378215-25-9

Basic information

• Product Name: Benzeneacetic acid, 2-(2,5-dimethylphenyl)-2-oxoethyl ester
• CAS NO: 378215-25-9
• Molecular Formula: C18H18O3
• Molecular Weight: 282.339
• Mol File: 378215-25-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, 2-(2,5-dimethylphenyl)-2-oxoethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, 2-(2,5-dimethylphenyl)-2-oxoethyl ester(378215-25-9)
• EPA Substance Registry System: Benzeneacetic acid, 2-(2,5-dimethylphenyl)-2-oxoethyl ester(378215-25-9)

Safety Data

• Hazardous Substances Data: 378215-25-9(Hazardous Substances Data)

Upstream product

• 50690-11-4 2,5-dimethylphenacyl chloride 
• 114-70-5 sodium phenylacetate 
• 103-82-2 phenylacetic acid 

Downstream Products

• 103-82-2 phenylacetic acid 
• 24623-20-9 2,3-dihydro-6-methyl-1H-inden-1-one 

Relevant articles and documents

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 ).