4,4'-(Diphenylsilanediyl)dibenzoic acid

Base Information

• Chemical Name: 4,4'-(Diphenylsilanediyl)dibenzoic acid
• CAS No.: 18708-43-5
• Molecular Formula: C26H20O4Si
• Molecular Weight: 424.528
• DSSTox Substance ID: DTXSID20531942
• Nikkaji Number: J802.970I
• Wikidata: Q82404166
• Mol file: 18708-43-5.mol

Synonyms:18708-43-5;4,4'-(Diphenylsilanediyl)dibenzoic acid;SCHEMBL2197326;bis(p-carboxyphenyl)diphenylsilane;DTXSID20531942

Chemical Property of 4,4'-(Diphenylsilanediyl)dibenzoic acid

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 424.11308565
• Heavy Atom Count: 31
• Complexity: 553

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)[Si](C2=CC=CC=C2)(C3=CC=C(C=C3)C(=O)O)C4=CC=C(C=C4)C(=O)O

Technology Process of 4,4'-(Diphenylsilanediyl)dibenzoic acid

There total 6 articles about 4,4'-(Diphenylsilanediyl)dibenzoic acid 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: 70.0%

bis(4-methylphenyl)diphenylsilane (18708-42-4) → 4,4'-(diphenylsilanediyl)dibenzoic acid (18708-43-5)

Guidance literature:

With pyridine; potassium permanganate; In water; at 95 ℃; for 6h;

DOI:10.1021/ol301734a

Reference yield:

para-bromotoluene (106-38-7) + diphenylsilyl dichloride (80-10-4) → 4,4'-(diphenylsilanediyl)dibenzoic acid (18708-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium / diethyl ether

2: acetic anhydride; chromium(VI) oxide / acetic acid / 1.25 h / 7 - 17 °C

With chromium(VI) oxide; acetic anhydride; lithium; In diethyl ether; acetic acid;

DOI:10.1016/j.jorganchem.2014.10.006

Reference yield:

p-tolyllithium (2417-95-0) → 4,4'-(diphenylsilanediyl)dibenzoic acid (18708-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / chromium trioxide / acetic acid; acetic anhydride; H₂SO₄

With chromium(VI) oxide; In sulfuric acid; acetic anhydride; acetic acid;

DOI:10.1016/j.jorganchem.2004.05.051

upstream raw materials:

bis(4-methylphenyl)diphenylsilane

p-tolyllithium

diphenylsilyl dichloride

para-bromotoluene

Downstream raw materials:

bis(p-chlorocarbonyl-phenylene)diphenylsilane

Refernces

• 1、 Cazacu, Maria,Vlad, Angelica,Turta, Constantin,Lisa, Gabriela. "New iron-cobalt clusters with silicon-containing dicarboxylic acids". . p. 1079 - 1086. Retrieved 2012.
• 2、 Cazacu, Maria,Vlad, Angelica,Zaltariov, Mirela-Fernanda,Shova, Sergiu,Novitchi, Ghenadie,Train, Cyrille. "Di- and tetracarboxylic aromatic acids with silane spacers and their copper complexes: Synthesis, structural characterization and properties evaluation". supporting information. p. 70 - 78. Retrieved 2015/02/18.