46721-93-1

Basic information

• Product Name: picolyl benzoate
• Synonyms: picolyl benzoate
• CAS NO: 46721-93-1
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213
• Mol File: 46721-93-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: picolyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: picolyl benzoate(46721-93-1)
• EPA Substance Registry System: picolyl benzoate(46721-93-1)

Safety Data

• Hazardous Substances Data: 46721-93-1(Hazardous Substances Data)

Upstream product

• 586-95-8 pyridine-4-methanol 
• 98-88-4 benzoyl chloride 
• 1003-67-4 4-methylpyridine-1-oxide 
• 93-97-0 benzoic acid anhydride 
• 65-85-0 benzoic acid 
• 101990-69-6 (2,6-dichloropyridin-4-yl)methanol 
• 99-11-6 citrazinic acid 
• 5398-44-7 2,6-dichloropyridine-4-carboxylic acid 
• 19524-06-2 4-bromopyridine hydrochloride 
• 14135-39-8 [(benzoyloxy)methyl]zinc iodide 
• 120-46-7 1,3-diphenylpropanedione 

Downstream Products

• 62302-28-7 4-pyridinemethanol hydrochloride 
• 65-85-0 benzoic acid 

Relevant articles and documents

Carbon dots as photocatalysts for organic synthesis: Metal-free methylene-oxygen-bond photocleavage

We report for the first time that irradiation of four different citric acid-derived carbon dots (CDs), in the absence of any other redox mediators, promotes an organic reaction. In this proof-of-concept study methylene-oxygen bond reductive photocleavage in N-methyl-4-picolinium esters is demonstrated. Cyclic voltammetry and UV-Vis spectra of the CDs and of the esters indicate that photocleavage reactivity correlates with the redox properties and the relative energies expressed in the Fermi scale. A photo-fragmentation mechanism is proposed. This study offers a new possibility to employ inexpensive and readily available CDs to promote photo-organic reactions.

Base-catalyzed retro-Claisen condensation: A convenient esterification of alcohols via C-C bond cleavage of ketones to afford acylating sources

The base-catalyzed esterification of alcohols via retro-Claisen condensation has been demonstrated for the first time. A variety of alcohols including aryl- and heteroaryl methanols as well as aliphatic ones underwent efficient acylation to give the ester products in reasonable to good yields upon isolation. Not only conventional 1,3-diketones but also strong electron-withdrawing group containing acetophenones could serve as the acylating suppliers. The synthetic protocol is operationally simple and adaptable to a broad substrate scope. It complements the existed esterification via the retro-Claisen condensation, and enlarges this benign synthetic methodology.

C-O bond fragmentation of 4-picolyl- and N-methyl-4-picolinium esters triggered by photochemical electron transfer

Photochemical reduction of several 4-picolyl- and N-methyl-4-picolinium esters was examined using product analysis, laser flash photolysis, and fluorescence quenching. It is demonstrated that the radical (anions) formed in these reactions readily fragment to yield a carboxylic acid and a 4-pyridylmethyl radical intermediate. The high chemical and quantum yields observed for these photoreactions suggests that these esters can be used as photolabile protecting groups.