1190375-91-7

Basic information

• Product Name: N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline
• Synonyms: N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline
• CAS NO: 1190375-91-7
• Molecular Weight: 273.183
• Mol File: 1190375-91-7.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline(1190375-91-7)
• EPA Substance Registry System: N,N-dimethyl-4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]aniline(1190375-91-7)

Safety Data

• Hazardous Substances Data: 1190375-91-7(Hazardous Substances Data)

Upstream product

• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 75927-49-0 pinacol vinylboronate 
• 17573-94-3 4-ethynyl-N,N-dimethylaniline 
• 73183-34-3 bis(pinacol)diborane 
• 2124-31-4 4'-dimethylaminoacetophenone 
• 92146-68-4 4-(2-methoxyethenyl)-N,N-dimethylaniline 
• 2039-80-7 N,N-dimethy-4-vinylaniline 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 35283-06-8 3-(4-(dimethylamino)phenyl)propiolic acid 
• 586-77-6 4-bromo-N,N-dimethylaniline 

Downstream Products

• 1266052-57-6 C₁₀H₁₂IN 

Relevant articles and documents

Lithium compounds as single site catalysts for hydroboration of alkenes and alkynes

The hydroboration of alkenes and alkynes using easily accessible lithium compounds [2,6-di-tert-butyl phenolatelithium (1a) and 1,1′ dilithioferrocene (1b)] has been achieved with good yields, high functional group tolerance and excellent chemoselectivity

Electrochemical Hydroboration of Alkynes

Herein we reported the electrochemical hydroboration of alkynes by using B2Pin2 as the boron source. This unprecedented reaction manifold was applied to a broad range of alkynes, giving the hydroboration products in good to excellent yields without the need of a metal catalyst or a hydride source. This transformation relied on the possible electrochemical oxidation of an in situ formed borate. This anodic oxidation performed in an undivided cell allowed the formation of a putative boryl radical, which reacted on the alkyne.

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.

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.