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Merck
CN

597988

Cyclopropylboronic acid

Synonym(s):

Cyclopropaneboronic acid

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About This Item

Empirical Formula (Hill Notation):
C3H7BO2
CAS Number:
Molecular Weight:
85.90
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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form

solid

Quality Segment

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

Application

Reagent used for
  • 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
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

Other Notes

Contains varying amounts of anhydride
May contain 3-5% cyclopropanol
May contain 5-10% boric acid


pictograms

Health hazard

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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