378215-29-3

Basic information

• Product Name: Ethanone, 2-(acetyloxy)-1-(2,5-dimethylphenyl)-
• CAS NO: 378215-29-3
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol File: 378215-29-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Ethanone, 2-(acetyloxy)-1-(2,5-dimethylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-(acetyloxy)-1-(2,5-dimethylphenyl)-(378215-29-3)
• EPA Substance Registry System: Ethanone, 2-(acetyloxy)-1-(2,5-dimethylphenyl)-(378215-29-3)

Safety Data

• Hazardous Substances Data: 378215-29-3(Hazardous Substances Data)

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 1260236-31-4 N-[1-(2,5-dimethylphenyl)vinyl]acetamide 
• 74331-70-7 2-ethynyl-1,4-dimethylbenzene 
• 50690-11-4 2,5-dimethylphenacyl chloride 
• 64-19-7 acetic acid 
• 127-09-3 sodium acetate 

Relevant articles and documents

PhI(OAc)2-promoted umpolung acetoxylation of enamides for the synthesis of α-acetoxy ketones

Umpolung is a fundamental concept in organic chemistry, which provides an alternative strategy for the synthesis of target compounds which were not easily accessible by conventional methods. Herein, a mild and efficient PhI(OAc)2-promoted umpolung acetoxylation reactions of enamides was developed for the synthesis of α-acetoxy ketones. The reaction tolerates a wide range of functional groups and affords α-acetoxy ketones in good to excellent yields. PhI(OAc)2 serves as a source of acetoxy in the reaction.

2,5-Dimethylphenacyl esters: A photoremovable protecting group for carboxylic acidsi

Irradiation of 2,5-dimethylphenacyl (DMP) esters (la-c) in benzene or cyclohexane solutions produces the corresponding free carboxylic acids (2a-c) in high chemical yields, along with 6-methyl-l-indanone (3). In methanol, 2-(methoxymethyl)-5-methylacetophenone (4) is formed as a coproduct. Quantum yields for the photorelease of the DMP group are higher in nonpolar solvents, 0.2, than in methanol, (f> 0.1. The photoreaction is initiated by efficient photoenolization, 01. Three transient intermediates were identified by laser flash photolysis of la, the triplet-state photoenol and the two ground-state photoenols of Z and E configuration. Release of the acids 2a-c occurs predominantly from the E isomer, which has a lifetime of about 2 ms in methanol and 0.5 s in benzene solution. The present data are essential for potential applications of the DMP moiety as a photoremovable protecting group in organic synthesis or biochemistry ( caged compounds ).