930083
2-(Pyrimidin-5-yl)phenol
≥95%
Synonym(s):
Maiti-Bag-Dutta Auxiliary
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About This Item
Empirical Formula (Hill Notation):
C10H8N2O
CAS Number:
Molecular Weight:
172.18
UNSPSC Code:
12352100
NACRES:
NA.21
MDL number:
Product Name
2-(Pyrimidin-5-yl)phenol, ≥95%
assay
≥95%
form
powder
mp
173 °C
storage temp.
−20°C
Quality Level
Application
2-(Pyrimidin-5-yl)phenol is 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.
2-(Pyrimidin-5-yl)phenol is an effective TDG for meta directed C-H functionalization of substitutes with a variety of electron withdrawing functional groups, with high selectivity.
2-(Pyrimidin-5-yl)phenol is an effective TDG for meta directed C-H functionalization of substitutes with a variety of electron withdrawing functional groups, with high selectivity.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Sukdev Bag et al.
Journal of the American Chemical Society, 142(28), 12453-12466 (2020-06-05)
Controlling remote selectivity and delivering novel functionalities at distal positions in arenes are an important endeavor in contemporary organic synthesis. In this vein, template engineering and mechanistic understanding of new functionalization strategies are essential for enhancing the scope of such
Uttam Dutta et al.
Science (New York, N.Y.), 372(6543) (2021-05-15)
Transition metal-catalyzed aryl C-H activation is a powerful synthetic tool as it offers step and atom-economical routes to site-selective functionalization. Compared with proximal ortho-C-H activation, distal (meta- and/or para-) C-H activation remains more challenging due to the inaccessibility of these
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