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646598

Sigma-Aldrich

Cyclobutylboronic acid

≥95.0%

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About This Item

Empirical Formula (Hill Notation):
C4H9BO2
CAS Number:
849052-26-2
Molecular Weight:
99.92
MDL number:
MFCD06798108
UNSPSC Code:
12352103
PubChem Substance ID:
24883473
NACRES:
NA.22

Quality Level

100

Assay

≥95.0%

form

solid

mp

118-123 °C (lit.)

storage temp.

2-8°C

SMILES string

OB(O)C1CCC1

InChI

1S/C4H9BO2/c6-5(7)4-2-1-3-4/h4,6-7H,1-3H2

InChI key

MIUALDDWOKMYDA-UHFFFAOYSA-N

Related Categories

Application

  • Reagent used in palladium-catalyzed arylation and alkylation of diphenylisoxazole with boronic acids via C-H activated isoxazole palladacycle intermediate

  • Reagent used in the preparation of cyclobutyl arenes and heteroarenes via palladium catalyzed Suzuki-Miyaura cross-coupling reaction of potassium cyclobutyltrifluoroborate intermediate with aryl and heteroaryl chlorides

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL3412
SHBG1656V
SHBD6995V
SHBD1651V
SHBC6054V

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Palladium-Catalyzed Arylation and Alkylation of 3,5-Diphenylisoxazole with Boronic Acids via C-H Activation
J. Chu, et al.,
Organometallics, 27, 5173-5176 (2008)
Gary A Molander et al.
The Journal of organic chemistry, 73(19), 7481-7485 (2008-09-02)
Suitable conditions were found for the Suzuki-Miyaura cross-coupling reaction of potassium cyclopropyl- and cyclobutyltrifluoroborates with aryl chlorides. Both of these secondary alkyl trifluoroborates coupled in moderate to excellent yield with electron-rich, electron-poor, and hindered aryl chlorides to give a variety

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