16709-58-3

Basic information

• Product Name: 2H-1-Benzopyran-2-one, 4-(benzoyloxy)-
• Synonyms: 4-benzoyloxy-coumarin;HMS1580N04;4-Benzoyloxy-cumarin;2-oxo-2H-chromen-4-yl benzoate;HMS2268E13
• CAS NO: 16709-58-3
• Molecular Formula: C16H10O4
• Molecular Weight: 266.253
• Mol File: 16709-58-3.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-2-one, 4-(benzoyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one, 4-(benzoyloxy)-(16709-58-3)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one, 4-(benzoyloxy)-(16709-58-3)

Safety Data

• Hazardous Substances Data: 16709-58-3(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 200055-89-6 4-(4-toluenesulfonyloxy)coumarin 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 93-97-0 benzoic acid anhydride 
• 6540-25-6 phenyl chloroformate 
• 108-95-2 phenol 
• 4438-85-1 3H-chromene-2,4-dione 

Downstream Products

• 1204686-07-6 3-(2-hydroxybenzoyl)-3,4-dihydro-2H,5H-pyrano[2,3-b]chromen-5-one 
• 1204686-06-5 4-hydroxy-3-({2-[(methylthio)methyl]-3-oxo-2,3-dihydro-1-benzofuran-2-yl}methyl)-2 H-chromen-2-one 
• 65-85-0 benzoic acid 
• 535921-11-0 2-(4-bromo-benzoyl)-3-phenyl-1H-5-oxa-1-aza-cyclopenta[a]naphthalen-4-one 
• 535921-06-3 3-benzoyl-4-[2-(4-bromo-phenyl)-2-oxo-ethylamino]-chromen-2-one 
• 535921-10-9 4-oxo-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester 
• 535921-05-2 (3-benzoyl-2-oxo-2H-chromen-4-ylamino)-acetic acid methyl ester 
• 535921-01-8 4-methoxy-3-benzoylcoumarin 
• 19492-11-6 3-benzoyl-4-hydroxy-2H-chromen-2-one 
• 4438-85-1 3H-chromene-2,4-dione 
• 98-88-4 benzoyl chloride 

Relevant articles and documents

Tropolonate salts as acyl-transfer catalysts under thermal and photochemical conditions: Reaction scope and mechanistic insights

Acyl-transfer catalysis is a frequently used tool to promote the formation of carboxylic acid derivatives, which are important synthetic precursors and target compounds in organic synthesis. However, there have been only a few structural motifs known to efficiently catalyze the acyl-transfer reaction. Herein, we introduce a different acyl-transfer catalytic paradigm based on the tropolone framework. We show that tropolonate salts, due to their strong nucleophilicity and photochemical activity, can promote the coupling reaction between alcohols and carboxylic acid anhydrides or chlorides to give products under thermal or blue light photochemical conditions. Kinetic studies and density functional theory calculations suggest interesting mechanistic insights for reactions promoted by this acyl-transfer catalytic system.

Zinc enolate/sulfinate prepared from a single-run reaction using zinc dust with O-tosylated 4-hydroxy coumarin and pyrone

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4-(N,N -dimethylamino)pyridine hydrochloride as a recyclable catalyst for acylation of inert alcohols: Substrate scope and reaction mechanism

4-(N,N-Dimethylamino)pyridine hydrochloride (DMAP·HCl), a DMAP salt with the simplest structure, was used as a recyclable catalyst for the acylation of inert alcohols and phenols under base-free conditions. The reaction mechanism was investigated in detail for the first time; DMAP·HCl and the acylating reagent directly formed N-acyl-4-(N′,N′-dimethylamino) pyridine chloride, which was attacked by the nucleophilic substrate to form a transient intermediate that released the acylation product and regenerated the DMAP·HCl catalyst.