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849052-26-2

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849052-26-2 Usage

Chemical Properties

CYCLOBUTYLBORONIC ACID is Off-white powder

Uses

Different sources of media describe the Uses of 849052-26-2 differently. You can refer to the following data:
1. 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.
2. 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
3. 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.

Check Digit Verification of cas no

The CAS Registry Mumber 849052-26-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,4,9,0,5 and 2 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 849052-26:
(8*8)+(7*4)+(6*9)+(5*0)+(4*5)+(3*2)+(2*2)+(1*6)=182
182 % 10 = 2
So 849052-26-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H9BO2/c6-5(7)4-2-1-3-4/h4,6-7H,1-3H2

849052-26-2 Well-known Company Product Price

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  • Aldrich

  • (646598)  Cyclobutylboronicacid  ≥95.0%

  • 849052-26-2

  • 646598-500MG

  • 1,093.95CNY

  • Detail
  • Aldrich

  • (646598)  Cyclobutylboronicacid  ≥95.0%

  • 849052-26-2

  • 646598-2G

  • 2,200.77CNY

  • Detail

849052-26-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Cyclobutylboronic acid

1.2 Other means of identification

Product number -
Other names CYCLOBUTYLBORONIC ACID

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:849052-26-2 SDS

849052-26-2Relevant articles and documents

Organotrifluoroborate hydrolysis: Boronic acid release mechanism and an acid-base paradox in cross-coupling

Lennox, Alastair J. J.,Lloyd-Jones, Guy C.

supporting information; experimental part, p. 7431 - 7441 (2012/06/16)

The hydrolysis of potassium organotrifluoroborate (RBF3K) reagents to the corresponding boronic acids (RB(OH)2) has been studied in the context of their application in Suzuki-Miyaura coupling. The "slow release" strategy in such SM couplings is only viable if there is an appropriate gearing of the hydrolysis rate of the RBF3K reagent with the rate of catalytic turnover. In such cases, the boronic acid RB(OH)2 does not substantially accumulate, thereby minimizing side reactions such as oxidative homocoupling and protodeboronation. The study reveals that the hydrolysis rates (THF, H2O, Cs2CO 3, 55 °C) depend on a number of variables, resulting in complex solvolytic profiles with some RBF3K reagents. For example, those based on p-F-phenyl, naphthyl, furyl, and benzyl moieties are found to require acid catalysis for efficient hydrolysis. This acid-base paradox assures their slow hydrolysis under basic Suzuki-Miyaura coupling conditions. However, partial phase-splitting of the THF/H2O induced by the Cs2CO 3, resulting in a lower pH in the bulk medium, causes the reaction vessel shape, material, size, and stirring rate to have a profound impact on the hydrolysis profile. In contrast, reagents bearing, for example, isopropyl, β-styryl, and anisyl moieties undergo efficient "direct" hydrolysis, resulting in fast release of the boronic acid while reagents bearing, for example, alkynyl or nitrophenyl moieties, hydrolyze extremely slowly. Analysis of B-F bond lengths (DFT) in the intermediate difluoroborane, or the Swain-Lupton resonance parameter (R) of the R group in RBF3K, allows an a priori evaluation of whether an RBF3K reagent will likely engender "fast", "slow", or "very slow" hydrolysis. An exception to this correlation was found with vinyl-BF 3K, this reagent being sufficiently hydrophilic to partition substantially into the predominantly aqueous minor biphase, where it is rapidly hydrolyzed.

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