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Merck
모든 사진(2)

주요 문서

473790

Sigma-Aldrich

trans-2-Phenylvinylboronic acid

97%

동의어(들):

(E)-2-phenyl-Etheneboronic acid, (E)-Phenylethenylboronic acid, (E)-Styreneboronic acid, (E)-Styrylboronic acid, trans-(2-Phenylethenyl)boronic acid, trans-Phenylvinyl boronic acid

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5 G
₩249,081
25 G
₩456,649

₩249,081


출고 가능일2025년 3월 28일세부사항


벌크 견적 요청

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보기 변경
5 G
₩249,081
25 G
₩456,649

About This Item

Linear Formula:
C6H5CH=CHB(OH)2
CAS Number:
Molecular Weight:
147.97
MDL number:
UNSPSC 코드:
12352103
PubChem Substance ID:
NACRES:
NA.22

₩249,081


출고 가능일2025년 3월 28일세부사항


벌크 견적 요청

분석

97%

mp

146-156 °C (lit.)

작용기

phenyl

SMILES string

OB(O)\C=C\c1ccccc1

InChI

1S/C8H9BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7,10-11H/b7-6+

InChI key

VKIJXFIYBAYHOE-VOTSOKGWSA-N

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애플리케이션

Reagent used for
  • Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions[1]
  • Rhodium (Rh)-catalyzed intramolecular amination of aryl azides[2]
  • Diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction[3]
  • Copper (Cu)-mediated cyanation[4]
  • Rhodium (Rh)-catalyzed asymmetric addition[5]
  • Diastereoselective synthesis via iridium (Ir)-catalyzed addition[6]
  • Palladium (Pd)-catalyzed cascade cyclization[7]

Reagent used in Preparation of
  • Optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction[8]
  • Amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization[9]

기타 정보

Contains varying amounts of anhydride

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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1 of 1

Rebecca L Greenaway et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(51), 14366-14370 (2011-11-25)
Cascade reactions: A modular assembly of azabicycles by using a cascade cyclization/Suzuki coupling/6π-electrocyclization of bromoenynamides is reported. The reaction offers a wide substituent scope on the bicyclic aminodiene products, which can be selectively oxidized as a general approach to aromatic
Diastereoselective synthesis of tetrahydroquinolines via a palladium-catalyzed Heck-Suzuki cascade reaction
Wilson, J. E.
Tetrahedron Letters, 53, 2308-2311 (2012)
Ligand Effects on the Stereochemical Outcome of Suzuki-Miyaura Couplings
Lu, G-P.; et al.
The Journal of Organic Chemistry, 77, 370-3703 (2012)
Tomohiro Iwai et al.
Journal of the American Chemical Society, 134(2), 1268-1274 (2011-12-14)
Iridium complexes show high catalytic activity in intermolecular additions of acid chlorides to terminal alkynes to afford valuable (Z)-β-chloro-α,β-unsaturated ketones. Ligands in the catalytic system play a crucial role in this reaction. An N-heterocyclic carbene (NHC) is an efficient ligand
Xiangqing Feng et al.
Organic letters, 14(2), 624-627 (2012-01-12)
This paper describes a Rh(I)-catalyzed highly efficient and enantioselective 1,2-addition of arylboronic acids to α-diketones with the use of a simple sulfur-alkene hybrid ligand. With as low as a 0.1 mol % catalyst loading, a variety of optically active α-hydroxyketones

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