4-[6-(4-Formylphenyl)hexa-1,3,5-trienyl]benzaldehyde

Base Information

• Chemical Name: 4-[6-(4-Formylphenyl)hexa-1,3,5-trienyl]benzaldehyde
• CAS No.: 89510-76-9
• Molecular Formula: C20H16O2
• Molecular Weight: 288.346
• DSSTox Substance ID: DTXSID20400169
• Mol file: 89510-76-9.mol

Synonyms:4-[6-(4-formylphenyl)hexa-1,3,5-trienyl]benzaldehyde;89510-76-9;DTXSID20400169

Chemical Property of 4-[6-(4-Formylphenyl)hexa-1,3,5-trienyl]benzaldehyde

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 288.115029749
• Heavy Atom Count: 22
• Complexity: 377

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC=CC=CC2=CC=C(C=C2)C=O)C=O

Technology Process of 4-[6-(4-Formylphenyl)hexa-1,3,5-trienyl]benzaldehyde

There total 4 articles about 4-[6-(4-Formylphenyl)hexa-1,3,5-trienyl]benzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

1,6-Bis<4-(4,4-dimethyl-2,6-dioxan-1-yl)phenyl>hexa-1(E),3(E),5(E)-triene → trans,trans,trans-1,6-bis(p-formylphenyl)-1,3,5-hexatriene (89510-76-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo00127a024

Reference yield:

4-(5,5-dimethyl-1,3-dioxan-2-yl)benzaldehyde (106456-88-6) → trans,trans,trans-1,6-bis(p-formylphenyl)-1,3,5-hexatriene (89510-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 15 percent / 15-crown-5, NaH / tetrahydrofuran / Heating

2: 88 percent / TFA / CH₂Cl₂

With 15-crown-5; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00127a024

Reference yield:

terephthalaldehyde, (623-27-8) + (E)-2-butene-1,4-bis(triphenylphosphonium chloride) (53643-43-9,61893-91-2,106423-29-4) → trans,trans,trans-1,6-bis(p-formylphenyl)-1,3,5-hexatriene (89510-76-9)

Guidance literature:

Darkness;

DOI:10.1016/j.molstruc.2011.09.033

upstream raw materials:

4-(5,5-dimethyl-1,3-dioxan-2-yl)benzaldehyde

terephthalaldehyde,

(E)-2-butene-1,4-bis(triphenylphosphonium chloride)

Downstream raw materials:

1,6-Bis<4-(2-formylvinyl)phenyl>hexa-1,3,5-triene