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Thiol-ene radical addition reaction rate relationship Due to the complex kinetics of this two-step cyclic reaction, the rate-determining step was difficult to delineate. Given that the rates of both steps must be equal, the concentration of the radical species is determined by the rate constant of the slower of the reaction steps.
Others, however, insist that such a usage is an abuse of terminology, and limit the Michael addition to the formation of carbon–carbon bonds through the addition of carbon nucleophiles. The terms oxa-Michael reaction and aza-Michael reaction [2] have been used to refer to the 1,4-addition of oxygen and nitrogen nucleophiles, respectively. The ...
Alkylation with geminal dihalides gives 1,3-dithiepanes.Oxidation gives the cyclic disulfide 1,2-dithiane: [3]. HSCH 2 CH 2 CH 2 CH 2 SH + O → S 2 (CH 2) 4 + H 2 O. It forms self-assembled monolayers on gold.
NEM is a Michael acceptor in the Michael reaction, which means that it adds nucleophiles such as thiols. The resulting thioether features a strong C–S bond and the reaction is virtually irreversible. Reaction with thiols occur in the pH range 6.5–7.5, NEM may react with amines or undergo hydrolysis at a more alkaline pH.
The formation of thiyl radicals in vivo primarily occurs through the action of various radicals on the amino acid cysteine incorporated into proteins. The rate of radical formation is highest with the OH · radical (k = 6.8 x 10 9 M −1 s −1) [3] and decreases through the H · radical (k = 6.8 x 10 9 M −1 s −1) [3] down to peroxyl radicals R-CHOO · (k = 4.2 x 10 3 M −1 s −1).
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In organic chemistry, the thiol-yne reaction (also known as alkyne hydrothiolation) is an organic reaction between a thiol (−SH) and an alkyne (−C≡CH). The reaction product is an alkenyl sulfide (−CH=CH−S−). [1] [2] The reaction was first reported in 1949 with thioacetic acid as reagent [3] [4] and rediscovered in 2009. [5]
In organic chemistry, the ene reaction (also known as the Alder-ene reaction by its discoverer Kurt Alder in 1943) is a chemical reaction between an alkene with an allylic hydrogen (the ene) and a compound containing a multiple bond (the enophile), in order to form a new σ-bond with migration of the ene double bond and 1,5 hydrogen shift.
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