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

Base Information

• Chemical Name: (4'-Propoxy-[1,1'-biphenyl]-4-yl)boronic acid
• CAS No.: 849062-20-0
• Molecular Formula: C15H17 B O3
• Molecular Weight: 256.109
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID20584413
• Wikidata: Q82476074
• Mol file: 849062-20-0.mol

Synonyms:849062-20-0;4-(4'-Propoxyphenyl)phenylboronic acid;(4'-Propoxy-[1,1'-biphenyl]-4-yl)boronic acid;[4-(4-propoxyphenyl)phenyl]boronic acid;{4'-propoxy-[1,1'-biphenyl]-4-yl}boronic acid;(4'-Propoxy-[1,1'-biphenyl]-4-yl)boronicacid;SCHEMBL9893658;DTXSID20584413;MFCD06798061;AKOS015893163;AB29785;4-(4''-Propoxyphenyl)phenylboronic Acid;BS-22550;CS-0175984;4-(4'-Propoxyphenyl)phenylboronic acid, 95%;F87331;(4'-Propoxy[1,1'-biphenyl]-4-yl)boronic acid

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

Chemical Property:

• Melting Point: 235-240 °C(lit.)
• Boiling Point: 438.4oC at 760 mmHg
• Flash Point: 219oC
• PSA: 49.69000
• Density: 1.15g/cm3
• LogP: 1.82220
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 256.1270746
• Heavy Atom Count: 19
• Complexity: 244

Purity/Quality:

97% ^*data from raw suppliers

4-(4′-Propoxyphenyl)phenylboronic acid ^*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)OCCC)(O)O
• Uses: 4-(4''-Propoxyphenyl)phenylboronic acid is used as a reactant in the synthesis of 4''-alkoxy-1,1'':4'',1''-terphenyl-4-carboxylic acids.

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

There total 1 articles about (4'-Propoxy-[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:

4-bromo-4'-hydroxybiphenyl (29558-77-8) → (4'-propoxy-[1,1'-biphenyl]-4-yl)boronic acid (849062-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / ethanol; H₂O / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / -78 - -65 °C

2.2: B(OCH₃)3 / tetrahydrofuran; hexane / -65 - 20 °C

2.3: aq. HCl / tetrahydrofuran; hexane / 20 °C

With sodium hydroxide; n-butyllithium; In tetrahydrofuran; ethanol; hexane; water;

DOI:10.1080/10587250008031039

Reference yield: 76.0%

(4'-propoxy-[1,1'-biphenyl]-4-yl)boronic acid (849062-20-0) + ethyl 5-bromo-1-(4-chlorophenyl)-1H-1,2,4-triazole-3-carboxylate → ethyl 1-(4-chlorophenyl)-5-(4'propoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,4-triazole-3-carboxylate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In toluene; at 120 ℃; Microwave irradiation;

DOI:10.1039/c5ob00245a

Reference yield: 59.0%

(4'-propoxy-[1,1'-biphenyl]-4-yl)boronic acid (849062-20-0) + (S)-ethyl 2-(5-bromo-4-(4,4-dimethylpiperidin-1-yl)-2,6-dimethylpyridin-3-yl)-2-(tert-butoxy)acetate → (S)-ethyl 2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin-1-yl)-2,6-dimethyl-5-(4'-propoxy[1,1'-biphenyl]-4-yl)pyridin-3-yl)acetate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 2h; Inert atmosphere;

upstream raw materials:

4-bromo-4'-hydroxybiphenyl

Downstream raw materials:

C₄₂H₅₄N₄O₉

C₃₇H₄₆N₄O₇

C₄₃H₅₆N₄O₈