Methylboronic Acid
Product Information
Molecular Formula
CH5O2B
Molecular Weight
59.86
Description
Reagent used for: Palladium-catalyzed Stille and Suzuki-Miyaura cross-couplings; Microwave-heated heterogeneous Palladium (Pd)-catalytized reactions; Ruthenium (Ru)-catalyzed silylation reactions; Bis(aminotropone) Titanium (Ti) catalysts for ethylene polymerizations; Enantioselective asymmetric bromoaminocyclization and bromoaminocyclization using amino-thiocarbamate catalystsReagent used in Preparation of; Common building blocks for pharmaceuticals and agrochemicals; Chrysin analogs by Suzuki-Miyaura coupling reactions; Casein kinase I inhibitors; Divergent C-H functionalizations directed by sulfonamide pharmacophores in drug discovery.
Synonyms
methylboronic acid; methylboronic acid
IUPAC Name
methylboronic acid
SMILES
B(C)(O)O
InChI
InChI=1S/CH5BO2/c1-2(3)4/h3-4H,1H3
InChI Key
KTMKRRPZPWUYKK-UHFFFAOYSA-N
Boiling Point
141.7 °C at 760 mmHg
Melting Point
91-94 °C (lit.)
Flash Point
Not applicable
Purity
97 %
Density
0.965 g/cm3
LogP
-0.91100
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
60.0382596 g/mol
Monoisotopic Mass
60.0382596 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
4
Formal Charge
0
Complexity
13.5
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2016058758-A1 | Syk inhibitors | 2014-07-14 |
| US-2016009706-A1 | Quinuclidines for modulating alpha 7 activity | 2014-07-11 |
| US-9434724-B2 | Quinuclidines for modulating alpha 7 activity | 2014-07-11 |
| WO-2015200677-A2 | Prmt5 inhibitors and uses thereof | 2014-06-25 |
| WO-2015193846-A1 | Substituted indazole compounds as irak4 inhibitors | 2014-06-20 |
| WO-2015193781-A1 | Powdered fertilizer for supplementing boron deficiency in plants, fertilizing composition and use thereof | 2014-06-17 |
| WO-2015192981-A1 | Novel compounds as dual inhibitors of histone methyltransferases and dna methyltransferases | 2014-06-16 |
| WO-2015191630-A1 | Metabotropic glutamate receptor negative allosteric modulators (nams) and uses thereof | 2014-06-10 |
| WO-2015179893-A1 | A therapeutic protocol for treating ovarian cancer | 2014-05-30 |
| WO-2015165808-A1 | Coating method for surfaces in chemical installations | 2014-04-29 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22446752 | 2012-06-15 | The spectroscopic (FTIR, FT-Raman, NMR and UV), first-order hyperpolarizability and HOMO-LUMO analysis of methylboronic acid | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy |
| 22170941 | 2012-03-01 | Biosynthesis of a cholesterol-derived brassinosteroid, 28-norcastasterone, in Arabidopsis thaliana | Journal of experimental botany |
| 21961532 | 2011-11-18 | Palladium-catalyzed coupling of arene C-H bonds with methyl- and arylboron reagents assisted by the removable 2-pyridylsulfinyl group | The Journal of organic chemistry |
| 21302930 | 2011-03-10 | 8-Azatetracyclines: synthesis and evaluation of a novel class of tetracycline antibacterial agents | Journal of medicinal chemistry |
| 22355232 | 2011-01-01 | Optimization of Benzoisothiazole dioxide inhibitory activity of the NS5B polymerase of HCV genotype 4 using ligand-steered homological modeling, reaction-driven scaffold-hopping and Enovo workflow | Bioinformation |
| 20919728 | 2010-11-01 | Boronic acid flux synthesis and crystal growth of uranium and neptunium boronates and borates: a low-temperature route to the first neptunium(V) borate | Inorganic chemistry |
| 20666397 | 2010-08-15 | Development of a compound-specific carbon isotope analysis method for 2-methyltetrols, biomarkers for secondary organic aerosols from atmospheric isoprene | Analytical chemistry |
| 20486258 | 2010-06-15 | Determination of the stable carbon isotopic compositions of 2-methyltetrols in ambient aerosols from the Changbai Mountains | Rapid communications in mass spectrometry : RCM |
| 19786042 | 2010-01-01 | Preparation and synthetic application of partially protected brassinosteroids | Steroids |
| 19775945 | 2009-11-01 | [13C] GC-C-IRMS analysis of methylboronic acid derivatives of glucose from liver glycogen after the ingestion of [13C] labeled tracers in rats | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences |
