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

pka

9.97±0.43(Predicted)

form 

Crystalline Powder

color 

White to off-white

Water Solubility 

Soluble in water.

Sensitive 

Hygroscopic

BRN 

1731087

InChI

InChI=1S/CH5BO2/c1-2(3)4/h3-4H,1H3

InChIKey

KTMKRRPZPWUYKK-UHFFFAOYSA-N

SMILES

CB(O)O

CAS DataBase Reference

13061-96-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

3-10

Hazard Note 

Irritant/Keep Cold

HazardClass 

IRRITANT

HS Code 

29319090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Methylboronic acid Usage And Synthesis

Chemical Properties

White to light yellow crystal powde

Uses

suzuki reaction

Uses

Methylboronic Acid is a methylated derivative of boronic acid, a building block towards various intermediates in suzuki coupling.

Uses

Methylboronic 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.

Methylboronic acid(13061-96-6)Related Product Information

• Zinc borate
• Citric acid
• Hyaluronic acid
• Folic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Stearic acid
• Phenylboronic acid
• 2-Bromo-4-(methoxycarbonyl)-5-methyl-1,3-thiazole
• 2-Methylsuccinic acid
• Ascoric Acid
• 3,5-Bis(trifluoromethyl)benzeneboronic acid
• 4-Bromophenylboronic acid
• 3-Aminobenzeneboronic acid hemisulfate salt
• 4-Chlorophenylboronic acid
• 3-Nitrophenylboronic acid
• 3-Methoxyphenylboronic acid
• Allylboronic acid pinacol ester
• 1-Naphthylboronic acid