59771-18-5

Basic information

• Product Name: diethyl 2-(2-methyl-1-phenylpropyl)malonate
• Synonyms: diethyl 2-(2-methyl-1-phenylpropyl)malonate
• CAS NO: 59771-18-5
• Molecular Weight: 292.375
• Mol File: 59771-18-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: diethyl 2-(2-methyl-1-phenylpropyl)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2-(2-methyl-1-phenylpropyl)malonate(59771-18-5)
• EPA Substance Registry System: diethyl 2-(2-methyl-1-phenylpropyl)malonate(59771-18-5)

Safety Data

• Hazardous Substances Data: 59771-18-5(Hazardous Substances Data)

Upstream product

• 75-30-9 2-iodo-propane 
• 5292-53-5 diethyl benzalmalonate 
• 996-82-7 sodium diethylmalonate 
• 920-39-8 isopropylmagnesium bromide 
• 57181-82-5 4-bromo-isobutylbenzene 
• 105-53-3 diethyl malonate 
• 100-52-7 benzaldehyde 
• 611-69-8 rac-2-methyl-1-phenylpropan-1-ol 

Downstream Products

• 185674-72-0 2-Diazo-5-phenyl-6-methylheptan-3-one 
• 126275-15-8 4-methyl-3-phenylpentanoyl chloride 
• 100613-11-4 (2-methyl-1-phenyl-propyl)-malonic acid 
• 51690-50-7 4-methyl-3-phenylpentanoic acid 

Relevant articles and documents

A Desulfurative Strategy for the Generation of Alkyl Radicals Enabled by Visible-Light Photoredox Catalysis

Herein, we present a new desulfurative method for generating primary, secondary, and tertiary alkyl radicals through visible-light photoredox catalysis. A process that involves the generation of N-centered radicals from sulfinamide intermediates, followed by subsequent fragmentation, is critical to forming the corresponding alkyl radical species. This strategy has been successfully applied to conjugate addition reactions that features mild reaction conditions, broad substrate scope (>60 examples), and good functional-group tolerance.

Alkyl radical precursor and application thereof in establishing C-C bond

The invention provides a precursor for generating an alkyl radical based on the visible light induction and a novel method for generating the radical. The alkyl sulfenamide is used as the radical precursor to generate the alkyl radical by virtue of the C-S bond cracking accelerated by the visible light, and then the alkyl radical is applied to the chemical reaction for establishing a C-C bond. Thereaction system has the characteristic of high efficiency, and has important scientific significance and application value for researching the novel C-C bond formation reaction, organic synthesis, drug synthesis and the like. In general, the invention provides a novel general method having practical application value. The thioalcohol (thioether) with rich resources is converted to a tool for derivating the alkyl radical.

Remarkable dependence of the regioselectivity of free radical additions to 3-cinnamoyloxazolidin-2-ones on the stability of the intermediate adduct-radical, electrophilicity of the adding radicals and the conditions for their generation

Electrophilic (CCl3) and nucleophilic radicals (Pri) are found to add at 80°C to the C=C bond of 3-(E)-cinnamoyl-4-phenyloxazolidin-2-one 1a and 3-(E)-cinnamoyl-4-benzyloxazolidin-2-one 1b predominantly at the α-position of the bond. While for the CCl3 radical no product of β-addition has been found, for the Pri radical such a path constitutes up to 40% of the whole process at 80°C. An interplay between the stability of the intermediate adduct radicals and the electrophilicity or nucleophilicity of the radicals undergoing addition are invoked to rationalize the observation. At a low temperature (-23°C) β-addition of the Pri radical becomes the dominant process (up to 75%).