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Merck
CN

938920

4′-Hydroxy-4,5-dimethoxy-[1,1′-biphenyl]-2-carbonitrile

别名:

Maiti-Maji Auxiliary

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关于此项目

经验公式(希尔记法):
C15H13NO3
化学文摘社编号:
分子量:
255.27
UNSPSC Code:
12352142
NACRES:
NA.21
Form:
powder
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InChI key

LMDUSGRXYIRJDS-UHFFFAOYSA-N

SMILES string

COC1=C(OC)C=C(C2=CC=C(O)C=C2)C(C#N)=C1

form

powder

color

light beige

functional group

nitrile

storage temp.

−20°C

Quality Level

General description

4′-Hydroxy-4,5-dimethoxy-[1,1′-biphenyl]-2-carbonitrile is an effective temporary directing group (TDG) for meta directed C-H functionalization, effective in many transformations including olefination, silylation, and cyanation of arenes.

Application

A temporary directing group (TDG) to assist as a co-catalyst for metal catalyzed C-H functionalization. Often in C-H functionalization, an auxiliary compound is used to control site selectivity. These traditionally are covalently bonded to the compound of interest, and must subsequently be removed after functionalization, like a typical protecting group. To simplify the process of C-H functionalization, 2-fluoro-6-(pyrimidin-5-yl)aniline is one of a series of temporary directing groups developed by Deb Maiti′s lab that promote site selectivity without the inclusion of additional synthetic steps.

存储类别

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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H-bonded reusable template assisted para-selective ketonisation using soft electrophilic vinyl ethers
Maji, Arun et. al.
Nature Communications, 9(1) (2018)

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