4-Benzyloxy-3-fluorophenylboronic acid

Base Information

• Chemical Name: 4-Benzyloxy-3-fluorophenylboronic acid
• CAS No.: 133057-83-7
• Molecular Formula: C₁₃H₁₂BFO₃
• Molecular Weight: 246.046
• Hs Code.: 2931900090
• European Community (EC) Number: 675-638-1
• DSSTox Substance ID: DTXSID90372243
• Nikkaji Number: J2.151.761E
• Wikidata: Q72442273
• Mol file: 133057-83-7.mol

Synonyms:4-Benzyloxy-3-fluorophenylboronic acid;133057-83-7;4-(Benzyloxy)-3-fluorophenylboronic acid;4-benzyloxy-3-fluorobenzeneboronic acid;(3-Fluoro-4-benzyloxyphenyl)boronic acid;(3-fluoro-4-phenylmethoxyphenyl)boronic acid;(4-(benzyloxy)-3-fluorophenyl)boronic acid;MFCD00994627;Boronic acid, [3-fluoro-4-(phenylmethoxy)phenyl]-;4-Benzyloxy-3-fluorophenylboronicacid;[4-(benzyloxy)-3-fluorophenyl]boronic acid;SCHEMBL212034;Boronic acid, B-[3-fluoro-4-(phenylmethoxy)phenyl]-;DTXSID90372243;DQPDLDQJMUGVGI-UHFFFAOYSA-N;STK031012;AKOS004116073;CS-W010242;PS-9614;4-benzyloxy-3-fluoro phenylboronic acid;4-benzyloxy-3-fluoro-phenylboronic acid;4-benzyloxy-3-fluorophenyl boronic acid;(4-benzyloxy-3-fluorophenyl)boronic acid;3-Fluoro-4-(benzyloxy)phenylboronic acid;AC-31004;B4639;FT-0617653;{3-fluoro-4-[(phenylmethyl)oxy]phenyl}boronic acid;4-benzyloxy-3-fluorophenylboronic acid, AldrichCPR;Q-102196

Chemical Property of 4-Benzyloxy-3-fluorophenylboronic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powde
• Vapor Pressure: 4.37E-08mmHg at 25°C
• Melting Point: 116-117 ºC
• Boiling Point: 428°Cat760mmHg
• PKA: 7.61±0.17(Predicted)
• Flash Point: 212.6°C
• PSA: 49.69000
• Density: 1.26g/cm³
• LogP: 1.08450
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 246.0863526
• Heavy Atom Count: 18
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

4-Benzyloxy-3-fluorophenylboronicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)OCC2=CC=CC=C2)F)(O)O
• Uses: suzuki reaction

Technology Process of 4-Benzyloxy-3-fluorophenylboronic acid

There total 3 articles about 4-Benzyloxy-3-fluorophenylboronic 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: 88.0%

1-benzyloxy-4-bromo-2-fluorobenzene (133057-82-6) → 4-benzyloxy-3-fluorophenylboronic acid (133057-83-7)

Guidance literature:

1-benzyloxy-4-bromo-2-fluorobenzene; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; water; In water; at 20 ℃; for 1h;

Reference yield: 84.5%

Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) + 1-benzyloxy-4-bromo-2-fluorobenzene (133057-82-6) → 4-benzyloxy-3-fluorophenylboronic acid (133057-83-7)

Guidance literature:

1-benzyloxy-4-bromo-2-fluorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -70 - 80 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; hexane; at -30 - 70 ℃; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; hexane; at -30 ℃; Inert atmosphere;

Reference yield:

4-bromo-2-fluorophenol (2105-94-4) + benzyl bromide (100-39-0) → 4-benzyloxy-3-fluorophenylboronic acid (133057-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: n-butyllithium; Triisopropyl borate / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / 20 °C

With n-butyllithium; Triisopropyl borate; potassium carbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

upstream raw materials:

4-bromo-2-fluorophenol

benzyl bromide

1-benzyloxy-4-bromo-2-fluorobenzene

Trimethyl borate

Downstream raw materials:

methyl 4'-(benzyloxy)-3,3'-difluoro-[1,1'-biphenyl]-4-carboxylate

4'-((2,4-difluorobenzyl)oxy)-3,3'-difluoro-[1,1'-biphenyl]-4-carboxylic acid

1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-4-hydroxy-1H-indole-6-carbonitrile

1-(3-fluoro-4-hydroxyphenyl)-4-hydroxy-1H-indole-6-carbonitrile

Refernces

• 1、 -. "CYCLOALKYLAMINE DERIVATIVE". . . Retrieved 2011/07/30.