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
Canonical 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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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