(4-(3-Oxocyclobutyl)phenyl)boronic acid

Base Information

• Chemical Name: (4-(3-Oxocyclobutyl)phenyl)boronic acid
• CAS No.: 254893-03-3
• Molecular Formula: C10H11BO3
• Molecular Weight: 190
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID20400705
• Wikidata: Q82203723
• Mol file: 254893-03-3.mol

Synonyms:(4-(3-Oxocyclobutyl)phenyl)boronic acid;254893-03-3;[4-(3-oxocyclobutyl)phenyl]boronic Acid;3-(4-Boronophenyl)cyclobutanone;4-(3-oxocyclobutyl)phenylboronic acid;(4-(3-Oxocyclobutyl)phenyl)boronicacid;DTXSID20400705;AKOS016004374;AB15459;3-(4-dihydroxyborylphenyl)cyclobutanone;CS-0174210;FT-0763347;EN300-761685;F53558

Chemical Property of (4-(3-Oxocyclobutyl)phenyl)boronic acid

Chemical Property:

• Vapor Pressure: 4.93E-07mmHg at 25°C
• Melting Point: 94-98 °C
• Refractive Index: 1.572
• Boiling Point: 397.5 °C at 760 mmHg
• PKA: 8.62±0.17(Predicted)
• Flash Point: 194.2 °C
• PSA: 57.53000
• Density: 1.25 g/cm³
• LogP: -0.18710
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 190.0801244
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

(4-(3-Oxocyclobutyl)phenyl)boronic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C2CC(=O)C2)(O)O

Technology Process of (4-(3-Oxocyclobutyl)phenyl)boronic acid

There total 5 articles about (4-(3-Oxocyclobutyl)phenyl)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: 79.0%

3-(4-boronophenyl)cyclobutanone ethylene ketal (254892-99-4) → 3-(4-boronophenyl)cyclobutanone (254893-03-3)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃;

DOI:10.1021/jo990878c

Reference yield:

1-bromo-4-ethenyl-benzene (2039-82-9) → 3-(4-boronophenyl)cyclobutanone (254893-03-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Zn-Cu; POCl₃ / diethyl ether / 4 h / 20 °C / Heating

2.1: Zn; AcOH / 2.5 h / 20 - 120 °C

3.1: 82.5 percent / p-TsOH / benzene / 20 h / 120 °C

4.1: BuLi / hexane; tetrahydrofuran / 0.5 h / -70 °C

4.2: B(OiPr)3 / tetrahydrofuran; hexane / -70 - 20 °C

4.3: 83 percent / H₂SO₄ / H₂O / 0.5 h / 0 °C

5.1: 79 percent / HCl / methanol / 20 °C

With hydrogenchloride; n-butyllithium; copper; toluene-4-sulfonic acid; acetic acid; zinc; trichlorophosphate; In tetrahydrofuran; methanol; diethyl ether; hexane; benzene; 1.1: Cycloaddition / 2.1: Dehalogenation / 3.1: Cyclization / 4.1: Metallation / 4.2: Substitution / 4.3: Hydrolysis / 5.1: Ring cleavage;

DOI:10.1021/jo990878c

Reference yield:

3-(4-bromophenyl)cyclobutanone (254892-91-6) → 3-(4-boronophenyl)cyclobutanone (254893-03-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 82.5 percent / p-TsOH / benzene / 20 h / 120 °C

2.1: BuLi / hexane; tetrahydrofuran / 0.5 h / -70 °C

2.2: B(OiPr)3 / tetrahydrofuran; hexane / -70 - 20 °C

2.3: 83 percent / H₂SO₄ / H₂O / 0.5 h / 0 °C

3.1: 79 percent / HCl / methanol / 20 °C

With hydrogenchloride; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; benzene; 1.1: Cyclization / 2.1: Metallation / 2.2: Substitution / 2.3: Hydrolysis / 3.1: Ring cleavage;

DOI:10.1021/jo990878c

upstream raw materials:

3-(4-boronophenyl)cyclobutanone ethylene ketal

1-bromo-4-ethenyl-benzene

3-(4-bromophenyl)cyclobutanone

3-(4-bromophenyl)-2,2-dichlorocyclobutan-1-one

Downstream raw materials:

1-amino-3-(4-dihydroxyborylphenyl)cyclobutanecarboxylic acid

C₁₂H₁₃BN₂O₄