597988
Cyclopropylboronic acid
Synonym(s):
Cyclopropaneboronic acid
Sign Into View Organizational & Contract Pricing
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
Recommended Products
![[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)](/deepweb/assets/sigmaaldrich/product/structures/130/734/8846aa26-1858-458a-998d-8c306c13bf0f/640/8846aa26-1858-458a-998d-8c306c13bf0f.png)
![[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane](/deepweb/assets/sigmaaldrich/product/structures/825/986/4317978b-1256-4c82-ab74-6a6a3ef948b1/640/4317978b-1256-4c82-ab74-6a6a3ef948b1.png)
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
Looking for similar products? Visit Product Comparison Guide
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
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.
Customers Also Viewed
Sébastien Bénard et al.
The Journal of organic chemistry, 73(16), 6441-6444 (2008-07-10)
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.
Palladium-catalyzed ligand-directed oxidative functionalization of cyclopropanes
Kubota, A.; Sanford, M. S.
Synthesis, 16, 2579-2589 (2011)
Tetrahedron Letters, 43, 6987-6990 (2002)
Microwave-assisted N-cyclopropylation of pyridinols with cyclopropyl boronic acid
Tambe, Y. B.; et al.
Synthetic Communications, 42, 1341-1348 (2012)
Facile synthesis of aryl(het)cyclopropane catalyzed by palladacycle
Zhang, M.; et al.
Tetrahedron, 68, 900-905 (2012)
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service