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Merck
모든 사진(2)

주요 문서

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597988

Sigma-Aldrich

Cyclopropylboronic acid

동의어(들):

Cyclopropaneboronic acid

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모든 사진(2)

About This Item

실험식(Hill 표기법):
C3H7BO2
CAS Number:
411235-57-9
Molecular Weight:
85.90
MDL number:
MFCD04038750
UNSPSC 코드:
12352103
PubChem Substance ID:
24881728
NACRES:
NA.22

양식

solid

Quality Level

100

mp

90-95 °C (lit.)

저장 온도

−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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애플리케이션

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
  • 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

기타 정보

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

픽토그램

Health hazard
GHS08

신호어

Danger

유해 및 위험 성명서

H360FD

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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시험 성적서(COA)

Lot/Batch Number
SHBM7576
SHBM6559
SHBL4069
SHBK2662
SHBJ8245

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문서 라이브러리 방문

A Mild Palladium-Catalyzed Suzuki Coupling Reaction of Quinoline Carboxylates with Boronic Acids
W. Li, et al.,
Advanced Synthesis & Catalysis, 353, 1671-1675 (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)
Xiao Chen et al.
Journal of the American Chemical Society, 128(39), 12634-12635 (2006-09-28)
Palladium-catalyzed alkylations of sp2 and sp3 C-H bonds with either methylboroxine or alkylboronic acids were developed. Ag2O or AgCO3 is used as a crucial oxidant and promoter for the transmetalation step. Ether, ester, alcohol, and alkene functional groups are tolerated.
Copper-catalyzed arylation of arylboronic acids with aldehydes
Zheng, H.; et al.
Synlett, 11, 1626-1630 (2011)
Microwave-assisted N-cyclopropylation of pyridinols with cyclopropyl boronic acid
Tambe, Y. B.; et al.
Synthetic Communications, 42, 1341-1348 (2012)
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