90104-62-4

Basic information

• Product Name: Benzenepropanoic acid, b-(acetyloxy)-, methyl ester
• CAS NO: 90104-62-4
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Mol File: 90104-62-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, b-(acetyloxy)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, b-(acetyloxy)-, methyl ester(90104-62-4)
• EPA Substance Registry System: Benzenepropanoic acid, b-(acetyloxy)-, methyl ester(90104-62-4)

Safety Data

• Hazardous Substances Data: 90104-62-4(Hazardous Substances Data)

Upstream product

• 18523-34-7 1,1-dimethoxy-2-phenylcyclopropane 
• 108-24-7 acetic anhydride 
• 7497-61-2 methyl 3-hydroxy-3-phenylpropionate 
• 75-36-5 acetyl chloride 
• 75-77-4 chloro-trimethyl-silane 
• 100-52-7 benzaldehyde 
• 96-32-2 bromoacetic acid methyl ester 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 64-19-7 acetic acid 
• 98-86-2 acetophenone 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 16307-37-2 3-nitro(diacetoxyiodo)benzene 
• 292638-85-8 acrylic acid methyl ester 
• 71-43-2 benzene 

Downstream Products

• 7497-61-2 methyl 3-hydroxy-3-phenylpropionate 

Relevant articles and documents

Selective benzylic C–H monooxygenation mediated by iodine oxides

A method for the selective monooxdiation of secondary benzylic C–H bonds is described using an N-oxyl catalyst and a hypervalent iodine species as a terminal oxidant. Combinations of ammonium iodate and catalytic N-hydroxyphthalimide (NHPI) were shown to be effective in the selective oxidation of n-butylbenzene directly to 1-phenylbutyl acetate in high yield (86%). This method shows moderate substrate tolerance in the oxygenation of substrates containing secondary benzylic C–H bonds, yielding the corresponding benzylic acetates in good to moderate yield. Tertiary benzylic C–H bonds were shown to be unreactive under similar conditions, despite the weaker C–H bond. A preliminary mechanistic analysis suggests that this NHPI-iodate system is functioning by a radical-based mechanism where iodine generated in situ captures formed benzylic radicals. The benzylic iodide intermediate then solvolyzes to yield the product ester.

Palladium-Catalyzed Three-Component coupling reactions: 1,1 -Difunctionalization of activated alkenes

A three-component coupling reaction was developed to access 3,3-oxyarylpropionate derivatives. Each of the three reaction components can be varied, allowing the modular synthesis of a range of important chiral building blocks. Wiley-VCH Verlag GmbH & Co, KGaA.

Dehydroacetoxylation and Acetate Transesterification in the Reactions of erythro- and threo-Methyl 3-(Substituted acetoxy)-2-halogeno-3-phenylpropanoates with Triethylamine

The response of the rate of triethylamine-induced dehydroacetoxylation of methyl threo-3-acetoxy-2-halogeno-3-phenylpropanoate to the influence of substituents in the leaving group points to a change in mechanism from (E1cB)I to a concerted process of the carbanion type.On the other hand, the erythro-isomers seem to undergo elimination exclusively through a carbanionic pathway.The effect of the acetoxy substituents upon the competitive transesterification is discussed.