Reações de fotooxigenação de pinenos em pinocarvonas, trans-pinocarveóis e mirtenal: uma abordagem em regime de fluxo contínuo

Detalhes bibliográficos
Ano de defesa: 2022
Autor(a) principal: Santos, Thiago Izidoro Silva
Orientador(a): Oliveira, Kleber Thiago de lattes
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de São Carlos
Câmpus São Carlos
Programa de Pós-Graduação: Programa de Pós-Graduação em Química - PPGQ
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
Palavras-chave em Português:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: https://repositorio.ufscar.br/handle/20.500.14289/16079
Resumo: In this work, a continuous flow protocol to prepare (-)-pinocarvone, (-)-trans- pinocarveol and (+)-myrtenal from (+)--pinene, (-)--pinene and -pinene through photooxygenation reactions was described. Furthermore, taking into account that the development of this protocol under continuous flow involves a large number of variables (flow, concentration, productivity, yield, oxygen pressure, and residence time), a new index was created to cover part of these variables (concentration, yield, and productivity), thus facilitating the analysis of the obtained data and the choice of the best and most productive reactional condition; this index was named as Efficiency. With the developed continuous protocol in hand, it was possible to perform the first description of the continuous synthesis of these derivatives on a multigram scale with the following isolated yields: (-)-pinocarvone (12.57 g, 73 %), (+)-pinocarvone (13.56 g, 76%), (-)-trans-pinocarveol (10.83 g, 61%) and (+)-trans-pinocarveol (10.66 g, 62%) in experiments performed in up to 24 h. In addition, promising results were obtained for the synthesis of (+)-myrtenal with a productivity of 9.05 g.day-1, a relevant result to be considered in future investigations.