(4'-Pentyl[1,1'-biphenyl]-4-yl)boronic acid

Base Information

• Chemical Name: (4'-Pentyl[1,1'-biphenyl]-4-yl)boronic acid
• CAS No.: 121554-18-5
• Molecular Formula: C17H21BO2
• Molecular Weight: 268.164
• Hs Code.: 2931900090
• European Community (EC) Number: 842-164-3
• DSSTox Substance ID: DTXSID80572952
• Nikkaji Number: J2.321.176I
• Wikidata: Q72500138
• Mol file: 121554-18-5.mol

Synonyms:121554-18-5;(4'-Pentyl[1,1'-biphenyl]-4-yl)boronic acid;(4'-Pentyl-[1,1'-biphenyl]-4-yl)boronic acid;(4'-Pentyl[1,1'-biphenyl]-4-yl)-boronic acid;[4-(4-pentylphenyl)phenyl]boronic acid;4-(4-Pentylphenyl)benzeneboronic acid;4'-Pentyl-4-biphenylboronic acid;{4'-pentyl-[1,1'-biphenyl]-4-yl}boronic acid;(4/'-Pentyl[1,1/'-biphenyl]-4-yl)-boronic acid;Boronic acid, B-(4'-pentyl[1,1'-biphenyl]-4-yl)-;Boronic acid, (4'-pentyl[1,1'-biphenyl]-4-yl)-;SCHEMBL1791067;DTXSID80572952;WEA55418;4-(4-pentylphenyl)benzeneboronicacid;MFCD07644474;AKOS005146023;SB66908;AS-20103;CS-0152315;P2717;O10113;(4'-Pentyl[1,1'-biphenyl]-4-yl)-boronicacid;A891586

Chemical Property of (4'-Pentyl[1,1'-biphenyl]-4-yl)boronic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Boiling Point: 436.444 °C at 760 mmHg
• PKA: 8.61±0.17(Predicted)
• Flash Point: 217.754 °C
• PSA: 40.46000
• Density: 1.08 g/cm³
• LogP: 2.76610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 268.1634601
• Heavy Atom Count: 20
• Complexity: 254

Purity/Quality:

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

4'-Pentyl-4-biphenylboronic Acid (contains varying amounts of Anhydride) ^*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)C2=CC=C(C=C2)CCCCC)(O)O

Technology Process of (4'-Pentyl[1,1'-biphenyl]-4-yl)boronic acid

There total 7 articles about (4'-Pentyl[1,1'-biphenyl]-4-yl)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: 78.0%

4-(4-pentylphenyl)bromobenzene (63619-59-0) → [4'-pentyl-1,1'-biphenyl-4-yl]boronic acid (121554-18-5)

Guidance literature:

4-(4-pentylphenyl)bromobenzene; With iodine; magnesium; In tetrahydrofuran; for 3h; Reflux;

With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran;

Reference yield: 40.0%

Triisopropyl borate (5419-55-6) + 4-(4-pentylphenyl)bromobenzene (63619-59-0) → [4'-pentyl-1,1'-biphenyl-4-yl]boronic acid (121554-18-5)

Guidance literature:

4-(4-pentylphenyl)bromobenzene; With n-butyllithium; In diethyl ether; hexane; at -20 - 20 ℃; for 1.5h; Argon atmosphere;

Triisopropyl borate; In diethyl ether; hexane; at -20 - 20 ℃;

With hydrogenchloride; In diethyl ether; hexane; water; for 1h;

Reference yield:

C23H33BO2 → [4'-pentyl-1,1'-biphenyl-4-yl]boronic acid (121554-18-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; water; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.01.093

upstream raw materials:

4-(4-pentylphenyl)bromobenzene

Triisopropyl borate

tri-n-propyl borate

4-bromo-1,1'-biphenyl

Downstream raw materials:

Methyl 2-(4-diethylaminophenyl)-2-phenyl-6-(4'-pentylbiphenyl-4-yl)-2H-naphtho[1,2-b]pyran-5-carboxylate

Methyl 6-(4'-pentylbiphenyl-4-yl)-2-phenyl-2-(4-pyrrolidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate

1,4-bis(4''-(pentyl)-1,1',1’'-terphenyl-4-yl)-2,3,5,6-tetramethoxybenzene

C₇₆H₈₀B₂O₆

Refernces

• 1、 Choluj, Artur,Kula, Przemyslaw,Dabrowski, Roman,Tykarska, Marzena,Jaroszewicz, Leszek. "Synthesis and mesomorphic properties of laterally fluorinated alkyl 4′′-alkylterphenyl-4-yl carbonate liquid crystals". . p. 891 - 900. Retrieved 2014/01/23.
• 2、 -. "NOVEL SOLUBLE COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICES". Page 23-24. . Retrieved 2010/02/07.