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Merck
모든 사진(2)

Key Documents

470821

Sigma-Aldrich

4-Acetylphenylboronic acid

95%

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About This Item

Linear Formula:
CH3COC6H4B(OH)2
CAS Number:
Molecular Weight:
163.97
MDL number:
UNSPSC 코드:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

95%

mp

240-244 °C (lit.)

SMILES string

CC(=O)c1ccc(cc1)B(O)O

InChI

1S/C8H9BO3/c1-6(10)7-2-4-8(5-3-7)9(11)12/h2-5,11-12H,1H3

InChI key

OBQRODBYVNIZJU-UHFFFAOYSA-N

관련 카테고리

일반 설명

4-Acetylphenylboronic acid is a boronate, belongs to a class of synthetic organic compounds. It reacts rapidly with peroxynitrite (ONOO(-)) to form stable hydroxy derivatives. It undergoes Suzuki coupling with 4-bromotriphenylamine catalyzed by dichlorobis(triphenylphosphine)Pd(II), during the synthesis of dendrimers.

애플리케이션

4-Acetylphenylboronic acid was used in the synthesis of 4′-azidoacetophenone.
Reactant involved in:
  • Palladium-catalyzed decarboxylative coupling
  • Copper-catalyzed hydroxylation
  • Palladium-catalyzed Suzuki-Miyaura cross-coupling
  • Cross-coupling with α-bromocarbonyl compounds
  • Oxidation catalyzed by Baeyer-Villiger monooxygenases
  • 1,5-substitution reactions

기타 정보

Contains varying amounts of anhydride

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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


시험 성적서(COA)

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문서 라이브러리 방문

Kimberly D Grimes et al.
Synthesis, 2010(9), 1441-1448 (2010-06-08)
We report the copper(II)-catalyzed conversion of organoboron compounds into the corresponding azide derivatives. A systematic series of phenylboronic acid derivatives is evaluated to examine the importance of steric and electronic effects of the substituents on reaction yield as well as
Adam Sikora et al.
Free radical biology & medicine, 47(10), 1401-1407 (2009-08-19)
In this study, we show that boronates, a class of synthetic organic compounds, react rapidly and stoichiometrically with peroxynitrite (ONOO(-)) to form stable hydroxy derivatives as major products. Using a stopped-flow kinetic technique, we measured the second-order rate constants for
A New Efficient Convergent Synthesis of Conjugated Aryl-containing Dendrimers.
El-Deeb IM and Lee SH.
Bull. Korean Chem. Soc., 31(6), 1757-1760 (2010)

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