52602-17-2

Basic information

• Product Name: benzyl 2-(acetyloxy)benzoate
• CAS NO: 52602-17-2
• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28
• Mol File: 52602-17-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 378.3°C at 760 mmHg
• Flash Point: 186.7°C
• Density: 1.197g/cm³
• Vapor Pressure: 6.34E-06mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: benzyl 2-(acetyloxy)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2-(acetyloxy)benzoate(52602-17-2)
• EPA Substance Registry System: benzyl 2-(acetyloxy)benzoate(52602-17-2)

Safety Data

• Hazardous Substances Data: 52602-17-2(Hazardous Substances Data)

Upstream product

• 50-78-2 aspirin 
• 100-51-6 benzyl alcohol 
• 5538-51-2 O-acetylsalicyloyl chloride 
• 100-44-7 benzyl chloride 
• 54-21-7 sodium salicylate 
• 882980-43-0 2-benzyloxy-1-methylpyridinium triflate 
• 14642-79-6 benzyloxy-trimethylsilane 
• 118-58-1 benzyl salicylate 
• 108-24-7 acetic anhydride 

Downstream Products

• 118-58-1 benzyl salicylate 

Relevant articles and documents

Aspirination of α-aminoalcohol (sarpogrelate M1)

Aspirination of α-aminoalcohol (sarpogrelate M1) has been performed under various general esterification conditions. In most cases, the desired aspirinate ester was obtained at a low yield with unexpected byproducts, the formation of which was mostly derived from the chemical properties of the tertiary α-amino group. After systematic analysis of those methods, the aspirinated sarpogrelate M1 was prepared using a two-step approach combining salicylate ester formation and acetylation.

Aspirin prodrugs: synthesis and hydrolysis of 2-benzyloxy-2-methyl-4H-1,3-benzodioxin-4-ones.

Aspirin is widely used for its analgesic, antiinflammatory and antipyretic properties. Among its disadvantages are the relatively narrow therapeutic margin, its irritancy towards the gastric mucosa, and occasionally patient hypersensitivity towards aspirin. As part of our effort to develop prodrugs without these liabilities eleven new title compounds have been isolated and characterized. These 'superaspirin' candidates were subjected to non-enzymatic hydrolysis for a first rapid screening in vitro. Only 2-(2,6-dimethoxybenzyloxy)-2-methyl-4H-1,3-benzodioxin-4-one (4c) was observed to act as an exclusive aspirin prodrug, while 2-(2-methoxybenzyloxy)-2-methyl-4H-1,3-benzodioxin-4-one (4b) and 2-(2-ethoxybenzyloxy)-2-methyl-4H-1,3- benzodioxin-4-one (4d) were shown to release both aspirin 6 and salicylic acid 7. Subsequently, these three candidates were further characterized by investigation of the pH profile of their hydrolysis rates.