201858-51-7

Basic information

• Product Name: 4-(4-DiMethylaMinophenylazo)benzoic acid
• Synonyms: N-[4-[(4-Carboxyphenyl)hydrazono]-2,5-cyclohexadien-1-ylidene]-N-methylmethanaminium inner salt
• CAS NO: 201858-51-7
• Molecular Formula: C₁₅H₁₅N₃O₂
• Molecular Weight: 269.2985
• Mol File: 201858-51-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 482.6°C at 760 mmHg
• Flash Point: 245.6°C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 4.01E-10mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 4-(4-DiMethylaMinophenylazo)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-DiMethylaMinophenylazo)benzoic acid(201858-51-7)
• EPA Substance Registry System: 4-(4-DiMethylaMinophenylazo)benzoic acid(201858-51-7)

Safety Data

• Hazardous Substances Data: 201858-51-7(Hazardous Substances Data)

Usage

General Description

4-(4-DiMethylaMinophenylazo)benzoic acid, also known as DABCYL, is a chemical compound with applications in biochemistry and analytical chemistry. It is commonly used as a quencher in fluorescence resonance energy transfer (FRET) assays, where it can efficiently quench the fluorescence of nearby fluorophores. This property makes DABCYL a valuable tool for studying biomolecular interactions and detecting the presence of specific molecules in biological samples. Additionally, DABCYL is also used as a labeling reagent in the synthesis of peptide and nucleic acid conjugates, allowing for the attachment of fluorescent dyes or other molecules to biomolecules for tracking and localization purposes. Overall, DABCYL is a versatile chemical compound with important roles in various scientific fields.

InChI:InChI=1/C15H15N3O2/c1-18(2)14-9-7-13(8-10-14)17-16-12-5-3-11(4-6-12)15(19)20/h3-10H,1-2H3,(H,19,20)

Upstream product

• 1837-05-4 4-benzenediazonium-carboxylate 
• 121-69-7 N,N-dimethyl-aniline 
• 150-13-0 4-amino-benzoic acid 

Downstream Products

• 146998-31-4 4-((4-(dimethylamino)phenyl)azo)benzoic acid succinimidyl ester 
• 27128-58-1 N,N-dimethyl-p-aminophenylazobenzoyl chloride 
• 1221412-51-6 hex-5-ynyl 2-(4-((4-(dimethylamino)phenyl)azo)benzamido)acetate 
• 1221412-53-8 hex-5-ynyl 4-((4-((4-(dimethylamino)phenyl)azo)benzamido)methyl)benzoate 
• 1221412-49-2 hex-5-ynyl 4-((4-(dimethylamino)phenyl)azo)benzoate 

Relevant articles and documents

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On the azo dyes derived from benzoic and cinnamic acids used as photosensitizers in dye-sensitized solar cells

In order to get a better insight into the relationship between molecular structure and photovoltaic performance, six monoazo dye molecules containing benzoic and cinnamic acid moieties were synthesized and their photovoltaic properties were studied. Three of them have not been previously used in solar cells. Spectroscopic measurements of the investigated compounds coupled with theoretical calculations were performed. Short-circuit current density, open-circuit voltage, and fill-factor were determined. It was found that a larger amount of short-circuit current density will be generated if the HOMO–LUMO energy gap is lower, determined by the stability of the molecule and the electronic effect of the donor moiety. Among both series of synthesized dye molecules, the highest obtained values of short-circuit current density were achieved with (2-hydroxynaphthalene-1-ylazo)benzoic acid and (2-hydroxynaphthalene-1-ylazo)cinnamic acid, and thus they were regarded as promising candidates for application in dye-sensitized solar cells.

Alternatives for Conventional Alkane Solvents

The studies described in this paper show that hydrocarbon oligomers are alternatives for low molecular weight alkane solvents. These oligomeric solvents are nontoxic, nonvolatile, and recyclable alternatives to heptane in thermomorphic solvent mixtures th