597988
Cyclopropylboronic acid
Synonym(s):
Cyclopropaneboronic acid
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C3H7BO2
CAS Number:
Molecular Weight:
85.90
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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form
solid
Quality Level
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Repr. 1B
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Reaction of azoles, amides, and sulfonamides in dichloroethane with readily available cyclopropylboronic acid in the presence of copper acetate and sodium carbonate afforded the N-cyclopropyl derivatives in good to excellent yields.
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