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83947-56-2

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83947-56-2 Usage

Uses

Reactant for:Oxidative coupling reactions catalyzed by arenerutheniumCycloaddition reactionsPreparation of allyl vinyl ethers via Cu-catalyzed coupling with alcoholsPreparation of 5-vinyl-3-pyridinecarbonitriles as PKCθ inhibitorsDiastereoselective addition to zincated hydrazones and stereospecific trapping of boron/zinc bimetallic intermediates by carbon electrophilesRegioselective and stereoselective Pd-catalyzed chelate-controlled intermolecular oxidative Heck reactions

Check Digit Verification of cas no

The CAS Registry Mumber 83947-56-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,9,4 and 7 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 83947-56:
(7*8)+(6*3)+(5*9)+(4*4)+(3*7)+(2*5)+(1*6)=172
172 % 10 = 2
So 83947-56-2 is a valid CAS Registry Number.
InChI:InChI=1/C14H19BO2/c1-13(2)14(3,4)17-15(16-13)11-10-12-8-6-5-7-9-12/h5-11H,1-4H3/b11-10+

83947-56-2 Well-known Company Product Price

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  • Alfa Aesar

  • (L19529)  trans-beta-Styrylboronic acid pinacol ester, 99%   

  • 83947-56-2

  • 250mg

  • 359.0CNY

  • Detail
  • Alfa Aesar

  • (L19529)  trans-beta-Styrylboronic acid pinacol ester, 99%   

  • 83947-56-2

  • 1g

  • 944.0CNY

  • Detail

83947-56-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name trans-beta-Styrylboronic acid pinacol ester

1.2 Other means of identification

Product number -
Other names TRANS-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-STYROL

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:83947-56-2 SDS

83947-56-2Relevant articles and documents

Synthesis of tri-substituted vinyl boronates via ruthenium-catalyzed olefin cross-metathesis

Morrill, Christie,Funk, Timothy W.,Grubbs, Robert H.

, p. 7733 - 7736 (2004)

Tri-substituted vinyl pinacol boronates are synthesized using cross-metathesis of α-substituted vinyl boronates. The reactions proceed with moderate yields and high Z-selectivity when R1 = methyl. When R1 is larger than a methyl group, yields and Z-selectivity are moderate at best, and the reactions are highly substrate dependent.

(Z)-Selective Hydroboration of Terminal Alkynes Catalyzed by a PSP-Pincer Rhodium Complex

Lyu, Yanzong,Toriumi, Naoyuki,Iwasawa, Nobuharu

supporting information, p. 9262 - 9266 (2021/11/30)

A highly (Z)-selective hydroboration of terminal alkynes was achieved using a thioxanthene-based PSP-pincer rhodium catalyst. This hydroboration exhibited good chemoselectivity toward alkynes over carbonyl compounds such as ketones and aldehydes. The mechanistic studies indicated the involvement of rhodium-vinylidene intermediates, and the high (Z)-selectivity could be attributed to the rigid and electron-rich nature of the PSP-rhodium catalyst.

Tropylium-Promoted Hydroboration Reactions: Mechanistic Insights Via Experimental and Computational Studies

Mai, Binh Khanh,Nguyen, Thanh Vinh,Ton, Nhan N. H.

supporting information, p. 9117 - 9133 (2021/07/19)

Hydroboration reaction of alkynes is one of the most synthetically powerful tools to access organoboron compounds, versatile precursors for cross-coupling chemistry. This type of reaction has traditionally been mediated by transition-metal or main group catalysts. Herein, we report a novel method using tropylium salts, typically known as organic oxidants and Lewis acids, to promote the hydroboration reaction of alkynes. A broad range of vinylboranes can be easily accessed via this metal-free protocol. Similar hydroboration reactions of alkenes and epoxides can also be efficiently catalyzed by the same tropylium catalysts. Experimental studies and DFT calculations suggested that the reaction follows an uncommon mechanistic pathway, which is triggered by the hydride abstraction of pinacolborane with tropylium ion. This is followed by a series ofin situcounterion-activated substituent exchanges to generate boron intermediates that promote the hydroboration reaction.

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