53390-00-4

Basic information

• Product Name: 1,4-Phenylenbis(methylenoxy-2-benzaldehyde)
• Synonyms: 1,4-Phenylenbis(methylenoxy-2-benzaldehyde);1,4-PHENYLENBIS(METHYLENOXY-2-BENZALDEHY
• CAS NO: 53390-00-4
• Molecular Formula: C₂₂H₁₈O₄
• Molecular Weight: 346.37592
• Mol File: 53390-00-4.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-Phenylenbis(methylenoxy-2-benzaldehyde)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Phenylenbis(methylenoxy-2-benzaldehyde)(53390-00-4)
• EPA Substance Registry System: 1,4-Phenylenbis(methylenoxy-2-benzaldehyde)(53390-00-4)

Safety Data

• Hazardous Substances Data: 53390-00-4(Hazardous Substances Data)

Usage

Chemical structure

Benzaldehyde derivative containing a 1,4-phenylene bis(oxymethylene) spacer

Applications

a. Production of polymers and resins
b. Synthesis of pharmaceuticals and other organic compounds

Role in organic chemistry

Versatile building block

Potential

a. Development of new materials
b. Drug discovery

Unique features

a. Unique structure
b. Reactivity

Value

Valuable component in the synthesis of a wide range of chemical products

Upstream product

• 623-24-5 1,4-bis(bromomethyl)benzene 
• 90-02-8 salicylaldehyde 
• 89-95-2 2-methyl-benzyl alcohol 
• 33838-32-3 potassium 2-formylphenolate 
• 623-25-6 p-Xylylene dichloride 

Downstream Products

• 135879-45-7 α,α-5,15-bis(2-hydroxyphenyl)ethioporphyrin II 
• 135923-55-6 (5Z,10Z,14Z,19Z)-5,15-Bis-(2-{3-[2-(5,5-dimethyl-[1,3]dioxan-2-yl)-phenoxy]-propoxy}-phenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethyl-porphyrin 
• 1187784-91-3 C₄₆H₃₆N₈O₂S₂ 
• 1320352-90-6 1,4-bis{2-[2,2'-bis(3-methylindolyl)methyl]phenoxy methyl}benzene 
• 1429339-67-2 1,4-bis((2-((allyloxy)methyl)phenoxy)methyl)benzene 

Relevant articles and documents

New N2O2- and N2O3-macrocycle ligands incorporating p-xylyl groups

The synthesis and characterization of four dibenzo-substituted macrocycles incorporating mixed nitrogen and oxygen heteroatoms as well as one or two xylyl groups are reported. The X-ray structure of one product containing two xylyl functions is presented.

A comparative molecular structure – NLO activity study of ortho-bridged dibenzaldehydes: Synthesis, crystal structure, SHG, and DFT studies

Structural and second order nonlinear optical characteristics of four ortho-bridged dibenzaldehydes with alkyloxy- and xylenyloxy linkers are compared from the XRD, UV-Vis-NIR spectroscopic, SHG, and DFT studies. Interruption of electron polarization by π

Synthesis of novel bis(Pyrido[2,1-a]isoquinolines) linked to aliphatic or aromatic core via ether linkage

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Ring-closing metathesis reaction-based synthesis of new classes of polyether macrocyclic systems

Ring closing metathesis (RCM) reactions of suitable substrates having terminal olefins, which are assembled from various linkers and hydroxy benzaldehydes and syntheses of a wide range of 16-30 membered, new crown ether-type polyether, aza-polyether, bis aza-polyether macrocycles and dilactone moiety embedded polyether macrocycles (macrolides) are reported. After the ring-closure reaction, installation of different functional groups and functional group modification on the periphery of the synthesized polyether/crown ether macrocycles obtained in the RCM reactions are accomplished using the epoxidation, oxidation and catalytic hydrogenation-based synthetic transformations. Along this line, the syntheses of a variety of polyether macrocycles possessing epoxide or α-hydroxy ketone or 1,2-diol functionalities at the periphery have been shown. Furthermore, the synthesized α-hydroxy ketone functionality installed polyether macrocycles were subjected to the allylation and Reformatsky type reactions to obtain homoallyl alcohol moiety-based and lactone ring-appended polyether macrocycles.