91994-11-5

Basic information

• Product Name: 1,3,2-Dioxaborinane, 5,5-dimethyl-2-(2-methylphenyl)-
• CAS NO: 91994-11-5
• Molecular Formula: C12H17BO2
• Molecular Weight: 204.077
• Mol File: 91994-11-5.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: 1,3,2-Dioxaborinane, 5,5-dimethyl-2-(2-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Dioxaborinane, 5,5-dimethyl-2-(2-methylphenyl)-(91994-11-5)
• EPA Substance Registry System: 1,3,2-Dioxaborinane, 5,5-dimethyl-2-(2-methylphenyl)-(91994-11-5)

Safety Data

• Hazardous Substances Data: 91994-11-5(Hazardous Substances Data)

Usage

General Description

1,3,2-Dioxaborinane, 5,5-dimethyl-2-(2-methylphenyl)-, also known as a boronic acid pinacol ester, is a chemical compound that is commonly used in organic synthesis and pharmaceutical research. It is a boron-containing compound with a cyclic structure, and its unique properties make it useful as a building block for creating other complex organic molecules. It is often used as a reagent in Suzuki-Miyaura cross-coupling reactions, which are important in the synthesis of pharmaceuticals, agrochemicals, and materials science. Additionally, it has been studied for potential applications as a fluorescent label for biological imaging and as a catalyst in organic reactions.

Upstream product

• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 1009-01-4 2-methylphenyl methanesulfonate 
• 615-37-2 ortho-methylphenyl iodide 
• 95-49-8 2-methylchlorobenzene 
• 529-19-1 2-Methylbenzonitrile 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 118-90-1 ortho-methylbenzoic acid 
• 5097-05-2 2,2′-sulfinylbis(methylbenzene) 
• 932-31-0 ortho-tolylmagnesium bromide 
• 4250-48-0 (2-methylphenyl)dichloroborane 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 95-46-5 2-methylphenyl bromide 
• 209287-67-2 tris(o-tolyl)antimony diacetate 
• 7305-06-8 2-methyl-Ν,Ν-dimethylcarbamoyl phenolate 

Downstream Products

• 72292-01-4 (2-(2-methylphenyl)ethene-1,1-diyl)dibenzene 
• 65382-88-9 o-toluic acid n-butyl ester 
• 1595-10-4 1-n-hexyl-2-methylbenzene 
• 76646-59-8 2-phenyl-6-(o-tolyl)pyridine 
• 10273-89-9 2-(2-methylphenyl)pyridine 
• 6863-97-4 N,N-diisopropyl(2-methylphenyl)amine 
• 10219-30-4 N-(tert-butyl)-2-methylaniline 
• 131-58-8 2-Methylbenzophenone 
• 118-90-1 ortho-methylbenzoic acid 

Relevant articles and documents

Ni-Catalyzed Borylation of Aryl Sulfoxides

A nickel/N-heterocyclic carbene (NHC) catalytic system has been developed for the borylation of aryl sulfoxides with B2(neop)2 (neop=neopentyl glycolato). A wide range of aryl sulfoxides with different electronic and steric properties were converted into the corresponding arylboronic esters in good yields. The regioselective borylation of unsymmetric diaryl sulfoxides was also feasible leading to borylation of the sterically less encumbered aryl substituent. Competition experiments demonstrated that an electron-deficient aryl moiety reacts preferentially. The origin of the selectivity in the Ni-catalyzed borylation of electronically biased unsymmetrical diaryl sulfoxide lies in the oxidative addition step of the catalytic cycle, as oxidative addition of methoxyphenyl 4-(trifluoromethyl)phenyl sulfoxide to the Ni(0) complex occurs selectively to give the structurally characterized complex trans-[Ni(ICy)2(4-CF3-C6H4){(SO)-4-MeO-C6H4}] 4. For complex 5, the isomer trans-[Ni(ICy)2(C6H5)(OSC6H5)] 5-I was structurally characterized in which the phenyl sulfinyl ligand is bound via the oxygen atom to nickel. In solution, the complex trans-[Ni(ICy)2(C6H5)(OSC6H5)] 5-I is in equilibrium with the S-bonded isomer trans-[Ni(ICy)2(C6H5)(SOC6H5)] 5, as shown by NMR spectroscopy. DFT calculations reveal that these isomers are separated by a mere 0.3 kJ/mol (M06/def2-TZVP-level of theory) and connected via a transition state trans-[Ni(ICy)2(C6H5)(η2-{SO}-C6H5)], which lies only 10.8 kcal/mol above 5.

Ruthenium-Catalyzed Carbonylative Coupling of Anilines with Organoboranes by the Cleavage of Neutral Aryl C-N Bond

Herein, we report the first ruthenium-catalyzed Suzuki-type carbonylative reaction of electronically neutral anilines via C(aryl)-N bond cleavage. Without any ligand and base, diaryl ketones can be obtained in moderate to high yields by using Ru3/su

Palladium-catalysed reactions of conjugated enyne oxiranes with organoborons: A diastereoselective method of the synthesis of 2,4,5-trienol derivatives

A palladium-catalysed reaction of conjugated enyne oxiranes with organoboron reagents is described. This method allows aryl-substituted vinylallenes containing a hydroxyl group on the allylic position to be synthesized, with good diastereomeric ratios, un