2',5'-Bis(decyloxy)-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde

2',5'-Bis(decyloxy)-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde

CAS Number: 850446-24-1
Molecular Formula: C40H54O4
Molecular Weight: 598.85
SMILES Code: O=CC1=CC=C(C2=C(OCCCCCCCCCC)C=C(C3=CC=C(C=O)C=C3)C(OCCCCCCCCCC)=C2)C=C1 MDL No.: MFCD32667056

Product Introduction
Product Name 2',5'-Bis(decyloxy)-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde
CAS Number 850446-24-1
Molecular Formula C40H54O4
Molecular Weight 598.85
SMILES Code O=CC1=CC=C(C2=C(OCCCCCCCCCC)C=C(C3=CC=C(C=O)C=C3)C(OCCCCCCCCCC)=C2)C=C1
MDL No. MFCD32667056
Pubchem ID 129860342
InChI Key QBIINBXJNLKGDH-UHFFFAOYSA-N

 

Chemical Properties

 

This dialdehyde with long alkoxy chains is a solid with a melting point of 99-101°C and a very high predicted boiling point of 682.8°C.The predicted density is 1.017 g/cm³.It should be stored under nitrogen at 2-8°C.It is slightly soluble in water but readily soluble in polar organic solvents like methanol,ethanol,THF,and DMF.The two aldehyde groups are reactive and prone to oxidation;the compound should be protected from strong oxidants.The long decyloxy chains impart significant lipophilicity.

 

Description

 

4-[2,5-Didecoxy-4-(4-formylphenyl)phenyl]benzaldehyde is a star-shaped,multi-aldehyde monomer designed for supramolecular and macromolecular chemistry.It features a central benzene ring substituted with two long,flexible decyloxy chains(providing solubility and guiding self-assembly)and two distal benzaldehyde units.This C2-symmetric,telechelic dialdehyde is engineered for step-growth polymerizations(e.g.,with diamines to form polyimines)or for dynamic covalent chemistry to form complex macrocycles and covalent organic frameworks(COFs).The long chains ensure processability in common solvents.

 

Uses

 

1.Pharmaceutical Synthesis
While not a direct drug intermediate,it can be used to construct dendritic drug delivery systems or macrocyclic receptors via dynamic imine formation with polyamines.The resulting nanostructures can encapsulate drugs for controlled release.The aldehydes can also be reduced to alcohols or converted to other functional groups for bioconjugation.

 

2.Agrochemical R&D
Potential use in developing slow-release formulations.Polymerizing or crosslinking this dialdehyde with appropriate linkers can create porous matrices that can encapsulate pesticides or fertilizers,allowing for controlled diffusion and release in soil,reducing application frequency and environmental runoff.

 

3.Functional Material Synthesis
A key monomer for synthesizing Covalent Organic Frameworks(COFs)and porous organic polymers.Reacting it with linkers like phenylenediamine creates imine-linked 2D or 3D COFs with potential applications in gas storage(H₂,CO₂),heterogeneous catalysis,and photonics.The long alkoxy chains can help control crystallization and porosity during synthesis.

 

4.Organic Synthesis Building Block
Serves as a core for dynamic combinatorial chemistry(DCC)libraries.In the presence of amines,it can form a dynamic library of imines,schiff bases,and macrocycles.Equilibrium can be shifted by templating with target molecules(e.g.,ions,small molecules),allowing for the discovery of new host-guest systems and catalysts.

 

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