2-(PYRIMIDIN-5-YL)BENZALDEHYDE (C15-1313-430)

Application

2-(Pyrimidin-5-yl)benzaldehyde 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)benzaldehyde is an effective TDG for meta directed C-H functionalization of amine substituted target compounds, with high selectivity.

Other Notes

Imine as a linchpin approach for meta-C–H functionalization

https://www.nature.com/articles/s41570-021-00311-3">Transient directing ligands for selective metal-catalysed C–H activation

Molecular Weight: 185.20. Empirical Formula: C₁₁H₉N₂O. form: powder or chunks. Quality Level: 100. mp: 119-120 . °C. storage temp.: −. 20°C. Pictograms: GHS07. Signal Word: Warning. Hazard Statements: H302 - H315 - H319 - H335. Precautionary Statements: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338. Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3. Target Organs: Respiratory system. Storage Class Code: 11 - Combustible Solids. WGK: WGK 3. Flash Point(F): Not applicable. Flash Point(C): Not applicable.