930083

2-(Pyrimidin-5-yl)phenol

≥95%

• Synonym(s): Maiti-Bag-Dutta Auxiliary
• Empirical Formula (Hill Notation): C₁₀H₈N₂O
• CAS Number: 18313-50-3
• Molecular Weight: 172.18
• MDL number: MFCD06802618
• UNSPSC Code: 12352100
• NACRES: NA.21

Properties

• Quality Level: 100
• assay: ≥95%
• form: powder
• mp: 173 °C
• storage temp.: −20°C

Description

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.

Other Notes

Arene diversification through distal C(sp2)−H functionalization
Palladium-Catalyzed meta-C–H Allylation of Arenes: A Unique Combination of a Pyrimidine-Based Template and Hexafluoroisopropanol

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable