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E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER is a boronic acid derivative that plays a significant role in organic synthesis and pharmaceutical research. It is characterized by the presence of a vinyl group and a pinacol ester functional group, which contribute to its unique electronic and steric properties. The trifluoromethylphenyl group enhances its value in the development of new pharmaceuticals and agrochemicals, while the pinacol ester moiety provides stability and protection for the boronic acid functionality, facilitating easier handling and storage. This versatile building block is widely recognized for its utility in the field of organic chemistry.

1073354-88-7

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  • 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[(E)-2-[3-(trifluoromethyl)phenyl]ethenyl]-

    Cas No: 1073354-88-7

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1073354-88-7 Usage

Uses

Used in Organic Synthesis:
E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER is used as a key intermediate in organic synthesis for the production of a wide range of organic molecules. Its unique properties make it a valuable component in the synthesis of complex organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER is used as a building block for the development of new pharmaceuticals. Its unique electronic and steric properties, along with the trifluoromethylphenyl group, contribute to the creation of novel drug candidates with potential therapeutic applications.
Used in Agrochemical Development:
E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER is also utilized in the development of new agrochemicals, where its unique properties can be leveraged to create innovative products for agricultural applications.
Used in Suzuki-Miyaura Cross-Coupling Reactions:
E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER is used as a reactant in Suzuki-Miyaura cross-coupling reactions, which are crucial for the synthesis of various organic molecules. Its involvement in these reactions highlights its importance in the production of a diverse array of organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 1073354-88-7 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,7,3,3,5 and 4 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1073354-88:
(9*1)+(8*0)+(7*7)+(6*3)+(5*3)+(4*5)+(3*4)+(2*8)+(1*8)=147
147 % 10 = 7
So 1073354-88-7 is a valid CAS Registry Number.

1073354-88-7SDS

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 E-2-(3-Trifluoromethylphenyl)vinylboronic acid pinacol ester

1.2 Other means of identification

Product number -
Other names -

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

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More Details:1073354-88-7 SDS

1073354-88-7Relevant articles and documents

Magnesium-Catalyzed Hydroboration of Terminal and Internal Alkynes

Magre, Marc,Maity, Bholanath,Falconnet, Alban,Cavallo, Luigi,Rueping, Magnus

, p. 7025 - 7029 (2019)

A magnesium-catalyzed hydroboration of alkynes providing good yields and selectivities for a wide range of terminal and symmetrical and unsymmetrical internal alkynes has been developed. The compatibility with many functional groups makes this magnesium c

Cyclodextrin Cavity-Induced Mechanistic Switch in Copper-Catalyzed Hydroboration

Zhang, Pinglu,Meijide Suárez, Jorge,Driant, Thomas,Derat, Etienne,Zhang, Yongmin,Ménand, Micka?l,Roland, Sylvain,Sollogoub, Matthieu

, p. 10821 - 10825 (2017)

N-heterocyclic carbene-capped cyclodextrin (ICyD) ligands, α-ICyD and β-ICyD derived from α- and β-cyclodextrin, respectively give opposite regioselectivities in a copper-catalyzed hydroboration. The site-selectivity results from two different mechanisms: the conventional parallel one and a new orthogonal mechanism. The shape of the cavity was shown not only to induce a regioselectivity switch but also a mechanistic switch. The scope of interest of the encapsulation of a reactive center is therefore broadened by this study.

Direct Synthesis of Alkenylboronates from Alkenes and Pinacol Diboron via Copper Catalysis

Lu, Wenkui,Shen, Zengming

supporting information, p. 142 - 146 (2019/01/11)

We report an efficient approach for the direct synthesis of alkenylboronates using copper catalysis. The Cu/TEMPO catalyst system (where TEMPO = (2,2,6,6-tetramethylpiperidin-1-yl)oxyl) exhibits both excellent reactivity and selectivity for the synthesis of alkenylboronates, starting from inexpensive and abundant alkenes and pinacol diboron. This approach allows for the direct functionalization of both aromatic and aliphatic terminal alkenes. Mechanistic experiments suggest that the alkenylboronates arise from oxyboration intermediates.

Selective and efficient synthesis of trans-arylvinylboronates and trans-hetarylvinylboronates using palladium catalyzed cross-coupling

Liu, Zhihao,Wei, Wei,Xiong, Lu,Feng, Qiang,Shi, Yaojie,Wang, Ningyu,Yu, Luoting

supporting information, p. 3172 - 3176 (2017/04/14)

trans-Arylvinylboronate derivatives are important synthesis blocks in natural products, pharmaceuticals and organic materials. There are only a few reaction conditions that could selectively provide trans-arylvinylboronates by Heck coupling of pinacol vin

Soluble Platinum Nanoparticles Ligated by Long-Chain N-Heterocyclic Carbenes as Catalysts

Martínez-Prieto, Luis M.,Rakers, Lena,López-Vinasco, Angela M.,Cano, Israel,Coppel, Yannick,Philippot, Karine,Glorius, Frank,Chaudret, Bruno,van Leeuwen, Piet W. N. M.

supporting information, p. 12779 - 12786 (2017/09/06)

Soluble platinum nanoparticles (Pt NPs) ligated by two different long-chain N-heterocyclic carbenes (LC-IPr and LC-IMe) were synthesized and fully characterized by TEM, high-resolution TEM, wide-angle X-ray scattering (WAXS), X-ray photoelectron spectrosc

Highly selective methods for synthesis of internal (α-) vinylboronates through efficient NHC-Cu-catalyzed hydroboration of terminal alkynes. Utility in chemical synthesis and mechanistic basis for selectivity

Jang, Hwanjong,Zhugralin, Adil R.,Lee, Yunmi,Hoveyda, Amir H.

, p. 7859 - 7871 (2011/06/27)

Cu-catalyzed methods for site-selective hydroboration of terminal alkynes, where the internal or α-vinylboronate is generated predominantly (up to >98%) are presented. Reactions are catalyzed by 1-5 mol % of N-heterocyclic carbene (NHC) complexes of copper, easily prepared from N-aryl-substituted commercially available imidazolinium salts, and proceed in the presence of commercially available bis(pinacolato)diboron [B2(pin)2] and 1.1 equiv of MeOH at -50 to -15 °C in 3-24 h. Propargyl alcohol and amine and the derived benzyl, tert-butyl, or silyl ethers as well as various amides are particularly effective substrates; also suitable are a wide range of aryl-substituted terminal alkynes, where higher α-selectivity is achieved with substrates that bear an electron-withdrawing substituent. α-Selective Cu-catalyzed hydroborations are amenable to gram-scale procedures (1 mol % catalyst loading). Mechanistic studies are presented, indicating that α selectivity arises from the structural and electronic attributes of the NHC ligands and the alkyne substrates. Consistent with suggested hypotheses, catalytic reactions with a Cu complex, derived from an N-adamantyl-substituted imidazolinium salt, afford high β selectivity with the same class of substrates and under similar conditions.

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