(4-(Triphenylsilyl)phenyl)boronic acid

Base Information

• Chemical Name: (4-(Triphenylsilyl)phenyl)boronic acid
• CAS No.: 852475-03-7
• Molecular Formula: C24H21BO2Si
• Molecular Weight: 380.326
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID00587846
• Wikidata: Q72514837
• Mol file: 852475-03-7.mol

Synonyms:(4-(Triphenylsilyl)phenyl)boronic acid;852475-03-7;[4-(Triphenylsilyl)phenyl]boronic acid;(4-triphenylsilylphenyl)boronic acid;(4-(Triphenylsilyl)phenyl)boronicacid;4-(TRIPHENYLSILYL)PHENYLBORONIC ACID;SCHEMBL3189949;DTXSID00587846;MFCD16619346;AKOS016010680;DB-076306

Chemical Property of (4-(Triphenylsilyl)phenyl)boronic acid

Chemical Property:

• Boiling Point: 515.302 °C at 760 mmHg
• PKA: 8.27±0.10(Predicted)
• Flash Point: 265.445 °C
• PSA: 40.46000
• Density: 1.184 g/cm³
• LogP: 0.74380
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 380.1403866
• Heavy Atom Count: 28
• Complexity: 414

Purity/Quality:

98.5% ^*data from raw suppliers

(4-(Triphenylsilyl)phenyl)boronicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)(O)O

Technology Process of (4-(Triphenylsilyl)phenyl)boronic acid

There total 7 articles about (4-(Triphenylsilyl)phenyl)boronic 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: 92.0%

Trimethyl borate (121-43-7,63156-11-6) + 4-bromophenyltriphenylsilane (18737-40-1) → [4‐(triphenylsilyl)phenyl]boronic acid (852475-03-7)

Guidance literature:

4-bromophenyltriphenylsilane; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; for 4h; Inert atmosphere;

DOI:10.1016/j.dyepig.2016.03.034

Reference yield: 80.0%

Triphenylsilyl chloride (76-86-8) + 1,4-Phenyldiboronic acid (4612-26-4) → [4‐(triphenylsilyl)phenyl]boronic acid (852475-03-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 80 ℃; for 2h;

Reference yield: 79.0%

4-bromophenyltriphenylsilane (18737-40-1) → [4‐(triphenylsilyl)phenyl]boronic acid (852475-03-7)

Guidance literature:

4-bromophenyltriphenylsilane; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; Inert atmosphere;

With triethyl borate; In diethyl ether; hexane; at -78 - 20 ℃; for 14h; Inert atmosphere;

DOI:10.1166/jnn.2012.5910

upstream raw materials:

4-bromophenyltriphenylsilane

Triphenylsilyl chloride

1.4-dibromobenzene

Trimethyl borate

Downstream raw materials:

4,4'-bis(triphenylsilyl)biphenyl

C₄₆H₃₃NSi

C₅₈H₄₁NSi

2,4-diphenyl-6-(4'-triphenylsilanylbiphenyl-4-yl)-1,3,5-triazine

Refernces

• 1、 -. "An electroluminescent compound and an electroluminescent device comprising the same". Paragraph 0380; 0385-0388; 0694; 0711-0714. . Retrieved 2020/09/26.
• 2、 -. "An electroluminescen compound and an electroluminescent device comprising the same". Paragraph 0376-0380; 0634; 0639-0642. . Retrieved 2021/02/02.