(2-Chloro-4-formylphenyl)boronic acid

Base Information

• Chemical Name: (2-Chloro-4-formylphenyl)boronic acid
• CAS No.: 1063712-34-4
• Molecular Formula: C7H6BClO3
• Molecular Weight: 184.387
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID50681661
• Wikidata: Q82605782
• Mol file: 1063712-34-4.mol

Synonyms:1063712-34-4;2-CHLORO-4-FORMYLPHENYLBORONIC ACID;(2-Chloro-4-formylphenyl)boronic acid;MFCD18311828;DTXSID50681661;AKOS006317199;AM90015;2-CHLORO-4-FORMYLPHENYLBORONICACID;DS-18591;SY104656;CS-0029542;F30071;EN300-7374904;A895826

Chemical Property of (2-Chloro-4-formylphenyl)boronic acid

Chemical Property:

• Boiling Point: 375.1±52.0 °C(Predicted)
• PKA: 7.05±0.58(Predicted)
• PSA: 57.53000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: -0.16770
• Storage Temp.: Refrigerated.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 184.0098519
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-4-formylphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1)C=O)Cl)(O)O
• Uses: 2-Chloro-4-formylphenylboronic Acid is used as a reactant in the preparation of antitumor adamantyl-substituted retinoid-derived molecules that interact with orphan nuclear receptors.

Technology Process of (2-Chloro-4-formylphenyl)boronic acid

There total 1 articles about (2-Chloro-4-formylphenyl)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: 48.0%

2-(4-bromo-3-chlorophenyl)-1,3-dioxolane (1063712-33-3) → (2-chloro-4-formylphenyl)boronic acid (1063712-34-4)

Guidance literature:

2-(4-bromo-3-chlorophenyl)-1,3-dioxolane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

With Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; hexane; water; for 2h;

DOI:10.1021/jm800456k

Reference yield: 86.0%

(2-chloro-4-formylphenyl)boronic acid (1063712-34-4) + S-(fluoromethyl) benzenesulfonothioate → 3-chloro-4-((fluoromethyl)thio)benzaldehyde

Guidance literature:

With sodium hydrogencarbonate; copper(II) sulfate; In methanol; at 25 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201705633

Reference yield: 77.0%

(2-chloro-4-formylphenyl)boronic acid (1063712-34-4) + 2-(1-adamantyl)-4-bromoacetanilide (1063712-39-9) → 2-(1-adamantyl)-4-(2'-chloro-4'-formylphenyl)acetanilide (1063712-40-2)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; for 21h; Inert atmosphere; Heating;

DOI:10.1021/jm800456k

upstream raw materials:

2-(4-bromo-3-chlorophenyl)-1,3-dioxolane

Downstream raw materials:

2-(1-adamantyl)-4-(2'-chloro-4'-formylphenyl)acetanilide

Refernces