4,4'-(Ethyne-1,2-diyl)dibenzaldehyde

CAS Number 84907-55-1

Carbaldehyde Monomers, Chemistry Building Blocks, COF Ligands, Materials, Porous Organic Frameworks

4,4'-(Ethyne-1,2-diyl)dibenzaldehyde MSDS

4,4'-(Ethyne-1,2-diyl)dibenzaldehyde CAS 84907-55-1

Covalent organic frameworks (COFs) diphenylacetylene ligand

for the synthesis of porous COFs as biocatalysts and photocatalysts, and macromolecules as fluorescent dyes

Overview
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4,4'-(Ethyne-1,2-diyl)dibenzaldehyde (CAS number 84907-55-1), is a diphenylacetylene derivative capped with two aldehyde functional groups. 4,4'-(Ethyne-1,2-diyl)dibenzaldehyde is employed for the preparation of an imine-linkage dual-pore COF with ethylenetetraaniline. The COF can immobilise lipase PS for enantioselectivity reaction of racemic secondary alcohols, showing 50% conversion over 80 minutes. Additionally, 4,4'-(ethyne-1,2-diyl)dibenzaldehyde reacts with trimethyltriazine to produce COFs that are used in photocatalytic reaction for H₂O₂ production (1.8 mmol h^-1 g^-1).

Other than COFs, 4,4'-(ethyne-1,2-diyl)dibenzaldehyde also finds application in the synthesis of fluorescent macromolecules with a fluorescence quantum yield of 32%. The synthesis of this ethynyl-linked boron dipyrromethene involves a Rothmund reaction between 4,4'-(ethyne-1,2-diyl)dibenzaldehyde and a pyrrole derivative, followed by boron complexation.

Facile reactions

Aldehyde possesses excellent reactivity

High Purity

>98% Purity

Worldwide shipping

Quick and reliable shipping

MOF and COF ligands

Aldehyde ligand for cross-linked COF networks

General Information

CAS Number	84907-55-1
Chemical Formula	C₁₆H₁₀O₂
Full Name	4,4'-(1,2-Ethynediyl)dibenzaldehyde
Molecular Weight	234.25 g/mol
Synonyms	Di(4-formylphenyl)acetylene, Diphenylacetylene-4,4'-dicarbaldehyde, 4-[2-(4-formylphenyl)ethynyl]benzaldehyde, EDDA
Classification / Family	Diphenylacetylenes, Dialdehyde ligands, COFs, Fluorescent dyes, Biocatalysis, photocatalysis

Chemical Structure

Product Details

Purity	98%
Melting Point	N/A
Appearance	Yellow powder

MSDS Documentation

4,4'-(Ethyne-1,2-diyl)dibenzaldehyde MSDS Sheet

Literature and Reviews

Constructing synergistic triazine and acetylene cores in fully conjugated covalent organic frameworks for cascade photocatalytic H₂O₂ production, L. Zhai et al., Chem. Mater., 34(11), 5232–5240 (2022); DOI: 10.1021/acs.chemmater.2c00910.
Tuning pore heterogeneity in covalent organic frameworks for enhanced enzyme accessibility and resistance against denaturants, Q. Sun et al., Adv. Mater., 31, 1900008 (2019); DOI: 10.1002/adma.201900008.
Enzyme immobilization in covalent organic frameworks: strategies and applications in biocatalysis, F. Oliveira et al., ChemPlusChem, 85, 2051–2066 (2020); DOI: 10.1002/cplu.202000549.
Poly(thiosemicarbazone)s by condensation of dithiosemicarbazides and dialdehydes, R. Nickisch et al., Macromolecules 2022, 55 (8), 3267–3275 (2022); DOI: 10.1021/acs.macromol.2c00409.
Synthesis, spectroscopic properties, and computational study of (E,Z)-ethenyl and ethynyl-linked BODIPYs, G. Zhang et al., J. Phys. Chem. A, 122, 6256–6265 (2018); DOI: 10.1021/acs.jpca.8b05149.

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