| Product Name | 2',5'-Dimethoxy-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde |
| CAS Number | 111759-27-4 |
| Molecular Formula | C22H18O4 |
| Molecular Weight | 346.38 |
| SMILES Code | O=CC1=CC=C(C2=C(OC)C=C(C3=CC=C(C=O)C=C3)C(OC)=C2)C=C1 |
| Pubchem ID | 85535889 |
| InChIKey | KWQZYZSJYJLLBI-UHFFFAOYSA-N |
Chemical Properties
This dialdehyde features methyl groups instead of alkoxy chains.It is a white to off-white crystalline powder with a melting point of 190-193°C and a predicted boiling point of 479.3°C.The predicted density is 1.139 g/cm³.It is slightly soluble in water but readily soluble in polar organic solvents.The methyl groups provide steric hindrance but little solubility enhancement compared to alkoxy chains.The aldehydes require protection from oxidants and strong bases.
Description
4-[4-(4-Formylphenyl)-2,5-dimethylphenyl]benzaldehyde is a rigid,sterically hindered dialdehyde devoid of long solubilizing chains.The methyl groups at the 2-and 5-positions of the central ring create significant steric congestion,forcing the two benzaldehyde arms into a non-coplanar arrangement.This distortion reducesπ-conjugation across the molecule but can prevent overly tight,inactive packing in the solid state.It is designed for creating microporous materials with higher rigidity and potentially more defined,smaller pores than its alkoxy-substituted counterparts.
Uses
1.Pharmaceutical Synthesis
Less suited for direct drug delivery due to poor solubility but can be used to create highly rigid,shape-persistent molecular scaffolds for structural biology studies,such as mimicking protein epitopes or as cores for multivalent ligand display.
2.Agrochemical R&D
Limited direct application.Could potentially serve as a high-melting,non-leachable monomer for creating crosslinked polymer coatings on seeds or fertilizers,providing a physical barrier for controlled release.
3.Functional Material Synthesis
Excellent for constructing highly porous,rigid Covalent Organic Frameworks(COFs).The lack of flexible chains and the steric hindrance from methyl groups can lead to frameworks with permanent microporosity and high thermal/chemical stability.Such COFs are targeted for applications in heterogeneous catalysis,gas separation under harsh conditions,and energy storage.
4.Organic Synthesis Building Block
A challenging but rewarding substrate for macrocyclization reactions.The steric hindrance can favor the formation of strained,yet stable,macrocycles with unusual geometries.It is also a precursor to twisted polyaromatic hydrocarbons when used in Scholl-type oxidative coupling reactions,which are of interest in materials science for their unique photophysical properties.





![2',5'-Dimethoxy-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde](/uploads/44503/2-5-dimethoxy-1-1-4-1-terphenyl-4-4ff7a6.png)
![[1,1':4',1''-Terphenyl]-4,4''-dicarboxaldehyde](/uploads/44503/small/-1-1-4-1-terphenyl-4-4-dicarboxaldehyde2e573.png?size=195x0)
![2',5'-Dimethyl-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde](/uploads/44503/small/2-5-dimethyl-1-1-4-1-terphenyl-4-4f784b.png?size=195x0)
![2',5'-Bis(hexyloxy)-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde](/uploads/44503/small/2-5-bis-hexyloxy-1-1-4-1-terphenyl-4-4612db.png?size=195x0)
![2',5'-Bis(decyloxy)-[1,1':4',1''-terphenyl]-4,4''-dicarbaldehyde](/uploads/44503/small/2-5-bis-decyloxy-1-1-4-1-terphenyl-4-40e92d.png?size=195x0)

![Spiro[2.2]pentane-1-carboxylic Acid](/uploads/44503/small/spiro-2-2-pentane-1-carboxylic-aciddb6b0.png?size=195x0)