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4-(Phenylazo)aniline

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4-(Phenylazo)aniline

EINECS 200-453-6
CAS No. 60-09-3 Density 1.12 g/cm3
Solubility Melting Point 123-126 °C(lit.)
Formula C12H11N3 Boiling Point 360.7 °C at 760 mmHg
Molecular Weight 197.24 Flash Point 171.9 °C
Transport Information UN 3077 9/PG 3 Appearance powder
Safety 53-45-60-61 Risk Codes 45-50/53
Molecular Structure Molecular Structure of 60-09-3 (4-Aminoazobenzene) Hazard Symbols ToxicT; DangerousN; CorrosiveC
Synonyms

Benzenamine,4-(phenylazo)- (9CI);C.I. Solvent Yellow 1 (7CI,8CI);4-(Phenylazo)aniline;4-(Phenylazo)benzenamine;4-Aminoazobenzol;Aniline yellow;Brasilazina Oil Yellow G;C.I. 11000;Cellitazol R;Ceres Yellow R;Fast SpiritYellow;Fat Yellow AAB;NSC 2032;Oil Soluble Aniline Yellow;Oil Yellow AAB;Oil Yellow AB;Oil Yellow AN;Oil Yellow B;Organol Yellow 2A;Solvent Yellow1;Somalia Yellow 2G;Sudan Yellow R;p-(Phenylazo)aniline;p-Aminoazobenzene;p-Aminoazobenzol;p-Aminodiphenylimide;

 

4-(Phenylazo)aniline Chemical Properties

Molecule structure of 4-Aminoazobenzene (CAS NO.60-09-3) :

IUPAC Name: 4-phenyldiazenylaniline 
Molecular Weight: 197.23584 g/mol
Molecular Formula: C12H11N3 
Density: 1.12 g/cm3 
Melting Point: 127 deg C
Boiling Point: 360.7 °C at 760 mmHg 
Flash Point: 171.9 °C
Molar Volume: 174.9 cm3
Polarizability: 24.09*10-24 cm3
Surface Tension: 45.6 dyne/cm 
Enthalpy of Vaporization: 60.64 kJ/mol 
pKa Dissociation Constant: 2.82
log P (octanol-water): 3.41
Water Solubility: 32 mg/L
Henry's Law Constant: 8.70E-11 atm-m3/mole
Atmospheric OH Rate Constant: 4.34E-11 cm3/molecule-sec 
XLogP3: 3.4
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 2
Tautomer Count: 2
Exact Mass: 197.095297
MonoIsotopic Mass; 197.095297
Topological Polar Surface Area: 50.7
Heavy Atom Count: 15
Complexity: 201
Canonical SMILES: C1=CC=C(C=C1)N=NC2=CC=C(C=C2)N
InChI: InChI=1S/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2
InChIKey: QPQKUYVSJWQSDY-UHFFFAOYSA-NEINECS: 200-453-6
Product Categories: Intermediates of Dyes and Pigments; Solvent Dyestuff

4-(Phenylazo)aniline Uses

 4-Aminoazobenzene (CAS NO.60-09-3) is used as dye intermediates. And it is used for the synthesis of azo dyes, disperse dyes, oxazine dyes; also used in the system paints and pigments, as well as alcohol-soluble yellow and pH indicator.

4-(Phenylazo)aniline Production

Inputs phenlyaniline and sodium nitrite solution to the reactor, at 30-40 °C stirring, at 2.5-3h to add 30% hydrochloric acid, then heated to 50-55 °C for translocation.

4-(Phenylazo)aniline Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD277-689,

4-(Phenylazo)aniline Safety Profile

Hazard Codes: ToxicT, DangerousN, IrritantXi
Risk Statements: 45-50/53
R45: May cause cancer
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 53-45-60-61
S53: Avoid exposure - obtain special instructions before use 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible) 
S60: This material and its container must be disposed of as hazardous waste 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
RTECS: BY8225000
Hazardous Substances Data: 60-09-3(Hazardous Substances Data)

4-(Phenylazo)aniline Specification

 4-Aminoazobenzene (CAS NO.60-09-3) is also called 4-(Phenylazo)aniline ; 4-(Phenylazo)benzenamine ; 4-Amino-1,1'-azobenzene ; 4-Aminoazobenzol ; 4-Benzeneazoaniline ; Aminoazobenzene ; Aniline Yellow ; Aniline, p-(phenylazo)- ; Azobenzene, 4-amino- ; Benzenamine, 4-(phenylazo)- ; Brasilazina Oil Yellow G . 4-Aminoazobenzene (CAS NO.60-09-3) is odorless brownish-yellow needles with bluish coating, or an orange powder. It is insoluble in water and soluble in ethanol, ether, chloroform, benzene and oil. Dust may form an explosive mixture in air. 4-Aminoazobenzene can detonate, particularly if sensitized by the presence of metal salts or strong acids. May form toxic gases with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. May form flammable gases with alkali metals. May react explosively with strong oxidizing agents, metal salts, peroxides, and sulfides. Emits toxic fumes of oxides of nitrogen when heated to decomposition (over 350 °C) . Flash point data for 4-Aminoazobenzenecan are not available; however, 4-Aminoazobenzenecan is probably combustible.

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