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Merck
모든 사진(3)

주요 문서

417556

Sigma-Aldrich

4-Fluorophenylboronic acid

≥95%

동의어(들):

(4-Fluorophenyl)boric acid, (4-Fluorophenyl)dihydroxyborane, (4-Fluorophenyl)dihydroxyboron, (p-Fluorophenyl)boric acid, 4-Fluorobenzeneboronic acid, p-Fluorobenzylboronic acid, p-Fluorophenylboronic acid, NSC 142683

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About This Item

Linear Formula:
FC6H4B(OH)2
CAS Number:
Molecular Weight:
139.92
Beilstein:
2829653
MDL number:
UNSPSC 코드:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥95%

양식

powder

mp

262-265 °C (lit.)

작용기

fluoro

SMILES string

OB(O)c1ccc(F)cc1

InChI

1S/C6H6BFO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChI key

LBUNNMJLXWQQBY-UHFFFAOYSA-N

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애플리케이션

4-Fluorophenylboronic acid can be used as a reactant in coupling reactions with arenediazonium tetrafluoroborates, iodonium salts, and iodanes. It is also used to make novel biologically active terphenyls.

It can also be used as a reactant in:
  • Suzuki coupling using microwave and triton B catalyst.
  • Pd-catalyzed direct arylation of pyrazoles with phenylboronic acids.
  • Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles.
  • Cu-catalyzed Petasis reactions.
  • Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence.
  • Ruthenium catalyzed direct arylation.
  • Rh-catalyzed asymmetric conjugate additions.
  • Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids.
  • Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions.
  • Suzuki cross-coupling of tetrabromothiophene.
  • Palladium-catalyzed addition to nitriles.

기타 정보

Contains varying amounts of anhydride

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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문서 라이브러리 방문

Suk-Ku Kang et al.
The Journal of organic chemistry, 61(14), 4720-4724 (1996-07-12)
The palladium-catalyzed cross-coupling reaction of iodinanes (iodonium salts and iodanes) with organoboron compounds to form carbon-carbon bonds was achieved at ambient temperature under aqueous conditions in the absence of base. Coupling of phenylboronic acid with diphenyliodonium tetrafluoroborate in the presence
Robin Frauenlob et al.
The Journal of organic chemistry, 77(9), 4445-4449 (2012-04-13)
We have developed a copper-catalyzed process for the coupling of aldehydes, amines, and boronic acids. This allows greater reactivity with simple aryl boronic acids and allows coupling reactions to proceed that previously failed. Initial mechanistic studies support a process involving
J J Li et al.
Journal of medicinal chemistry, 39(9), 1846-1856 (1996-04-26)
A novel series of terphenyl methyl sulfones and sulfonamides have been shown to be highly potent and selective cyclooxygenase-2 (COX-2) inhibitors. The sulfonamide analogs 17 and 21 were found to be much more potent COX-2 inhibitors and orally active anti-inflammatory
Microwave-enhanced triton B catalyzed Suzuki coupling reaction
Meshram, H. M.; et al.
Indian J. Chem. B, 51, 362-365 (2012)
Cross-coupling of arenediazonium tetrafluoroborates with arylboronic acids catalysed by palladium
Sylvain Darses, et al.
Tetrahedron Letters, 37, 3857-3860 (1996)

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