223919-54-8

Basic information

• Product Name: 4-chloro-trans-beta-styrylboronic acid pinacol ester
• Synonyms: 4-chloro-trans-beta-styrylboronic acid pinacol ester;trans-2-(4-Chlorophenyl)vinylboronic acid pinacol ester;2-[(1E)-2-(4-Chlorophenyl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;-2-(4-Chlorostyryl);4-chloro-trans-beta-styrylboronic acid picol ester;(E)-2-(4-Chlorostyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 223919-54-8
• Molecular Formula: C₁₄H₁₈BClO₂
• Molecular Weight: 283
• Mol File: 223919-54-8.mol
• Article Data: 38

Chemical Properties

• Melting Point: 88-92°C
• Boiling Point: 305.1±44.0 °C(Predicted)
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-chloro-trans-beta-styrylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-trans-beta-styrylboronic acid pinacol ester(223919-54-8)
• EPA Substance Registry System: 4-chloro-trans-beta-styrylboronic acid pinacol ester(223919-54-8)

Safety Data

• WGK Germany: 1
• Hazardous Substances Data: 223919-54-8(Hazardous Substances Data)

Usage

General Description

The chemical, 4-chloro-trans-beta-styrylboronic acid pinacol ester, is a specialized compound used primarily in scientific research. It falls in the category of organoboronic acids and their derivatives, possessing the chemical formula C19H21BClO2. It comes with a molecular weight of approximately 328.64 g/mol. In its physical state, it appears as a solid substance which could possibly be odourless. Due to its reactive nature, it is typically used in various chemical synthesis applications, especially in the field of organic chemistry. Always handle with caution due to its potential hazards. It might also require special storage conditions to maintain its stability over time.

Upstream product

• 1073-67-2 4-vinylbenzyl chloride 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 154230-29-2 (E)-4-chlorostyrylboronic acid 
• 873-73-4 4-n-chlorophenylacetylene 
• 73183-34-3 bis(pinacol)diborane 
• 3240-10-6 (4-chlorophenyl)propiolic acid 
• 99-91-2 para-chloroacetophenone 
• 83947-56-2 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane 
• 100-42-5 styrene 
• 26928-23-4 (E)-1-chloro-4-(2-fluorovinyl)benzene 
• 75927-49-0 pinacol vinylboronate 
• 66482-29-9 1-[(E)-2-bromoethenyl]-4-chlorobenzene 
• 55718-76-8 2-chloro-1,3,2-benzodioxaborole 

Downstream Products

• 66482-29-9 1-[(E)-2-bromoethenyl]-4-chlorobenzene 
• 66482-30-2 (Z)-1-bromo-2-(4-chlorophenyl)ethylene 
• 168006-99-3 (E)-1-chloro-4-(2-iodovinyl)benzene 
• 1283152-85-1 (E)-2-[2-(4-chlorophenyl)ethenyl]benzaldehyde 
• 154230-29-2 (E)-4-chlorostyrylboronic acid 

Relevant articles and documents

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

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.

Selective hydroboration of alkynes via multisite synergistic catalysis by PCN-222(Cu)

Zirconium-based porphyrinic MOFs (PMOFs, MOF = metal-organic framework) have gained considerable attention in the field of electric/thermo/photo-catalysis as heterogeneous single-site catalysts; however, the study on multisite synergistic catalysis of PMO

Cs4B4O3F10: First Fluorooxoborate with [BF4] Involving Heteroanionic Units and Extremely Low Melting Point

Herein, a new congruently melting mixed-anion compound Cs4B4O3F10 has been characterized as the first fluorooxoborate with [BF4] involving heteroanionic units. Compound Cs4B4O3F10 possesses two highly fluorinated anionic clusters and therefore its formula can be expressed as Cs3(B3O3F6) ? Cs(BF4). The influence of [BF4] units on micro-symmetry and structural evolution was discussed based on the parent compound. More importantly, Cs4B4O3F10 shows the lowest melting point among all the available borates and thus sets a new record for such system. This work is of great significance to enrich and tailor the structure of borates using perfluorinated [BF4] units.