23894-82-8

Usage

Uses

Used in Organic Synthesis:
1,3,2-Dioxaborinane, 4,4,6-trimethylis used as a reagent in organic synthesis for its ability to participate in various chemical reactions, such as the formation of carbon-carbon and carbon-heteroatom bonds. Its high reactivity makes it a valuable building block for synthesizing a wide range of organic compounds.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, 1,3,2-Dioxaborinane, 4,4,6-trimethylis used as a key component in the synthesis of various drugs. Its versatility and reactivity contribute to the development of new and innovative pharmaceuticals.
Used in Agrochemical Production:
1,3,2-Dioxaborinane, 4,4,6-trimethylis also utilized in the production of agrochemicals, where it plays a crucial role in the synthesis of compounds used in agriculture to protect crops and enhance yields.
Used in Advanced Materials Development:
This chemical compound is employed in the development of advanced materials, where its unique properties and reactivity contribute to the creation of new materials with specialized applications.
Laboratory Safety:
Due to its low toxicity, 1,3,2-Dioxaborinane, 4,4,6-trimethylis considered relatively safe for handling and use in laboratory settings, making it a preferred choice for researchers and chemists working with reactive compounds.

Upstream product

• 14697-50-8 4,4,6,4',4',6'-hexamethyl-2,2'-oxy-bis-[1,3,2]dioxaborinane 
• 100-89-0 tris{2-methyl pentane diol(2.4)ato}diborane 
• 107-41-5 2-methyl-2,4-pentanediol 
• 13292-87-0 dimethylsulfide borane complex 
• 230299-21-5 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron 
• 1333-74-0 hydrogen 
• 19287-45-7 diborane 
• 52137-80-1 2-chlor-4,4,6-trimethyl-1,3,2-dioxaborinane 

Downstream Products

• 10200-93-8 2-cyclohexyl-4,4,6-trimethyl-[1,3,2]dioxaborinane 
• 934558-32-4 4-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)phenylamine 
• 934558-37-9 2-(2-methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane 
• 934558-31-3 2-(4-methoxyphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane 
• 100-66-3 methoxybenzene 
• 15961-35-0 4,4,6-trimethyl-2-phenyl-[1,3,2]dioxaborinane 
• 60806-00-0 4,4,6-trimethyl-2-styryl-[1,3,2]dioxaborinane 
• 308123-78-6 2-(dimethylphenylsilyl)-4,4,6-trimethyl-1,3,2-dioxaborinane 
• 91-20-3 naphthalene 
• 1260068-92-5 4,4,6-trimethyl-2-naphthalen-2-yl[1,3,2]dioxaborinane 
• 1092060-77-9 2-(4-methylphenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane 
• 119-61-9 benzophenone 
• 1260068-93-6 C₁₉H₂₁BO₃ 
• 93-58-3 benzoic acid methyl ester 

Relevant academic research and scientific papers

A highly efficient cobalt-catalyzed deuterogenolysis of diboron: Synthesis of deuterated pinacolborane and vinylboronates

Highly efficient hydrogenolysis and deuterogenolysis of diboron compounds have been realized by the use of a cobalt catalyst, affording TON up to 48201. Furthermore, a one-pot two-step procedure comprising sequential deuterogenolysis of diboron and deuteroboration of alkynes under the same cobalt catalyst has been developed for the efficient, atom-economical synthesis of deuterated vinylboronates with high deuterium incorporation and excellent regio- and stereoselectivity.

A process for preparing a diboron ester (by machine translation)

The invention discloses a process for preparing a diboron ester. Borane complexes and corresponding diol reaction and produce corresponding mellow borane, the iron then took place in the presence of catalyst to self-coupling forming a diboron ester. Short synthesis steps of the method, high safety, mild reaction conditions, suitable for many kinds of a diboron ester synthesis. (by machine translation)

γ-Selective directed catalytic asymmetric hydroboration of 1,1-disubstituted alkenes

Directed catalytic asymmetric hydroborations of 1,1-disubstituted alkenes afford γ-dioxaborato amides and esters in high enantiomeric purity (90-95% ee). The Royal Society of Chemistry 2012..

Catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides: Striking influence of the borane

Subtle differences in the structure of the borane strongly influence the catalytic efficiency and level of enantioselectivity in the catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides.

PROCESS FOR PRODUCING 1,3,2-DIOXABORINANE COMPOUNDS

A process for producing a 1,3,2-dioxaborinane compound of the general formula (I) in which each R individually is selected from the group consisting of H and C1-8-alkyl, by reacting a diol of the general formula (II) [in-line-formulae]HO—CRR—CRR—CRR—OH ??(II)[/in-line-formulae]with diborane is performed without using a solvent.

Efficient borylation of reactive aryl halides with MPBH (4,4,6-trimethyl-1,3,2-dioxaborinane)

The combination of 4,4,6-trimethyl-1,3,2-dioxaborinane, a particularly stable and inexpensive borylation reagent, and Buchwalds palladium catalyst provides a simple, fast, cost-effective borylation of electron-rich, reactive iodides, bromides, and triflates to produce stable, easily purified boronic esters. Georg Thieme Verlag Stuttgart New York.

Improved preparation of 4,6,6-trimethyl-1,3,2-dioxaborinane and its use in a simple [PdCl2(TPP)2]-catalyzed borylation of aryl bromides and iodides

We describe a convenient preparation of 4,6,6-trimethyl-1,3,2-dioxaborinane (MethylPentaneDiolBorane, MPBH) and demonstrate that it is an excellent reagent for the [PdCl2(PPh3)2]-catalyzed borylation of aryl bromides and iodides. The corresponding boronic esters undergo rapid Suzuki coupling reactions in the presence of cesium fluoride. Thus, MPBH is an excellent alternative to pinacolborane for Pd-catalyzed borylation and cross-coupling reactions. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Methylpentanediolborane: Easy access to new air- and chromatography-stable, highly functionalized vinylboronates

(Chemical Equation Presented) Methylpentanediolborane (MPBH) 1 can be prepared easily by reaction of hexyleneglycol with BH3/ DMS or B 2H6 generated from NaBH4 and I2. MPBH hydroborates stereo- and re

4,4,6-Trimethyl-1,3,2-dioxaborinane: A practical reagent for palladium-catalyzed borylation of aryl halides

The palladium-catalyzed borylation of aryl iodides with 4,4,6-trimethyl-1,3,2-dioxaborinane is described. The mild reaction conditions employed allow for aryl iodides with a wide variety of functional groups to be tolerated. The products of this borylation were coupled with aryl halides to give biaryls in good yields. Georg Thieme Verlag Stuttgart.