4-(4-Octylphenyl)benzoic acid

Base Information

• Chemical Name: 4-(4-Octylphenyl)benzoic acid
• CAS No.: 59662-49-6
• Molecular Formula: C21H26O2
• Molecular Weight: 310.436
• Hs Code.: 2916399090
• European Community (EC) Number: 622-140-7
• DSSTox Substance ID: DTXSID30364925
• Nikkaji Number: J723.176H
• Wikidata: Q27074137
• ChEMBL ID: CHEMBL425027
• Mol file: 59662-49-6.mol

Synonyms:4'-octyl-4-biphenylcarboxylic acid;4-(4-octylphenyl)benzoic acid;AC 55649;AC-55649;AC55649

Chemical Property of 4-(4-Octylphenyl)benzoic acid

Chemical Property:

• Melting Point: 148-152 °C(Solv: dichloromethane (75-09-2))
• Boiling Point: 462 °C at 760 mmHg
• PKA: 4.23±0.10(Predicted)
• Flash Point: 216.9 °C
• PSA: 37.30000
• Density: 1.037 g/cm³
• LogP: 5.95480
• Storage Temp.: Store at +4°C
• Solubility.: DMSO: >7mg/mL
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 310.193280068
• Heavy Atom Count: 23
• Complexity: 323

Purity/Quality:

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

AC 55649 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)O
• Uses: AC 55649 is a potent and selective RARβ2 receptor agonist (1). RARβ2 receptor agonists are potential drug candidates for developing treatment for type 2 diabetes and hepatic steatosis (2).

Technology Process of 4-(4-Octylphenyl)benzoic acid

There total 5 articles about 4-(4-Octylphenyl)benzoic 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: 95.0%

4-octyl-4'-cyanobiphenyl (52709-84-9,121479-48-9) → 4-n-octylbiphenyl-4'-carboxylic acid (59662-49-6)

Guidance literature:

With sodium hydroxide; In water; dimethyl sulfoxide; at 180 ℃; for 16h;

DOI:10.1021/jm100190c

Reference yield: 41.0%

4’-(oct-1-yn-1-yl)-[1,1’-biphenyl]-4-carboxylic acid → 4-n-octylbiphenyl-4'-carboxylic acid (59662-49-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In 1,4-dioxane; water; at 20 ℃;

DOI:10.1002/asia.201600744

Reference yield:

methyl 4'-octyl[1,1'-biphenyl]-4-carboxylate → 4-n-octylbiphenyl-4'-carboxylic acid (59662-49-6)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; at 80 ℃;

upstream raw materials:

4-octyl-4'-cyanobiphenyl

4-carboxyphenylboronic acid

1-hexyl-2-(4-bromophenyl)acetylene

Downstream raw materials:

3-(4'-octyl-biphenyl-4-yl)-3-oxo-2-(triphenyl-λ5-phosphanylidene)-propionitrile

Refernces

• 1、 Pedersen, Palle J.,Adolph, Sidsel K.,Subramanian, Arun K.,Arouri, Ahmad,Andresen, Thomas L.,Mouritsen, Ole G.,Madsen, Robert,Madsen, Mogens W.,Peters, Günther H.,Clausen, Mads H.. "Liposomal formulation of retinoids designed for enzyme triggered release". supporting information; experimental part. p. 3782 - 3792. Retrieved 2010/08/06.