4-[4-(4-Formylphenoxy)phenoxy]benzaldehyde

Base Information

• Chemical Name: 4-[4-(4-Formylphenoxy)phenoxy]benzaldehyde
• CAS No.: 126026-43-5
• Molecular Formula: C20H14O4
• Molecular Weight: 318.329
• DSSTox Substance ID: DTXSID70396780
• Nikkaji Number: J660.928G
• Wikidata: Q82197678
• Mol file: 126026-43-5.mol

Synonyms:4-[4-(4-formylphenoxy)phenoxy]benzaldehyde;126026-43-5;4,4'-(1,4-Phenylenebis(oxy))dibenzaldehyde;Benzaldehyde, 4,4'-[1,4-phenylenebis(oxy)]bis-;4,4'[1,4-phenylenebis(oxy)]bisbenzaldehyde;SCHEMBL5050902;DTXSID70396780;JGDANMIAONXEEM-UHFFFAOYSA-N;AKOS025393575;SS-4881;4,4'-(p-Phenylenebisoxy)bis(benzaldehyde);F1916-0196

Chemical Property of 4-[4-(4-Formylphenoxy)phenoxy]benzaldehyde

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 318.08920892
• Heavy Atom Count: 24
• Complexity: 348

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)OC2=CC=C(C=C2)OC3=CC=C(C=C3)C=O

Technology Process of 4-[4-(4-Formylphenoxy)phenoxy]benzaldehyde

There total 3 articles about 4-[4-(4-Formylphenoxy)phenoxy]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: 90.0%

4-fluorobenzaldehyde (459-57-4) + hydroquinone (123-31-9,8027-02-9) → 4,4'-[1,4-phenylen-bis-(oxy)]dibenzaldehyde (126026-43-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl acetamide; at 160 ℃; for 6h;

DOI:10.1039/c5ra21140a

Reference yield: 72.0%

4-bromo-benzaldehyde (1122-91-4) + hydroquinone (123-31-9,8027-02-9) → 4,4'-diformylbiphenyl (66-98-8) + 4-(4-hydroxyphenoxy)benzaldehyde (91378-31-3) + 4,4'-[1,4-phenylen-bis-(oxy)]dibenzaldehyde (126026-43-5)

Guidance literature:

With potassium phosphate; [NBu₄][Pd(DMSO)Cl₃]; In N,N-dimethyl-formamide; at 100 ℃; for 72h; Temperature; Inert atmosphere;

DOI:10.1021/acs.oprd.8b00274

Reference yield:

→ 4,4'-[1,4-phenylen-bis-(oxy)]dibenzaldehyde (126026-43-5)

Guidance literature:

upstream raw materials:

4-fluorobenzaldehyde

hydroquinone

4-bromo-benzaldehyde

Downstream raw materials:

4,4'[1,4-phenylenebis(oxy)]bisphenol diformate

1,4-bis(4-dipyrrol-2-ylmethylphenoxy)benzene

1,4-bis[4-[(2,4-dioxo-3-trityl-5-oxazolidinylchloromethyl)]phenoxy]benzene

1,4-Bis[4-[(2,4-dioxo-5-thiazolidinyl)methyl]phenoxy]benzene

Refernces

• 1、 Schroeter, Felix,Lerch, Swantje,Strassner, Thomas. "Oxidative and Reductive Cross-Coupling Reactions Catalyzed by an Anionic "ligandless" Palladium Complex". supporting information. p. 1614 - 1621. Retrieved 2019/01/04.
• 2、 Dimmock, Jonathan R.,Puthucode, Ramanan N.,Smith, Jennifer M.,Hetherington, Mark,Quail, J. Wilson,Pugazhenthi, Uma,Lechler, Terry,Stables, James P.. "(Aryloxy)aryl semicarbazones and related compounds: A novel class of anticonvulsant agents possessing high activity in the maximal electroshock screen". . p. 3984 - 3997. Retrieved 2007/10/03.