4-(Diphenylphosphino)benzaldehyde

Base Information

• Chemical Name: 4-(Diphenylphosphino)benzaldehyde
• CAS No.: 5068-18-8
• Molecular Formula: C19H15OP
• Molecular Weight: 290.301
• DSSTox Substance ID: DTXSID90452296
• Nikkaji Number: J667.292B
• Wikidata: Q82272834
• Mol file: 5068-18-8.mol

Synonyms:4-(Diphenylphosphino)benzaldehyde;5068-18-8;4-diphenylphosphanylbenzaldehyde;p-diphenylphosphinobenzaldehyde;SCHEMBL7197867;DTXSID90452296;AMY21599;4-(DIPHENYLPHOSPHANYL)BENZALDEHYDE;CS-0203278;F72887;A934545

Chemical Property of 4-(Diphenylphosphino)benzaldehyde

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 290.086052095
• Heavy Atom Count: 21
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=C(C=C3)C=O

Technology Process of 4-(Diphenylphosphino)benzaldehyde

There total 15 articles about 4-(Diphenylphosphino)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: 86.0%

(diphenylphosphino)(p-tolyl)methanone (40841-62-1) + 4-bromo-benzaldehyde (1122-91-4) → 4-(diphenylphosphino)benzaldehyde (5068-18-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; In toluene; at 100 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.1c00937

Reference yield: 81.0%

[4-(1,3-dioxolan-2-yl)phenyl]diphenylphosphine (50777-65-6) → 4-(diphenylphosphino)benzaldehyde (5068-18-8)

Guidance literature:

With toluene-4-sulfonic acid; In water; toluene; for 6h; Reflux;

DOI:10.1016/j.dyepig.2021.109485

Reference yield: 63.0%

4-chlorobenzaldehyde (104-88-1) + triphenylphosphine (603-35-0) → 4-(diphenylphosphino)benzaldehyde (5068-18-8)

Guidance literature:

With sodium iodide; palladium on activated charcoal; In N,N-dimethyl-formamide; at 140 ℃; for 8h;

DOI:10.1016/j.tet.2004.08.020

upstream raw materials:

(4-bromophenyl)diphenylphosphane

4-bromo-benzaldehyde

triphenylphosphine

4-(trifluormethanesulfonyloxy)benzaldehyde

Downstream raw materials:

2-(4-diphenylphosphanyl-styryl)-benzothiazole

2-[4-(4-diphenylphosphanyl-styryl)-styryl]-benzothiazole

2-(4-diphenylphosphanyl-styryl)-3-methyl-benzothiazolium; methyl sulfate

(N-bis(N',N'-diethyl-2-aminoethyl)-4-aminomethylphenyl)diphenylphosphine

Refernces

• 1、 Andraud, Chantal,Bretonnière, Yann,Colinet, Pauline,Jeanneau, Erwan,Le Bahers, Tangui,Rémond, Maxime. "Phosphine-based push-pull AIE fluorophores: Synthesis, photophysical properties, and TD-DFT studies". . . Retrieved 2021/06/15.
• 2、 Song, Xinbo,Li, Ning,Wang, Chao,Xiao, Yi. "Targetable and fixable rotor for quantifying mitochondrial viscosity of living cells by fluorescence lifetime imaging". . p. 360 - 368. Retrieved 2017/01/16.