Phenyl chlorothionoformate reacts rapidly with aliphatic amines at 20Β°C to give a thiourethane and an alkyl chloride. The urethanes are readily converted to the secondary amine salt by reaction with dimethyl sulfate, followed by hydrolysis with water. Rates of reaction, and alkyl group cleavage sele
The mechanism of anodic dealkylation of aliphatic amines in acetonitrile
β Scribed by Sidney D. Ross
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 164 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
In acetonitrile containing water aliphatic amines are smoothly dealkylated electrochemically at platinum to give an amine of lower order and an aldehyde. When the oxidation of either tri-n-propylamine or di-n-propylamine was carried out in rigorously dried acetonitrile containing concentration five times greater than the initial amine hyde obtained was a-deuteriopropionaldehyde. Mann1 has mechanism,(l) -(4), for this reaction.
π SIMILAR VOLUMES
The kinetics of the anodic oxidation of ally! alcohol in acetonitrile has been studied. At a platinum electrode at low potentials, ~26 V, the reaction is charge transfer controlled and at higher potentials the process becomes diffusion controlled. The reaction is not a simple charge-transfer process
In an earlier short communication 1 it was reported that the partial electrochemical oxidation of a wide range of aliphatic hydrocarbons is possible in acetonitrile. These oxidations require a high positive potential, and hence the use of a tetrafluoroborate or a hexafluorophosphate as the base elec