597988
Cyclopropylboronic acid
Sinónimos:
Cyclopropaneboronic acid
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About This Item
Fórmula empírica (notación de Hill):
C3H7BO2
Número de CAS:
Peso molecular:
85.90
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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form
solid
mp
90-95 °C (lit.)
storage temp.
−20°C
SMILES string
OB(O)C1CC1
InChI
1S/C3H7BO2/c5-4(6)3-1-2-3/h3,5-6H,1-2H2
InChI key
WLVKDFJTYKELLQ-UHFFFAOYSA-N
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Application
Boronic acid component in a study of carbon-hydrogen bond alkylation in the presence of Pd(II), Ag(I) and benzoquinone.
Cu-mediated N-cyclopropanation
Reagent used for
Reagent used in Preparation of
- Microwave-assisted copper(II)-catalyzed N-cyclopropylation
- Nickel- and copper-catalyzed Suzuki-Miyaura coupling reaction of arenes
- Palladacycle-catalyzed Suzuki-cross coupling of aryl halides with cyclopropylboronic acid
- Palladium(0)-catalyzed cyclopropane C-H bond functionalization
- Palladium-catalyzed decarboxylative coupling
- Palladium-catalyzed ligand-directed oxidative functionalization of cyclopropanes
- Palladium-catalyzed Suzuki coupling reaction
Reagent used in Preparation of
- Diaryl ketones by arylation of arylboronic acids with aromatic aldehydes catalyzed by Cu(OTf)2 and Xantphos
- Aminothiazolylpyrrolidine-based tartrate diamides as TACE inhibitors to treat inflammatory disorders and cancer
Other Notes
Contains varying amounts of anhydride
May contain 3-5% cyclopropanol
May contain 5-10% boric acid
signalword
Danger
hcodes
Hazard Classifications
Repr. 1B
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Los clientes también vieron
A Mild Palladium-Catalyzed Suzuki Coupling Reaction of Quinoline Carboxylates with Boronic Acids
W. Li, et al.,
Advanced Synthesis & Catalysis, 353, 1671-1675 (2011)
Ni- and Cu-catalyzed coupling reactions using 2-(4,5-dihydro-1H-imidazo-2-yl)phenol as a versatile phosphine-free ligand
Haneda, S.; Sudo, K.; Hayashi, M.
Heterocycles, 84, 569-575 (2012)
Xiao Chen et al.
Journal of the American Chemical Society, 128(39), 12634-12635 (2006-09-28)
Palladium-catalyzed alkylations of sp2 and sp3 C-H bonds with either methylboroxine or alkylboronic acids were developed. Ag2O or AgCO3 is used as a crucial oxidant and promoter for the transmetalation step. Ether, ester, alcohol, and alkene functional groups are tolerated.
Copper-catalyzed arylation of arylboronic acids with aldehydes
Zheng, H.; et al.
Synlett, 11, 1626-1630 (2011)
Microwave-assisted N-cyclopropylation of pyridinols with cyclopropyl boronic acid
Tambe, Y. B.; et al.
Synthetic Communications, 42, 1341-1348 (2012)
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