1073354-88-7

Basic information

• Product Name: E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER
• Synonyms: E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER;TRANS-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER;E-2-(3-Trifluoromethylphenyl)vinylboronic acidpinacol;3-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester;E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PICOL ESTER;(E)-4,4,5,5-Tetramethyl-2-(3-(trifluoromethyl)styryl)-1,3,2-dioxaborolane
• CAS NO: 1073354-88-7
• Molecular Formula: C₁₅H₁₈BF₃O₂
• Molecular Weight: 298.11
• Mol File: 1073354-88-7.mol
• Article Data: 6

Chemical Properties

• Flash Point: 110 °C
• Appearance: /
• Density: 1.088 g/mL at 25 °C
• Refractive Index: n20/D 1.4848
• Storage Temp.: 2-8°C
• CAS DataBase Reference: E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER(1073354-88-7)
• EPA Substance Registry System: E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER(1073354-88-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1073354-88-7(Hazardous Substances Data)

Usage

General Description

E-2-(3-trifluoromethylphenyl)vinylboronic acid pinacol ester is a chemical compound used primarily in organic synthesis and pharmaceutical research. It is a boronic acid derivative containing a vinyl group and a pinacol ester functional group. E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER is widely utilized in Suzuki-Miyaura cross-coupling reactions, which are important in the production of a wide range of organic molecules. Additionally, the trifluoromethylphenyl group in this compound imparts unique electronic and steric properties, making it valuable for the development of new pharmaceuticals and agrochemicals. The pinacol ester moiety also provides stability and protection for the boronic acid functionality, making it easier to handle and store. Overall, E-2-(3-trifluoromethylphenyl)vinylboronic acid pinacol ester is a versatile and valuable building block in the field of organic chemistry.

Upstream product

• 705-28-2 1-ethynyl-3-trifluoromethylbenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 402-24-4 3-(trifluoromethyl)styrene 
• 73183-34-3 bis(pinacol)diborane 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 75927-49-0 pinacol vinylboronate 

Downstream Products

• 1428541-18-7 (E)-o-tolyl(4-(trifluoromethyl)styryl)-λ³-iodanyl trifluoromethanesulfonate 
• 698998-84-4 {(E)-2-[3-(trifluoromethyl)phenyl]vinyl}boronic acid 
• 1428540-77-5 (3Z,5E)-4-ethyl-6-(4-(trifluoromethyl)phenyl)hexa-3,5-dien-3-yl trifluoromethanesulfonate 

Relevant articles and documents

Magnesium-Catalyzed Hydroboration of Terminal and Internal Alkynes

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

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

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

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