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
Palladium-catalyzed ligand-directed oxidative functionalization of cyclopropanes
Kubota, A.; Sanford, M. S.
Synthesis, 16, 2579-2589 (2011)
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.
Tetrahedron Letters, 43, 6987-6990 (2002)
Copper-catalyzed arylation of arylboronic acids with aldehydes
Zheng, H.; et al.
Synlett, 11, 1626-1630 (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)
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