Structure

Disperse orange 3

CAS
730-40-5
Catalog Number
ACM730405
Category
Organic & Printed Electronics
Molecular Weight
242.23g/mol
Molecular Formula
C12H10N4O2

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Specification

Description
WetSolid
Synonyms
CI 11005;DISPERSE ORANGE 3;4-(4-NITROPHENYLAZO)ANILINE;4-(4-nitro-phenylazo)-phenylamine;4-[(4-nitrophenyl)azo]-benzenamin;4-[(4-nitrophenyl)azo]-Benzenamine;4'-Nitro-4-aminoazobenzene;4'-Nitro-4-amino-azobenzene
IUPAC Name
4-[(4-nitrophenyl)diazenyl]aniline
SMILES
C1=CC(=CC=C1N)N=NC2=CC=C(C=C2)[N+](=O)[O-]
InChI
InChI=1S/C12H10N4O2/c13-9-1-3-10(4-2-9)14-15-11-5-7-12(8-6-11)16(17)18/h1-8H,13H2
InChI Key
UNBOSJFEZZJZLR-UHFFFAOYSA-N
Melting Point
215.0 °C
Application
Disperse Orange 3 serves as a versatile azo dye used to impart color to acetate, nylon, silk, wool, cotton, and even in stocking dye applications. Recognized by its red to dark brown powder form, this compound is characterized by its azobenzene structure, featuring amino and nitro groups at specific positions. While it is useful in textile dyeing, particularly for polyester, acetic acid fibers, nylon 66, acrylic fibers, and in certain hair dyes, caution is advised due to its potential to cause contact dermatitis among textile industry workers and sensitization in hairdressers. In terms of chemical properties, it presents as an orange to yellow-red powder with a melting point of 210-220°C and is soluble in solvents like ethanol, acetone, and toluene. Its color shifts in various conditions, appearing brown in strong hydrochloric acid and turning orange-red in nitric acid. Beyond its application in dyes, it offers certain fastness properties, holding up against ironing, light exposure, perspiration, and washing, with varying degrees of resistance to fading and staining as outlined by ISO standards.
Complexity
300
Covalently-Bonded Unit Count
1
EC Number
211-984-8
Exact Mass
242.080376g/mol
Formal Charge
0
H-Bond Acceptor
5
H-Bond Donor
1
Heavy Atom Count
18
Monoisotopic Mass
242.080376g/mol
Rotatable Bond Count
2
UNII
B7J3O076OT
Vapor Pressure
3.00e-10 mmHg
XLogP3
3.2

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