-phenylazo)-anilide]

538-41-0

4,4'-Diaminoazobenzene

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

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

538-41-0

4,4'-Diaminoazobenzene

Conditions
ConditionsYield
With ammonium hydrosulphide

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 NOx
Hazard Codes:
ToxicT
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.

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