Methylboronic acid
Synonym(s):Methaneboronic acid
- CAS NO.:13061-96-6
- Empirical Formula: CH5BO2
- Molecular Weight: 59.86
- MDL number: MFCD00002105
- EINECS: 629-203-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-21 22:41:43
What is Methylboronic acid?
Chemical properties
White to light yellow crystal powde
The Uses of Methylboronic acid
Methylboronic Acid is a methylated derivative of boronic acid, a building block towards various intermediates in suzuki coupling.
The Uses of Methylboronic acid
suzuki reaction
The Uses of Methylboronic acid
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.
What are the applications of Application
Methylboronic acid is a reagent for derivatizing many carbohydrates and biologically active compounds
Properties of Methylboronic acid
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 |
form | Crystalline Powder |
pka | 9.97±0.43(Predicted) |
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 |
CAS DataBase Reference | 13061-96-6(CAS DataBase Reference) |
Safety information for Methylboronic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Methylboronic acid
InChIKey | KTMKRRPZPWUYKK-UHFFFAOYSA-N |
SMILES | CB(O)O |
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