Methylboronic acid

Methylboronic acid
  • CAS No.:13061-96-6
Other grades of this product :
Methylboronic acid Basic information
Product Name:Methylboronic acid
Synonyms:METHYLBORON DIHYDROXIDE;METHYLBORONIC ACID;METHANEBORONIC ACID;CH5BO2;dihydroxy-methyl-borane;Methylboron dihydroxide, GLC Grade;Methylboronic acid ,98%;Methylboranic acid
CAS:13061-96-6
MF:CH5BO2
MW:59.86
EINECS:629-203-8
Product Categories:Piperidines ,Piperazines ,Homopiperidines;Alkyl;Substituted Boronic Acids;API intermediates;Boronic acid;Organoborons;CHIRAL CHEMICALS
Mol File:13061-96-6.mol
Methylboronic acid Chemical Properties
Melting point 91-94 °C (lit.)
Boiling point 141.7±23.0 °C(Predicted)
density 0.965±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility DMSO, Water
pka9.97±0.43(Predicted)
form Crystalline Powder
color White to off-white
Water Solubility Soluble in water.
Sensitive Hygroscopic
BRN 1731087
InChIKeyKTMKRRPZPWUYKK-UHFFFAOYSA-N
CAS DataBase Reference13061-96-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
3-10
Hazard Note Irritant/Keep Cold
HazardClass IRRITANT
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Methylboronic acid Usage And Synthesis
Chemical PropertiesWhite to light yellow crystal powde
Usessuzuki reaction
UsesMethylboronic Acid is a methylated derivative of boronic acid, a building block towards various intermediates in suzuki coupling.
UsesMethylboronic acid can be used as a reagent:
  • In the palladium-catalyzed Stille and Suzuki-Miyaura cross-couplings.
  • In the microwave-heated heterogeneous palladium (Pd)-catalytized reactions.
  • In ruthenium (Ru)-catalyzed silylation reactions
  • To prepare bis(aminotropone) titanium (Ti) catalysts for ethylene polymerizations.
  • In the enantioselective asymmetric bromoaminocyclization and bromoaminocyclization using amino-thiocarbamate catalysts.
  • To prepare common building blocks for pharmaceuticals and agrochemicals.
  • To prepare chrysin analogs by Suzuki-Miyaura coupling reactions.
  • To prepare casein kinase I inhibitors.
  • In the divergent C-H functionalizations directed by sulfonamide pharmacophores in drug discovery.
  • In the synthesis of unsymmetrical monosulfides from disulfides via copper-catalyzed coupling with boronic acids.
  • In a palladium-catalyzed coupling with enol tosylates.
  • For derivatizing many carbohydrates and biologically active compounds for GLC analysis.

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