597988
Cyclopropylboronic acid
Sinônimo(s):
Cyclopropaneboronic acid
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About This Item
Fórmula empírica (Notação de Hill):
C3H7BO2
Número CAS:
Peso molecular:
85.90
Número MDL:
Código UNSPSC:
12352103
ID de substância PubChem:
NACRES:
NA.22
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Formulário
solid
Nível de qualidade
pf
90-95 °C (lit.)
temperatura de armazenamento
−20°C
cadeia de caracteres SMILES
OB(O)C1CC1
InChI
1S/C3H7BO2/c5-4(6)3-1-2-3/h3,5-6H,1-2H2
chave InChI
WLVKDFJTYKELLQ-UHFFFAOYSA-N
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Aplicação
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
Outras notas
Contains varying amounts of anhydride
May contain 3-5% cyclopropanol
May contain 5-10% boric acid
Palavra indicadora
Danger
Frases de perigo
Declarações de precaução
Classificações de perigo
Repr. 1B
Código de classe de armazenamento
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
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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.
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Synlett, 11, 1626-1630 (2011)
Microwave-assisted N-cyclopropylation of pyridinols with cyclopropyl boronic acid
Tambe, Y. B.; et al.
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