[3-(1,3-Dioxolan-2-yl)phenyl]boronic acid

Base Information

• Chemical Name: [3-(1,3-Dioxolan-2-yl)phenyl]boronic acid
• CAS No.: 480424-60-0
• Molecular Formula: C₉H₁₁BO₄
• Molecular Weight: 193.995
• DSSTox Substance ID: DTXSID60592239
• Wikidata: Q82486240
• Mol file: 480424-60-0.mol

Synonyms:480424-60-0;[3-(1,3-Dioxolan-2-yl)phenyl]boronic acid;(3-(1,3-Dioxolan-2-yl)phenyl)boronic acid;3-(1,3-DIOXOLAN-2-YL)PHENYLBORONIC ACID;SCHEMBL1624290;DTXSID60592239;EN300-8845500

Chemical Property of [3-(1,3-Dioxolan-2-yl)phenyl]boronic acid

Chemical Property:

• PSA: 58.92000
• LogP: -0.58820
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 194.0750390
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)C2OCCO2)(O)O

Technology Process of [3-(1,3-Dioxolan-2-yl)phenyl]boronic acid

There total 1 articles about [3-(1,3-Dioxolan-2-yl)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:

3-(1,3-dioxolan-2-yl)-phenylbromide (17789-14-9) → C9H11BO4 (480424-60-0)

Guidance literature:

3-(1,3-dioxolan-2-yl)-phenylbromide; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 1h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; for 0.5h;

DOI:10.1039/b926547n

Reference yield:

C9H11BO4 (480424-60-0) → 3-Formylphenylboronic acid (87199-16-4)

Guidance literature:

With hydrogenchloride; In ethyl acetate; acetone; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja303181m

Reference yield:

C9H11BO4 (480424-60-0) → tert-butyl 7-[3-(1,3-dioxolan-2-yl)phenyl]-2,3,4,5-tetrahydro-1H-azepine-1-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethyl ether

2.1: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 0.25 h / Inert atmosphere

2.2: 1.5 h / Reflux; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; 2.1: |Suzuki-Miyaura Coupling / 2.2: |Suzuki-Miyaura Coupling;

DOI:10.1002/ejoc.201402927

upstream raw materials:

3-(1,3-dioxolan-2-yl)-phenylbromide

Downstream raw materials:

3-Formylphenylboronic acid