930067

2-(Pyrimidin-5-yl)benzaldehyde

• Formula empirica (notazione di Hill): C₁₁H₉N₂O
• Peso molecolare: 185.20
• Numero MDL: MFCD02684096
• Codice UNSPSC: 12352101
• NACRES: NA.06

Proprietà

• Stato: powder or chunks
• Livello qualitativo: 100
• Punto di fusione: 119-120 °C
• Gruppo funzionale: aldehyde
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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

Descrizione

Applicazioni

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.

Altre note

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

Informazioni sulla sicurezza

• Pittogrammi: GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H302,H315,H319,H335
• Consigli di prudenza: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable