2496-25-5

Basic information

• Product Name: Phenol, p-((p-Methoxyphenyl)azo)-
• Synonyms: Phenol, p-((p-Methoxyphenyl)azo)-;4-((Methoxyphenyl)diazenyl)phenol;4-[(p-Hydroxyphenyl)azo]anisole];NSC 3289;p-Hydroxy-p'-methoxyazobenzene
• CAS NO: 2496-25-5
• Molecular Formula: C₁₃H₁₂N₂O₂
• Molecular Weight: 228.24658
• Mol File: 2496-25-5.mol
• Article Data: 43

Chemical Properties

• Melting Point: 149.8℃ (methanol water )
• Boiling Point: 368.1°Cat760mmHg
• Flash Point: 176.4°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 1.3E-05mmHg at 25°C
• Refractive Index: 1.578
• PKA: 8.81±0.15(Predicted)
• CAS DataBase Reference: Phenol, p-((p-Methoxyphenyl)azo)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, p-((p-Methoxyphenyl)azo)-(2496-25-5)
• EPA Substance Registry System: Phenol, p-((p-Methoxyphenyl)azo)-(2496-25-5)

Safety Data

• Hazardous Substances Data: 2496-25-5(Hazardous Substances Data)

Usage

General Description

Phenol, p-((p-Methoxyphenyl)azo)-, also known as p-Anisaldehyde azophenol, is an organic compound commonly used as an indicator in analytical chemistry. It is a yellow to dark red powder that is soluble in organic solvents but insoluble in water. This chemical is commonly used for the determination of aluminium, beryllium, and boron. It forms a red complex with aluminium ions in a slightly acid solution, making it a useful reagent for the spectrophotometric determination of aluminium. Additionally, it has also been used in the development of a sensitive and selective flow injection analysis system for the determination of beryllium. Due to its potential as an environmental pollutant, the use and handling of Phenol, p-((p-Methoxyphenyl)azo)- should be carefully managed to minimize any adverse effects on human health and the environment.

InChI:InChI=1/C13H12N2O2/c1-17-13-8-4-11(5-9-13)15-14-10-2-6-12(16)7-3-10/h2-9,15H,1H3

Upstream product

• 17333-79-8 p-methoxybenzenediazonium 
• 108-95-2 phenol 
• 104-94-9 4-methoxy-aniline 
• 17478-80-7 (4-methoxyphenyl)phenyldiazene 1-oxide 
• 17478-75-0 N'-(4-methoxy-phenyl)-N-phenyl-diazene-N-oxide 
• 4346-59-2 para-methoxyphenyldiazonium chloride 
• 100-17-4 para-methoxynitrobenzene 
• 100-02-7 4-nitro-phenol 
• 103-90-2 4-acetaminophenol 
• 123-30-8 4-amino-phenol 
• 51-66-1 4-methoxyacetanilide 
• 20265-97-8 p-anisidine hydrochloride 
• 139-02-6 sodium phenoxide 

Downstream Products

• 127040-10-2 1-(4-methoxy-phenylazo)-4-stearoyloxy-benzene 
• 91454-73-8 4-methoxy-4'-ethoxyazobenzene 
• 26053-96-3 4-acetoxy-4'-methoxyazobenzene 
• 58586-46-2 4-acryloyloxy-4'-methoxyazobenzene 
• 144225-85-4 4-(2-Hydroxy-ethyloxy)-4'-methoxy-azobenzen 
• 101969-92-0 4-(4-methoxy-phenylazo)phenoxy methacrylate 
• 145344-52-1 1-bromo-4-(4-methoxyazobenzene-4'-oxy)butane 
• 132458-37-8 1-bromo-6-(4-(4-methoxyphenyl)azobenzene-1-oxy)hexane 
• 149474-78-2 1-(4-((8-bromooctyl)oxy)phenyl)-2-(4-methoxyphenyl)diazene 
• 129779-34-6 4-(3-{3-[4-(4-Methoxy-phenylazo)-phenoxycarbonyl]-propyl}-1,1,3,3-tetramethyl-disiloxanyl)-butyric acid 4-(4-methoxy-phenylazo)-phenyl ester 

Relevant articles and documents

Low-temperature nematic phase in azo functionalised reactive hockey stick mesogens possessing lateral methyl group

We report, the design, synthesis and mesomorphic behaviour of new hockey stick mesogens containing photochromic azo group and a reactive double bond. The structure of the compounds resemble the hockey stick due to unequal distribution of the phenyl rings

The role of conductivity and molecular mobility on the photoanisotropic response of a new azo-polymer containing sulfonic groups

We report the preparation of a new light-responsive side-chain terpolymer containing azobenzenes, as chromophoric components, sulfonic groups, as polar components, and methacrylate groups, as film forming components, and we provide a detailed characterisa

Structure modification of an active azo-compound as a route to new antimicrobial compounds

Some novel (phenyl-diazenyl)phenols 3a-g were designed and synthesized to be evaluated for their antimicrobial activity. A previously synthesized molecule, active against bacteria and fungi, was used as lead for modifications and optimization of the structure, by introduction/removal or displacement of hydroxyl groups on the azobenzene rings. The aim of this work was to evaluate the consequent changes of the antimicrobial activity and to validate the hypothesis that, for these compounds, a plausible mechanism could involve an interaction with protein receptors, rather than an interaction with membrane. All newly synthesized compounds were analyzed by 1H-NMR, DSC thermal analysis and UV-Vis spectroscopy. The in vitro minimal inhibitory concentrations (MIC) of each compound was determined against Gram-positive and Gram-negative bacteria and Candida albicans. Compounds 3b and 3g showed the highest activity against S. aureus and C. albicans, with remarkable MIC values of 10 μg/mL and 3 μg/mL, respectively. Structure-activity relationship studies were capable to rationalize the effect of different substitutions on the phenyl ring of the azobenzene on antimicrobial activity.