Cyclobutylboronic acid

Base Information

• Chemical Name: Cyclobutylboronic acid
• CAS No.: 849052-26-2
• Molecular Formula: C4H9BO2
• Molecular Weight: 99.9253
• Hs Code.: 2931900090
• European Community (EC) Number: 855-480-1
• DSSTox Substance ID: DTXSID40584591
• Nikkaji Number: J3.083.823H
• Wikidata: Q72459388
• Mol file: 849052-26-2.mol

Synonyms:Cyclobutylboronic acid;849052-26-2;MFCD06798108;Cyclobutaneboronic acid;cyclobutyl boronic acid;CYCLOBUTYLBORONICACID;DTXSID40584591;Cyclobutylboronic acid, >=95.0%;AMY30001;BCP05474;AKOS015894300;AB29820;CS-W001218;GS-5855;EN300-145329;A840999;XJY

Chemical Property of Cyclobutylboronic acid

Chemical Property:

• Vapor Pressure: 0.0262mmHg at 25°C
• Melting Point: 118-123 °C(lit.)
• Refractive Index: 1.446
• Boiling Point: 218.7 °C at 760 mmHg
• PKA: 10.47±0.20(Predicted)
• Flash Point: 86.1 °C
• PSA: 40.46000
• Density: 1.06 g/cm³
• LogP: 0.01330
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 100.0695597
• Heavy Atom Count: 7
• Complexity: 60.7

Purity/Quality:

99% ^*data from raw suppliers

B-CyclobutylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1CCC1)(O)O
• Recent EU Clinical Trials: Pilot study to assess efficacy and safety of Sofosbuvir/Ledipasvir (GS-5885) fixed-dose combination with Ribavirin in NS3/4A protease inhibitor-experienced subjects with HCV genotype 1 infection and HIV co-infection
• Uses: B-Cyclobutylboronic Acid is considered to have enhanced Phase Change Material (PCM) characteristics, which can be used for thermal management in different applications such as building, automotive, airplane, truck, shipping, packaging, textile and food storage and transport applications. Reagent used in palladium-catalyzed arylation and alkylation of diphenylisoxazole with boronic acids via C-H activated isoxazole palladacycle intermediate Reagent used in the preparation of cyclobutyl arenes and heteroarenes via palladium catalyzed Suzuki-Miyaura cross-coupling reaction of potassium cyclobutyltrifluoroborate intermediate with aryl and heteroaryl chlorides CYCLOBUTYLBORONIC ACID is used in palladium-catalyzed arylation and alkylation of diphenylisoxazole with boronic acids via C-H activated isoxazole palladacycle intermediate Reagent used in the preparation of cyclobutyl arenes and heteroarenes via palladium catalyzed Suzuki-Miyaura cross-coupling reaction of potassium cyclobutyltrifluoroborate intermediate with aryl and heteroaryl chlorides.

Technology Process of Cyclobutylboronic acid

There total 1 articles about Cyclobutylboronic 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:

potassium cyclobutyltrifluoroboranuide (1065010-88-9) + 3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → cyclobutyl boronic acid (849052-26-2) + C12H10F6 (1372168-68-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; In water; toluene; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja300236k

Reference yield: 77.0%

4-chloromethoxybenzene (623-12-1) + cyclobutyl boronic acid (849052-26-2) → 1-cyclobutyl-4-methoxybenzene (39868-68-3)

Guidance literature:

With bis[1-methylnaphthylpalladium(II) bromide]; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate; In water; toluene; at 80 ℃; for 11h;

DOI:10.1002/anie.202110450

Reference yield: 72.0%

cyclobutyl boronic acid (849052-26-2) + N-(4-methoxy)phenylglycine ethyl ester (50845-77-7) → C15H21NO3

Guidance literature:

N-(4-methoxy)phenylglycine ethyl ester; With trifluoroacetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 0.166667h;

cyclobutyl boronic acid; With oxygen; In 1,2-dichloro-ethane; at 100 ℃; for 0.166667h; under 760.051 Torr;

DOI:10.1021/acs.orglett.1c00948

upstream raw materials:

potassium cyclobutyltrifluoroboranuide

3,6-bis(trifluoromethyl)bromobenzene

Downstream raw materials:

4-cyclobutyl-3-trifluoromethylbenzoic acid methyl ester

4-cyclobutyl-2-fluoronitrobenzene

potassium cyclobutyltrifluoroboranuide

C₁₂H₁₀F₆

Refernces