4-benzhydrylbenzoic acid

Base Information

• Chemical Name: 4-benzhydrylbenzoic acid
• CAS No.: 6328-81-0
• Molecular Formula: C20H16 O2
• Molecular Weight: 288.346
• Mol file: 6328-81-0.mol

Synonyms:p-Toluic acid, a,a-diphenyl- (8CI); 4-(Diphenylmethyl)benzoic acid; NSC 43865

Chemical Property of 4-benzhydrylbenzoic acid

Chemical Property:

• Vapor Pressure: 7.81E-09mmHg at 25°C
• Boiling Point: 448.6°C at 760 mmHg
• Flash Point: 207.7°C
• PSA: 37.30000
• Density: 1.175g/cm³
• LogP: 4.56500

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-benzhydrylbenzoic acid

There total 13 articles about 4-benzhydrylbenzoic 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: 78.0%

4-(diphenylhydroxymethyl)benzoic acid (19672-49-2) → 4-benzhydrylbenzoic acid (6328-81-0)

Guidance literature:

4-(diphenylhydroxymethyl)benzoic acid; With sodium tetrahydroborate; In acetonitrile; at 0 ℃; for 0.25h; Inert atmosphere;

With chloro-trimethyl-silane; potassium iodide; In acetonitrile; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.153519

Reference yield: 56.0%

4-Iodoacetophenone (13329-40-3) + 2-benzhydryl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 4-benzhydrylbenzoic acid (6328-81-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; silver(l) oxide; In diethyl ether; at 60 ℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/ja412159g

Reference yield:

benzophenone (119-61-9) → 4-benzhydrylbenzoic acid (6328-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuLi / tetrahydrofuran / -70 - 22 °C

2: TFA; Et₃SiH / CH₂Cl₂

With triethylsilane; tert.-butyl lithium; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2007.04.022

upstream raw materials:

4-(diphenylhydroxymethyl)benzoic acid

1-(diphenylmethyl)-4-cyanobenzene

(4-carboxy-phenyl)-diphenyl-acetic acid

1-(4-benzhydryl-phenyl)-2,2,2-triphenyl-ethanone

Downstream raw materials:

4-(diphenylhydroxymethyl)benzoic acid

1-(4-benzhydryl-phenyl)-2,2,2-triphenyl-ethanone

4-benzhydryl-benzoyl chloride

4-benzhydryl-benzyl alcohol

Refernces

• 1、 Matthew, Smitha C.,Glasspoole, Ben W.,Eisenberger, Patrick,Crudden, Cathleen M.. "Synthesis of enantiomerically enriched triarylmethanes by enantiospecific suzuki-miyaura cross-coupling reactions". supporting information. p. 5828 - 5831. Retrieved 2014/05/20.