5980-97-2 Usage
Description
2,4,6-Trimethylphenylboronic acid is an organic compound with the molecular formula C9H13BO2. It is an off-white crystalline solid that is commonly used as a reagent in various chemical reactions due to its unique chemical properties.
Uses
Used in Suzuki Reaction:
2,4,6-Trimethylphenylboronic acid is used as a reactant in the Suzuki reaction for the formation of carbon-carbon bonds. The Suzuki-Miyaura coupling is a widely employed method in organic chemistry for the synthesis of biaryl compounds, which are important structural elements in many pharmaceuticals, agrochemicals, and materials.
Used in Cross-coupling with α-bromocarbonyl compounds or 2,6-disubstituted bromoarenes:
2,4,6-Trimethylphenylboronic acid is used as a reactant in cross-coupling reactions with α-bromocarbonyl compounds or 2,6-disubstituted bromoarenes. These reactions are crucial for the synthesis of complex organic molecules and have applications in the development of new drugs and advanced materials.
Used in Synthesis of Biphenyl Arsine Ligands:
2,4,6-Trimethylphenylboronic acid is used as a starting material in the synthesis of biphenyl arsine ligands. These ligands are essential components in various homogeneous catalysts, which are used in a range of chemical reactions, including hydrogenation, hydroformylation, and olefin polymerization.
Used in Addition Reactions to Naphthyridine N-oxides or β-aryloxyacrylates:
2,4,6-Trimethylphenylboronic acid is used as a reactant in addition reactions with naphthyridine N-oxides or β-aryloxyacrylates. These reactions are important for the synthesis of complex heterocyclic compounds, which have potential applications in the pharmaceutical and agrochemical industries.
Check Digit Verification of cas no
The CAS Registry Mumber 5980-97-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,8 and 0 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 5980-97:
(6*5)+(5*9)+(4*8)+(3*0)+(2*9)+(1*7)=132
132 % 10 = 2
So 5980-97-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H13BO2/c1-6-4-7(2)9(10(11)12)8(3)5-6/h4-5,11-12H,1-3H3
5980-97-2Relevant articles and documents
Magnesium promoted autocatalytic dehydrogenation of amine borane complexes: A reliable, non-cryogenic, scalable access to boronic acids
Marciasini, Ludovic D.,Richard, Jimmy,Cacciuttolo, Bastien,Sartori, Guillaume,Birepinte, Melodie,Chabaud, Laurent,Pinet, Sandra,Pucheault, Mathieu
, p. 164 - 171 (2018/12/05)
Owing to the unusual reactivity of dialkylamine-borane complexes, a methodology was developed to simply access boronic acids. The intrinsic instability of magnesium aminoborohydride was tweaked into a tandem dehydrogenation borylation sequence. Proceeding via an autocatalytic cycle, amineborane dehydrogenation was induced by a variety of Grignard reagents. Overall, addition of the organomagnesium species onto specially designed dialkylamine-borane complexes led to a variety of boronic acids in high yields. In addition, the reaction can be performed under Barbier conditions, on a large scale.
Correlating electronic and catalytic properties of frustrated Lewis pairs for imine hydrogenation
Dorkó, éva,Kótai, Bianka,F?ldes, Tamás,Gy?m?re, ádám,Pápai, Imre,Soós, Tibor
supporting information, p. 258 - 262 (2017/09/12)
Combined computational and experimental work to probe Lewis acidity of some boranes to be used in FLP hydrogenation. Gutmann-Beckett method of estimating Lewis acidity has limited capacity for sterically congested boranes. Calculated hydride affinity is a more appropriate tool for gauging Lewis acidity and correlate their FLP hydrogenation utility.
Highly efficient one-pot access to functionalized arylboronic acids via noncryogenic bromine/magnesium exchanges
Leermann, Timo,Leroux, Frederic R.,Colobert, Francoise
supporting information; experimental part, p. 4479 - 4481 (2011/10/09)
A general and convenient protocol for the electrophilic borylation of aryl Grignard reagents prepared from arylbromides by direct insertion of magnesium in the presence of LiCl or by Mg/Br exchange with iPrMgCl?LiCl has been developed. Various aryl boronic acids were synthesized in a straightforward manner in excellent yields at 0 °C.
