76197-35-8

Basic information

• Product Name: ADA
• Synonyms: ANTHRACENE-2,3-DICARBOXALDEHYDE;2,3-anthracenedicarboxaldehyde;anthracene-2,3-dialdehyde
• CAS NO: 76197-35-8
• Molecular Formula: C₁₆H₁₀O₂
• Molecular Weight: 234.25
• Mol File: 76197-35-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 220 °C (sublm)(Press: 0.1 Torr)
• Boiling Point: 477.1 °C at 760 mmHg
• Flash Point: 177.1 °C
• Appearance: /
• Density: 1.294 g/cm³
• Vapor Pressure: 2.87E-09mmHg at 25°C
• Refractive Index: 1.773
• CAS DataBase Reference: ADA(CAS DataBase Reference)
• NIST Chemistry Reference: ADA(76197-35-8)
• EPA Substance Registry System: ADA(76197-35-8)

Safety Data

• Hazardous Substances Data: 76197-35-8(Hazardous Substances Data)

Usage

General Description

2,3-Anthracenedicarboxaldehyde, also known as anthracene-2,3-dicarboxaldehyde, is a chemical compound with the molecular formula C17H10O2. It is a derivative of anthracene and contains two aldehyde functional groups. 2,3-Anthracenedicarboxaldehyde is commonly used in organic synthesis and as a reagent in the production of various chemical substances. It is also used as a fluorescent probe for detecting and measuring the presence of certain molecules in biological and environmental samples. 2,3-Anthracenedicarboxaldehyde has been studied for its potential applications in the fields of materials science, photophysics, and photochemistry due to its unique electronic and optical properties. Additionally, it has been investigated for its potential use in the development of new technologies for sensing and imaging applications.

InChI:InChI=1/C16H10O2/c17-9-15-7-13-5-11-3-1-2-4-12(11)6-14(13)8-16(15)10-18/h1-10H

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 31554-15-1 2,3-bis(hydroxymethyl)naphthalene 
• 7149-49-7 2,3-naphthalenedicarboxaldehyde 
• 1134642-63-9 (3-hydroxymethyl-anthracen-2-yl)-methanol 

Relevant articles and documents

Isoacenofuran: A novel quinoidal building block for efficient access to high-ordered polyacene derivatives

Herein, a simple and practical method for generating isoacenofuran, a new π-extended quinoidal building block, was developed. A three-step protocol involving double nucleophilic additions of alkynyllithiums to acene-2,3-dicarbaldehyde, mono-oxidation, and acid-promoted cyclization enables the generation of the target molecule, which is trapped by a dienophile to produce highly condensed acenequinones. Further transformations by double nucleophilic additions of alkynyllithium to hexacenequinone, followed by reductive aromatization, produce tetraalkynylhexacenes with a remarkably higher stability than that of the previously reported substituted hexacenes.

Iterative synthesis of acenes via homo-elongation

Starting from aromatic ortho-dialdehydes, we devised a homo-elongation protocol that combines a Wittig olefination and subsequent intramolecular Knoevenagel condensation to produce acene diesters and dinitriles. The Royal Society of Chemistry.

Convenient Syntheses of Naphthalene-, Anthracene-, and Naphthacene-2,3-dicarboxaldehydes

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