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Merck
모든 사진(1)

문서

594768

Sigma-Aldrich

4-Methoxycarbonylphenylboronic acid pinacol ester

97%

동의어(들):

4-Carbomethoxyphenylboronic acid pinacol ester, Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

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About This Item

실험식(Hill 표기법):
C14H19BO4
CAS Number:
Molecular Weight:
262.11
MDL number:
UNSPSC 코드:
12352103
PubChem Substance ID:
NACRES:
NA.22

분석

97%

형태

solid

mp

77-81 °C (lit.)

SMILES string

COC(=O)c1ccc(cc1)B2OC(C)(C)C(C)(C)O2

InChI

1S/C14H19BO4/c1-13(2)14(3,4)19-15(18-13)11-8-6-10(7-9-11)12(16)17-5/h6-9H,1-5H3

InChI key

REIZEQZILPXYKS-UHFFFAOYSA-N

애플리케이션

4-Methoxycarbonylphenylboronic acid pinacol ester can be used as a reagent:   
  • In Suzuki–Miyaura cross-coupling reaction with aryl halides to form C-C bonds.     
  • For the synthesis of biphenyl derivatives by selective ortho C-H arylation of ketones using Rh catalyst.

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)


시험 성적서(COA)

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문서 라이브러리 방문

Bing Zhang et al.
Organic letters, 19(21), 5940-5943 (2017-10-20)
A general method for selective ortho C-H arylation of ketone, with boron reagent enabled by rhodium complexes with excellent yields, is developed. The transformation is characterized by the use of air-stable Rh catalyst, high monoarylation selectivity, and excellent yields of
Kelvin S L Chan et al.
Nature chemistry, 6(2), 146-150 (2014-01-24)
There have been numerous developments in C-H activation reactions in the past decade. Attracted by the ability to functionalize molecules directly at ostensibly unreactive C-H bonds, chemists have discovered reaction conditions that enable reactions of C(sp(2))-H and C(sp(3))-H bonds with
Synthesis of ester-substituted dihydroacridine derivatives and their spectroscopic properties
Suzuki R, et al.
New. J. Chem., 40(3), 2920-2926 (2016)

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