Boronic acid, [3-fluoro-4-(octyloxy)phenyl]-

Base Information

• Chemical Name: Boronic acid, [3-fluoro-4-(octyloxy)phenyl]-
• CAS No.: 123598-51-6
• Molecular Formula: C14H22BFO3
• Molecular Weight: 268.136
• DSSTox Substance ID: DTXSID80442525
• Nikkaji Number: J2.563.341E
• Wikidata: Q82259840
• Mol file: 123598-51-6.mol

Synonyms:123598-51-6;(3-Fluoro-4-(octyloxy)phenyl)boronic acid;[3-fluoro-4-(octyloxy)phenyl]boronic acid;Boronic acid, [3-fluoro-4-(octyloxy)phenyl]-;3-fluoro-4-octoxyphenylboronic acid;starbld0019258;SCHEMBL6657948;DTXSID80442525;JPSMNWCMLLSLNL-UHFFFAOYSA-N;3-fluoro-4-octoxyphenyl boronic acid;3-Fluoro-4-octyloxyphenylboronic acid;AKOS004115011;3-fluoro-4-octyloxyphenyl boronic acid;3-FLUORO-4-(OCTYLOXY)PHENYLBORONIC ACID

Chemical Property of Boronic acid, [3-fluoro-4-(octyloxy)phenyl]-

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 268.1646029
• Heavy Atom Count: 19
• Complexity: 229

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)OCCCCCCCC)F)(O)O

Technology Process of Boronic acid, [3-fluoro-4-(octyloxy)phenyl]-

There total 4 articles about Boronic acid, [3-fluoro-4-(octyloxy)phenyl]- 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:

1-Bromo-3-fluoro-4-octyloxybenzene (119259-26-6) → 3-fluoro-4-octyloxyphenylboronic acid (123598-51-6)

Guidance literature:

1-Bromo-3-fluoro-4-octyloxybenzene; With iodine; magnesium; In tetrahydrofuran; for 2.66h; Reflux;

With Trimethyl borate; In tetrahydrofuran; for 15h; Cooling;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 3h; Cooling;

DOI:10.1016/j.tetlet.2013.11.022

Reference yield:

Triisopropyl borate (5419-55-6) + 1-Bromo-3-fluoro-4-octyloxybenzene (119259-26-6) + 4-n-octyloxy-2,3-difluorophenyl boronic acid (121219-22-5) → 3-fluoro-4-octyloxyphenylboronic acid (123598-51-6)

Guidance literature:

With n-butyllithium; In hexane;

Reference yield:

4-bromo-2-fluorophenol (2105-94-4) → 3-fluoro-4-octyloxyphenylboronic acid (123598-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide; benzene / 4 h / Reflux; Dean-Stark

2.1: iodine; magnesium / tetrahydrofuran / 2.66 h / Reflux

2.2: 15 h / Cooling

2.3: 3 h / 20 °C / Cooling

With iodine; potassium carbonate; magnesium; In tetrahydrofuran; N,N-dimethyl-formamide; benzene; 2.1: |Grignard Reaction;

DOI:10.1016/j.tetlet.2013.11.022

upstream raw materials:

Triisopropyl borate

1-Bromo-3-fluoro-4-octyloxybenzene

4-n-octyloxy-2,3-difluorophenyl boronic acid

4-bromo-2-fluorophenol

Downstream raw materials:

3'-fluoro-4'-octyloxybiphenyl-4-carboxylic acid