p-Terphenyl-4-carboxylic acid

Base Information

• Chemical Name: p-Terphenyl-4-carboxylic acid
• CAS No.: 5731-15-7
• Molecular Formula: C19H14O2
• Molecular Weight: 274.31326
• European Community (EC) Number: 624-104-6
• DSSTox Substance ID: DTXSID80433493
• Nikkaji Number: J2.053.805H
• Wikidata: Q82247653
• Mol file: 5731-15-7.mol

Synonyms:p-Terphenyl-4-carboxylic acid;5731-15-7;4-(4-phenylphenyl)benzoic Acid;[1,1':4',1''-Terphenyl]-4-carboxylicacid;[1,1':4',1''-Terphenyl]-4-carboxylic acid;SCHEMBL7155730;DTXSID80433493;p-Terphenyl-4-carboxylic acid, 97%;AKOS009041385;CS-0181275;1,1':4',1''-Terbenzene-4-carboxylic acid

Chemical Property of p-Terphenyl-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.92E-14mmHg at 25°C
• Melting Point: 305 °C(dec.)
• Refractive Index: 1.615
• Boiling Point: 495.961 °C at 760 mmHg
• Flash Point: 222.369 °C
• PSA: 37.30000
• Density: 1.18 g/cm³
• LogP: 4.71880
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 274.099379685
• Heavy Atom Count: 21
• Complexity: 330

Purity/Quality:

98%,99%, ^*data from raw suppliers

p-Terphenyl-4-carboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-36-50/53
• Safety Statements: 26-36-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of p-Terphenyl-4-carboxylic acid

There total 12 articles about p-Terphenyl-4-carboxylic 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: 95.3%

4-bromo-1,1'-biphenyl (92-66-0) + 4-carboxyphenylboronic acid (14047-29-1) → [1,1':4',1''-terphenyl]-4-carboxylic acid (5731-15-7)

Guidance literature:

With potassium carbonate; In ethanol; water; at 80 ℃; for 10h; Catalytic behavior;

DOI:10.1039/d0nj04207b

Reference yield: 36.0%

carbon dioxide (124-38-9,18923-20-1) + 4-bromo-p-terphenyl (1762-84-1) → [1,1':4',1''-terphenyl]-4-carboxylic acid (5731-15-7)

Guidance literature:

4-bromo-p-terphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/jacs.0c02835

Reference yield:

[1,1';4',1'']terphenyl (92-94-4,94363-13-0) → [1,1':4',1''-terphenyl]-4-carboxylic acid (5731-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / nitrobenzene

2: aq. NaOBr / dioxane

With aluminium trichloride; sodium hypobromide; In 1,4-dioxane; nitrobenzene;

DOI:10.1039/j39660000840

upstream raw materials:

4-bromo-p-terphenyl

4-methyl-p-terphenyl

oxalyl dichloride

[1,1';4',1'']terphenyl

Refernces

• 1、 M., Xiaojing,Gao, Lingfeng,Weng, Zhentao,Yang, Hua,Sun, Xu. "Highly active PdCu/graphene catalyst for an efficient Suzuki cross-coupling reaction". supporting information. p. 20525 - 20529. Retrieved 2020/12/28.