646598
Cyclobutylboronic acid
≥95.0%
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About This Item
Empirical Formula (Hill Notation):
C4H9BO2
CAS Number:
Molecular Weight:
99.92
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Quality Level
assay
≥95.0%
form
solid
mp
118-123 °C (lit.)
storage temp.
2-8°C
SMILES string
OB(O)C1CCC1
InChI
1S/C4H9BO2/c6-5(7)4-2-1-3-4/h4,6-7H,1-3H2
InChI key
MIUALDDWOKMYDA-UHFFFAOYSA-N
Application
- Reagent used in palladium-catalyzed arylation and alkylation of diphenylisoxazole with boronic acids via C-H activated isoxazole palladacycle intermediate
- Reagent used in the preparation of cyclobutyl arenes and heteroarenes via palladium catalyzed Suzuki-Miyaura cross-coupling reaction of potassium cyclobutyltrifluoroborate intermediate with aryl and heteroaryl chlorides
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Palladium-Catalyzed Arylation and Alkylation of 3,5-Diphenylisoxazole with Boronic Acids via C-H Activation
J. Chu, et al.,
Organometallics, 27, 5173-5176 (2008)
Gary A Molander et al.
The Journal of organic chemistry, 73(19), 7481-7485 (2008-09-02)
Suitable conditions were found for the Suzuki-Miyaura cross-coupling reaction of potassium cyclopropyl- and cyclobutyltrifluoroborates with aryl chlorides. Both of these secondary alkyl trifluoroborates coupled in moderate to excellent yield with electron-rich, electron-poor, and hindered aryl chlorides to give a variety
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 646598-500MG | 04061832730363 |
| 646598-2G | 04061832711980 |