2',5'-Dimethyl-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde

2',5'-Dimethyl-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde

CAS Number: 857412-04-5
Molecular Formula: C22H18O2
Molecular Weight: 314.38
SMILES Code: O=CC1=CC=C(C2=C(C)C=C(C3=CC=C(C=O)C=C3)C(C)=C2)C=C1
MDL No: MFCD31700809

Product Introduction
Product Name 2',5'-Dimethyl-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde
CAS Number 857412-04-5
Molecular Formula C22H18O2
Molecular Weight 314.38
SMILES Code O=CC1=CC=C(C2=C(C)C=C(C3=CC=C(C=O)C=C3)C(C)=C2)C=C1
MDL No. MFCD31700809
Pubchem ID 11335998
InChI Key UVPAUSVUQTYXKB-UHFFFAOYSA-N

 

Chemical Properties

 

This compound appears as a white to off-white crystalline powder at room temperature.Its melting point ranges from 190 to 193°C,while the predicted boiling point is approximately 479.3±45.0°C.The predicted density is 1.139±0.06 g/cm³.It exhibits slight solubility in water but dissolves readily in polar organic solvents such as methanol,ethanol,tetrahydrofuran(THF),and dimethylformamide(DMF).Moderate solubility is observed in ethyl acetate.The material remains stable under dry,ambient conditions but should be stored in a sealed container protected from moisture and light.Exposure to strong oxidizers,acids,or bases should be avoided.Prolonged contact with moisture may lead to gradual hydrolysis of the aldehyde groups,and thermal stress above 200°C can initiate decomposition.

 

Description

 

4-[4-(4-Formylphenyl)-2,5-dimethylphenyl]benzaldehyde(CAS No.857412-04-5)is a terphenyl derivative featuring two terminal aldehyde functionalities and methyl substituents on the central phenyl ring.Its linear,conjugated structure enables it to act as a versatile dialdehyde building block in organic synthesis.The molecule is particularly valuable in the development of pharmaceuticals,agrochemicals,and advanced materials due to its rigid aromatic backbone and bifunctional reactivity.

 

Uses

 

1.Pharmaceutical Intermediate
This dialdehyde serves as a critical precursor in constructing extendedπ-conjugated systems for kinase inhibitors and GPCR-targeted therapies.Its two formyl groups allow sequential condensation reactions to generate bis-imines or bis-hydrazones,which are key scaffolds in allosteric modulators and DNA-intercalating agents.

 

2.Liquid Crystal&Polymer Synthesis
Utilized as a core mesogen in the synthesis of nematic and smectic liquid crystals for display technologies.It is also copolymerized with diamines via Schiff-base chemistry to produce high-temperature-resistant polyazomethines used in aerospace composites and protective coatings.

 

3.Fluorescent Probe Development
The aldehyde groups enable conjugation with amine-containing fluorophores like dansyl hydrazine or coumarin derivatives,creating ratiometric sensors for detecting trace metal ions(e.g.,Cu²⁺,Zn²⁺)in environmental and biological samples.

 

4.Organic Semiconductor Precursor
Acts as a key monomer in vapor-deposition processes to fabricate electron-transport layers in perovskite solar cells.Its planar structure facilitates dense molecular packing,enhancing charge carrier mobility and device stability under operational conditions.

 

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