Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system

The system hydrogen peroxide/sodium bicarbonate/manganese sulfate was used for the first time to epoxidize cyclopentene. Effects of parameters such as type and amount of solvent, ratio of hydrogen peroxide and manganese sulfate to cyclopentene, presence of additives, and reaction time and temperatur...

Full description

Bibliographic Details
Main Authors: Beatriz Hincapie, Sandra M Llano, Hector F Garces, Diego Espinal, Steven L Suib, Luis J Garces
Format: Article
Language:English
Published: SAGE Publications 2018-02-01
Series:Adsorption Science & Technology
Online Access:https://doi.org/10.1177/0263617417701744
_version_ 1797288996665032704
author Beatriz Hincapie
Sandra M Llano
Hector F Garces
Diego Espinal
Steven L Suib
Luis J Garces
author_facet Beatriz Hincapie
Sandra M Llano
Hector F Garces
Diego Espinal
Steven L Suib
Luis J Garces
author_sort Beatriz Hincapie
collection DOAJ
description The system hydrogen peroxide/sodium bicarbonate/manganese sulfate was used for the first time to epoxidize cyclopentene. Effects of parameters such as type and amount of solvent, ratio of hydrogen peroxide and manganese sulfate to cyclopentene, presence of additives, and reaction time and temperature on the selectivity to cyclopentene oxide were evaluated. Gas chromatography was used to quantify residual cyclopentene and produced cyclopentene oxide using the internal standard method. Type and amount of solvent, addition method, and temperature were important factors to increase the selectivity to cyclopentene oxide. Unlike previous reports on epoxidation of different substrates, additives like sodium acetate and salicylic acid did not improve the selectivity to cyclopentene oxide. One time, single-step addition of hydrogen peroxide/sodium bicarbonate to the solution of cyclopentene/solvent/manganese sulfate produced more cyclopentene oxide than stepwise addition. The maximum selectivity obtained was 56%, possibly due to the high reactivity of cyclopentene that causes the formation of oxidation products different to cyclopentene oxide, which were not detected in the analyzed phase.
first_indexed 2024-03-07T18:57:42Z
format Article
id doaj.art-c8e5802f28d442d4bd222e3a10a764e2
institution Directory Open Access Journal
issn 0263-6174
2048-4038
language English
last_indexed 2024-03-07T18:57:42Z
publishDate 2018-02-01
publisher SAGE Publications
record_format Article
series Adsorption Science & Technology
spelling doaj.art-c8e5802f28d442d4bd222e3a10a764e22024-03-02T00:07:34ZengSAGE PublicationsAdsorption Science & Technology0263-61742048-40382018-02-013610.1177/0263617417701744Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese systemBeatriz HincapieSandra M LlanoHector F GarcesDiego EspinalSteven L SuibLuis J GarcesThe system hydrogen peroxide/sodium bicarbonate/manganese sulfate was used for the first time to epoxidize cyclopentene. Effects of parameters such as type and amount of solvent, ratio of hydrogen peroxide and manganese sulfate to cyclopentene, presence of additives, and reaction time and temperature on the selectivity to cyclopentene oxide were evaluated. Gas chromatography was used to quantify residual cyclopentene and produced cyclopentene oxide using the internal standard method. Type and amount of solvent, addition method, and temperature were important factors to increase the selectivity to cyclopentene oxide. Unlike previous reports on epoxidation of different substrates, additives like sodium acetate and salicylic acid did not improve the selectivity to cyclopentene oxide. One time, single-step addition of hydrogen peroxide/sodium bicarbonate to the solution of cyclopentene/solvent/manganese sulfate produced more cyclopentene oxide than stepwise addition. The maximum selectivity obtained was 56%, possibly due to the high reactivity of cyclopentene that causes the formation of oxidation products different to cyclopentene oxide, which were not detected in the analyzed phase.https://doi.org/10.1177/0263617417701744
spellingShingle Beatriz Hincapie
Sandra M Llano
Hector F Garces
Diego Espinal
Steven L Suib
Luis J Garces
Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system
Adsorption Science & Technology
title Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system
title_full Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system
title_fullStr Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system
title_full_unstemmed Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system
title_short Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system
title_sort epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate peroxide manganese system
url https://doi.org/10.1177/0263617417701744
work_keys_str_mv AT beatrizhincapie epoxidationofcyclopentenebyalowcostandenvironmentallyfriendlybicarbonateperoxidemanganesesystem
AT sandramllano epoxidationofcyclopentenebyalowcostandenvironmentallyfriendlybicarbonateperoxidemanganesesystem
AT hectorfgarces epoxidationofcyclopentenebyalowcostandenvironmentallyfriendlybicarbonateperoxidemanganesesystem
AT diegoespinal epoxidationofcyclopentenebyalowcostandenvironmentallyfriendlybicarbonateperoxidemanganesesystem
AT stevenlsuib epoxidationofcyclopentenebyalowcostandenvironmentallyfriendlybicarbonateperoxidemanganesesystem
AT luisjgarces epoxidationofcyclopentenebyalowcostandenvironmentallyfriendlybicarbonateperoxidemanganesesystem