2581-69-3

Basic information

• Product Name: DISPERSE ORANGE 1
• Synonyms: DISPERSE ORANGE 1;CI 11080;4-(4-NITROPHENYLAZO)DIPHENYLAMINE;4-((4-nitrophenyl)azo)-n-phenyl-benzenamin;4-((p-nitrophenyl)azo)-diphenylamin;4-((p-nitrophenyl)azo)diphenylamine;4-(p-nitrophenylazo)diphenylamine;4-[(4-nitrophenyl)azo]-n-phenyl-benzenamin
• CAS NO: 2581-69-3
• Molecular Formula: C₁₈H₁₄N₄O₂
• Molecular Weight: 318.33
• EINECS: 219-954-6
• Product Categories: Organics
• Mol File: 2581-69-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 160 °C
• Boiling Point: 457.5°C (rough estimate)
• Flash Point: 277.4°C
• Appearance: /
• Density: 1.2846 (rough estimate)
• Vapor Pressure: 1.6E-11mmHg at 25°C
• Refractive Index: 1.6700 (estimate)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
• PKA: -0.60±0.40(Predicted)
• Water Solubility: 0.4775ug/L(25 oC)
• CAS DataBase Reference: DISPERSE ORANGE 1(CAS DataBase Reference)
• NIST Chemistry Reference: DISPERSE ORANGE 1(2581-69-3)
• EPA Substance Registry System: DISPERSE ORANGE 1(2581-69-3)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-24/25
• WGK Germany: 3
• RTECS: JJ9700000
• F: 10-21
• Hazardous Substances Data: 2581-69-3(Hazardous Substances Data)

Usage

Chemical Properties

brownish powder

Uses

Different sources of media describe the Uses of 2581-69-3 differently. You can refer to the following data:
1. Disperse orange 1 is a dye in terylene.
2. Disperse Orange 1 is an azo disperse dye which is water insoluble. Disperse Orange 1 can be used to dye polyester and acetate fibers. Dyes and metabolites, Environmental Testing.

Safety Profile

Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx

Properties and Applications

red light orange. Melting point 151 ℃, brown flake. Soluble in most organic solvents. The strong sulfuric acid for purple. Standard Ironing Fastness Light Fastness Persperation Fastness Washing Fastness Fading Stain Fading Stain Fading Stain ISO 4-5 3 5 5 5 4-5 4-5

Standard

Ironing Fastness

Fading

Stain

ISO

4-5

InChI:InChI=1/C18H14N4O2/c23-22(24)18-12-10-17(11-13-18)21-20-16-8-6-15(7-9-16)19-14-4-2-1-3-5-14/h1-13,19H/b21-20+

Upstream product

• 14368-49-1 p-nitrobenzenediazonium 
• 122-39-4 diphenylamine 
• 4316-51-2 N,N-diphenyl-4-methoxyaniline 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 100-05-0 4-nitrobenzenediazonium chloride 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 101-57-5 4-(phenylamino)benzenesulphonic acid 
• 164921-01-1 2-(4-{[4-(4-Nitro-phenylazo)-phenyl]-phenyl-amino}-phenoxy)-ethanol 
• 436865-02-0 {4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyloxy]-phenyl}-[4-(4-nitro-phenylazo)-phenyl]-phenyl-amine 
• 161204-59-7 {4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-phenyl}-[4-(4-nitro-phenylazo)-phenyl]-phenyl-amine 

Relevant articles and documents

The in situ generation and reactive quench of diazonium compounds in the synthesis of azo compounds in microreactors

In this paper, a micro-fluidic optimized process for the continuous flow synthesis of azo compounds is presented. The continuous flow synthesis of Sudan II azo dye was used as a model reaction for the study. At found optimal azo coupling reaction temperature and pH an investigation of the optimum flow rates of the reactants for the diazotization and azo coupling reactions in Little Things Factory-MS microreactors was performed. A conversion of 98% was achieved in approximately 2.4 minutes and a small library of azo compounds was thus generated under these reaction conditions from couplers with aminated or hydroxylated aromatic systems. The scaled up synthesis of these compounds in PTFE tubing (i.d. 1.5 mm) was also investigated, where good reaction conversions ranging between 66-91% were attained.

Electronic spectra of push-pull 4-phenylaminoazobenzene derivatives

A series of push-pull type 4-phenylaminoazobenzene derivatives bearing an electron-withdrawing 4'-substituent were probed by electronic spectra in solution. The visible absorption maxima of these azobenzenes were correlated with the solvent parameters through the McRae theory as well as the solvent donor numbers. While the absorption spectra of these neutral species were solvent-dependent, those of protonated species were almost solvent independent. On the other hand, the absorption maxima and the rates of thermal cis-to-trans isomerization in a given solvent were correlated with Hammett constants. These results are discussed with the help of semi- empirical molecular-orbital calculations and compared with previously published data on related compounds.

Zum UV-VIS-Spektralverhalten von 4-benzylamino- und 4-phenylamino-substituierten Azobenzenen

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