15961-35-0

Basic information

• Product Name: 4,4,6-TRIMETHYL-2-PHENYL-1,3,2-DIOXABORINANE
• Synonyms: PHENYLBORONIC ACID, HEXYLENE GLYCOL CYCLIC ESTER;4,4,6-TRIMETHYL-2-PHENYL-1,3,2-DIOXABORINANE;2-PHENYL-4,4,6-TRIMETHYL-1,3,2-DIOXABORINATE;BENZENEBORONIC ACID-1,1,3-TRIMETHYLTRIMETHYLENE ESTER;2-Phenyl-4,4,6-trimethyl-1,3,2-dioxaborinane;Benzeneboronic acid, hexylene glycol ester
• CAS NO: 15961-35-0
• Molecular Formula: C₁₂H₁₇BO₂
• Molecular Weight: 204.07
• Mol File: 15961-35-0.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4,6-TRIMETHYL-2-PHENYL-1,3,2-DIOXABORINANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,6-TRIMETHYL-2-PHENYL-1,3,2-DIOXABORINANE(15961-35-0)
• EPA Substance Registry System: 4,4,6-TRIMETHYL-2-PHENYL-1,3,2-DIOXABORINANE(15961-35-0)

Safety Data

• Hazardous Substances Data: 15961-35-0(Hazardous Substances Data)

Usage

General Description

4,4,6-Trimethyl-2-phenyl-1,3,2-dioxaborinane is a chemical compound with the molecular formula C11H15BO2. It is a boron-containing heterocyclic compound that is commonly used in organic synthesis as a reagent for the introduction of boron functional groups. 4,4,6-TRIMETHYL-2-PHENYL-1,3,2-DIOXABORINANE is often utilized as a building block in the preparation of various pharmaceuticals, agrochemicals, and materials. 4,4,6-Trimethyl-2-phenyl-1,3,2-dioxaborinane is also used as a ligand in organometallic catalysis reactions due to its ability to form stable complexes with transition metals. Overall, this chemical plays an important role in the field of organic chemistry and has various applications in the synthesis of important compounds.

Upstream product

• 107-41-5 2-methyl-2,4-pentanediol 
• 2848-16-0 diphenyldiboronic acid 
• 591-50-4 iodobenzene 
• 10199-14-1 4,4,6-trimethyl-1,3,2-dioxaborinane 
• 108-86-1 bromobenzene 
• 61676-61-7 2-isopropoxy-4,4,6-trimethyl-[1,3,2] dioxaborinane 
• 100-58-3 phenylmagnesium bromide 
• 230299-21-5 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane)bis(hexyleneglycolato)diboron 
• 1538-62-1 triphenylantimony(V) diacetate 
• 98-80-6 phenylboronic acid 
• 109674-45-5 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 
• 28249-75-4 2-phenyl-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one 
• 14190-17-1 diphenyliodonium acetate 
• 1483-72-3 diphenyliodonium chloride 

Downstream Products

• 26939-18-4 2,4,4,6-tetramethyl-5,6-dihydro-4H-1,3-oxazine 
• 92-91-1 biphenyl-4-acetaldehyde 
• 2920-38-9 4-cyano-1,1'-biphenyl 
• 6301-56-0 ethyl 4-phenylbenzoate 
• 1008-88-4 3-phenylpyridine 
• 632-50-8 1,1,2,2-tetraphenylethane 
• 28567-35-3 (tert-butoxymethylene)dibenzene 
• 92-52-4 biphenyl 
• 101-81-5 Diphenylmethane 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 620-47-3 1-methyl-3-(phenylmethyl)-benzene 
• 713-36-0 2-benzyltoluene 
• 29921-41-3 (o-benzyl)chlorobenzene 
• 6639-40-3 1,2-bis(2-chlorophenyl)ethane 

Relevant articles and documents

Unreactive C-N Bond Activation of Anilines via Photoinduced Aerobic Borylation

Unreactive C-N bond activation of anilines was achieved by photoinduced aerobic borylation. A diverse range of tertiary and secondary anilines were converted to aryl boronate esters in moderate to good yields with wide functional group tolerance under simple and ambient photochemical conditions. This transformation achieved the direct and facile C-N bond activation of unreactive anilines, providing a convenient and practical route transforming widely available anilines into useful aryl boronate esters.

Nickel-catalysed decarbonylative borylation of aroyl fluorides

The first Ni(cod)2/PPh3 catalyst system has been established for decarbonylative borylation of aroyl fluorides with bis(pinacolato)diboron. A wide range of functional groups in the substrates were well tolerated. The ease of access of the starting aroyl fluorides indicates that these results might become an alternative to the existing decarbonylation events.

Tris(trimethylsilyl)silylboronate Esters: Novel Bulky, Air- and Moisture-Stable Silylboronate Ester Reagents for Boryl Substitution and Silaboration Reactions

New, bulky tris(trimethylsilyl)silylboronate pinacol and hexylene glycol esters ((TMS)3Si-B(pin) and (TMS)3Si-B(hg)) were prepared in 46 and 61% yields, respectively, by the reaction of tris(trimethylsilyl)silylpotassium with the corresponding boron electrophiles. Notably, these silylboronate esters exhibited high stability to air and silica gel and were applied to the transition-metal-free boryl substitution of aryl halides, providing the desired borylated products in high yields with excellent B:Si ratios (up to 96% yield, B/Si = 99/1). These new silylboronate esters were also applied to a sequential borylation/cross-coupling process with various aryl halides, as well as the base-mediated silaboration of styrene.