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Upstream product

• 13608-28-1 4,4-dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole 
• 542-69-8 1-iodo-butane 
• 64-17-5 ethanol 
• 100-39-0 benzyl bromide 
• 133-08-4 diethyl butylmalonate 
• 109-65-9 1-bromo-butane 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 1009-61-6 1,4-Diacetylbenzene 
• 81787-39-5 ethyl (E)-2-butyl-3-phenylpropenoate 
• 302571-66-0 ethyl 2-bromo-2-butyl-3-hydroxy-3-phenylpropanoate 
• 615-96-3 Ethyl 2-bromohexanoate 
• 100-44-7 benzyl chloride 
• 28744-77-6 sodium diethyl-2-phenylmalonate 
• 42361-33-1 diethyl 2-benzyl-2-butylmalonate 

Relevant academic research and scientific papers

Synthesis of 2,3-dideuterioesters from 2-halo-3-hydroxyesters by using metallic samarium and diiodomethane

2,3-Dideuterioesters are obtained in high yield from 2-chloro-3-hydroxyesters by a sequenced elimination/reduction process promoted by samarium diiodide generated in situ from metallic samarium and diiodomethane.

Sequential elimination-reduction reactions promoted by samarium diiodide: Synthesis of 2,3-dideuterioesters or -amides

A facile and general sequential elimination/reduction process promoted by samarium diiodide provides an efficient method for synthesizing saturated esters or amides 3 from readily available starting materials. The reaction involves a β-elimination of the starting 2-halo-3-hydroxyesters or -amides 1 and subsequent 1,4-reduction of the obtained α,β-unsaturated esters or amides in the presence of H2O. When D2O is used instead of H2O, 2,3-dideuterioesters or -amides 4 are isolated. A mechanism is proposed to account for this synthesis.

Kinetic studies of the homogeneous coupling reaction between electrochemically generated aromatic radical anions and alkyl radicals

Radicals produced via the indirect reduction of alkyl halides by aromatic radical anions are likely to couple fast with the mediator. In the presence of activated olefins or good hydrogen atom donors the fate of the alkyl radicals might be changed. In this study rate constants for the coupling reaction (2) between primary, secondary and tertiary alkyl radicals and some aromatic radical anions were measured via the competition with addition of the radical to styrene or ethyl cinnamate, or via the competition with hydrogen atom transfer from thiophenol or 2-methyl-2-propanethiol to the alkyl radical. It is shown that for all the alkyl radicals and aromatic radical anions investigated so far the rate constant for coupling is close to 1 × 109 M-1 s-1. Acta Chemica Scandinavica 1998.