930067
2-(Pyrimidin-5-yl)benzaldehyde
Sign In to View Organizational & Contract Pricing.
Select a Size
About This Item
Empirical Formula (Hill Notation):
C11H9N2O
Molecular Weight:
185.20
UNSPSC Code:
12352101
NACRES:
NA.06
MDL number:
SMILES string
n1cncc(c1)c2c(cccc2)C=O
InChI
1S/C11H8N2O/c14-7-9-3-1-2-4-11(9)10-5-12-8-13-6-10/h1-8H
InChI key
JPSJBEALHNYNBL-UHFFFAOYSA-N
form
powder or chunks
mp
119-120 °C
functional group
aldehyde
storage temp.
−20°C
Quality Level
Related Categories
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.
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
https://www.nature.com/articles/s41570-021-00311-3">Transient directing ligands for selective metal-catalysed C–H activation
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
新产品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Transient directing ligands for selective metal-catalysed C?H activation
Nupur, et al.
Nature Reviews Chemistry, 5, 646?659-646?659 (2021)
Sukdev Bag et al.
Nature communications, 12(1), 1393-1393 (2021-03-04)
Despite the widespread applications of C-H functionalization, controlling site selectivity remains a significant challenge. Covalently attached directing groups (DGs) served as ancillary ligands to ensure ortho-, meta- and para-C-H functionalization over the last two decades. These covalently linked DGs necessitate
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service