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

Base Information

• Chemical Name: (4'-(Pentyloxy)-[1,1'-biphenyl]-4-yl)boronic acid
• CAS No.: 158937-25-8
• Molecular Formula: C17H21BO3
• Molecular Weight: 284.163
• Hs Code.: 2931900090
• European Community (EC) Number: 811-155-6
• DSSTox Substance ID: DTXSID70463507
• Wikidata: Q72500280
• Mol file: 158937-25-8.mol

Synonyms:158937-25-8;(4'-(Pentyloxy)-[1,1'-biphenyl]-4-yl)boronic acid;[4'-(pentyloxy)[1,1'-biphenyl]-4-yl]boronic acid;[4-(4-pentoxyphenyl)phenyl]boronic Acid;C17H21BO3;4-(4-Pentyloxyphenyl)benzeneboronic acid;[4'-(Pentyloxy)[1,1'-biphenyl]-4-yl] boronic acid;MFCD07644475;[4/'-(Pentyloxy)[1,1/'-biphenyl]-4-yl]boronic acid;Boronic acid, B-[4'-(pentyloxy)[1,1'-biphenyl]-4-yl]-;4 inverted exclamation mark -(Pentyloxy)biphenyl-4-boronic acid;4'-Pentyloxybiphenyl-4-boronic Acid (contains varying amounts of Anhydride);(4'-(pentyloxy)[1,1'-biphenyl]-4-yl)boronic acid;[4'-(Pentyloxy)-[1,1'-biphenyl]-4-yl]boronic Acid;Boronic acid, [4'-(pentyloxy)[1,1'-biphenyl]-4-yl]-;4-(4-n-pentyloxyphenyl)phenylboronic acid;SCHEMBL2555796;DTXSID70463507;DBDYXLZXTNHAFI-UHFFFAOYSA-N;4'-Amyloxybiphenyl-4-boronic Acid;AMY13272;4'-Pentyloxyl-4-biphenylboronicacid;4'-n-pentoxybiphenyl-4-boronic acid;4'-Pentyloxybiphenyl-4-boronic Acid;AKOS016006475;CS-W004379;4-(4-pentyloxyphenyl)benzeneboronicacid;4-(4-n-pentoxyphenyl)phenylboronic acid;4-(4-n-pentoxyphenyl)phenyl-boronic acid;DS-18345;SY043374;FT-0736299;P2365;[4-(Pentyloxy)[1,1-biphenyl]-4-yl]boronic acid;A851897;[4'-(Pentyloxy)-1,1'-Biphenyl-4-Yl]boronic Acid;[4'-(pentyloxy)[1,1'-biphenyl]-4-yl]boronicacid;J-502759;4'-(PENTYLOXY)-[1,1'-BIPHENYL]-4-YLBORONIC ACID;4'-n-Pentyloxybiphenyl-4-boronic acid (contains varying amounts of anhydride)

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

Chemical Property:

• Melting Point: 197°C(lit.)
• Boiling Point: 459.9±55.0 °C(Predicted)
• PKA: 8.63±0.17(Predicted)
• PSA: 49.69000
• Density: 1.11
• LogP: 2.60240
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 284.1583747
• Heavy Atom Count: 21
• Complexity: 269

Purity/Quality:

4'-Pentyloxybiphenyl-4-boronic 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)OCCCCC)(O)O

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

There total 10 articles about (4'-(Pentyloxy)-[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: 94.4%

4-bromo-4'-pentyloxybiphenyl (63619-51-2) → 4-(4-n-pentyloxyphenyl)phenylboronic acid (158937-25-8)

Guidance literature:

4-bromo-4'-pentyloxybiphenyl; With n-butyllithium; In tert-butyl methyl ether; at -20 ℃; for 2h; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; tert-butyl methyl ether; at -60 - 20 ℃;

With hydrogenchloride; water; In tetrahydrofuran; tert-butyl methyl ether; at 20 ℃; for 0.166667h;

DOI:10.1016/j.ejmech.2012.01.054

Reference yield: 91.0%

Triisopropyl borate (5419-55-6) + 4-bromo-4'-pentyloxybiphenyl (63619-51-2) → 4-(4-n-pentyloxyphenyl)phenylboronic acid (158937-25-8)

Guidance literature:

4-bromo-4'-pentyloxybiphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -65 ℃; for 2.25h;

Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.16667h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; pH=2;

Reference yield: 64.0%

tetrahydroxydiboron (13675-18-8) + 4-bromo-4'-pentyloxybiphenyl (63619-51-2) → 4-(4-n-pentyloxyphenyl)phenylboronic acid (158937-25-8)

Guidance literature:

With potassium acetate; palladium diacetate; tris-(o-tolyl)phosphine; In tetrahydrofuran; methanol; at 0 - 20 ℃; Temperature; Inert atmosphere;

upstream raw materials:

4-bromo-4'-pentyloxybiphenyl

1-Bromopentane

4-acetoxybiphenyl

4-Phenylphenol

Downstream raw materials:

4′′-(pentyloxy)-1,1′:4′,1′′-terphenyl-4-carboxylic acid

4′′-pentyloxy-[1,1':4',1′′-terphenyl]-4-carboxylic acid methyl ester

C₄₅H₆₀N₄O₈

C₄₄H₅₈N₄O₉

Refernces

• 1、 Yao, Jianzhong,Liu, Hongming,Zhou, Ting,Chen, Hai,Miao, Zhenyuan,Sheng, Chunquan,Zhang, Wannian. "Total synthesis and structure-activity relationships of new echinocandin-like antifungal cyclolipohexapeptides". supporting information; experimental part. p. 196 - 208. Retrieved 2012/07/28.
• 2、 -. "Cyclohexapeptidyl amine compounds". . . Retrieved 2008/06/13.