165336
Methylboronic acid
97%
Synonym(s):
Methaneboronic acid
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Linear Formula:
CH3B(OH)2
CAS Number:
Molecular Weight:
59.86
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1731087
Quality Level
assay
97%
form
solid
mp
91-94 °C (lit.)
SMILES string
CB(O)O
InChI
1S/CH5BO2/c1-2(3)4/h3-4H,1H3
InChI key
KTMKRRPZPWUYKK-UHFFFAOYSA-N
Application
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Rui Ren et al.
Talanta, 205, 120067-120067 (2019-08-28)
2,7-Naphthyridine derivatives were developed as fluorophores for the first time to design two fluorescence probes, AND-DNP and ND-DNP, which can be applied for detecting thiophenol in aqueous media. Comparing with ND-DNP, AND-DNP showed more favorable properties such as lower background
Straightforward and efficient synthesis of 3-benzyloxy-4-bromopicolinate ester and 3-benzyloxy-5-bromopicolinate ester, common building blocks for pharmaceuticals and agrochemicals
Verdelet, T.; et al.
Tetrahedron, 67, 8757-8762 (2011)
Hui-Xiong Dai et al.
Journal of the American Chemical Society, 133(18), 7222-7228 (2011-04-15)
Modern drug discovery is contingent on identifying lead compounds and rapidly synthesizing analogues. The use of a common pharmacophore to direct multiple and divergent C-H functionalizations of lead compounds is a particularly attractive approach. Herein, we demonstrate the viability of
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 165336-1G | 04061826135556 |
| 165336-5G | 04061838748652 |