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Terpenes solubility in water and their environmental distribution

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Resumo:Terpenes and terpenoids belong to the largest and most diverse class of natural products. Due to the increasing importance of their applications and the emerging perception of their impact on the environment, the available physico-chemical characterization is insufficient. In this work the water solubility of geraniol, linalool, DL-citronellol, thymol, eugenol, carvacrol and p-cymene, in the temperature range from (298.15 to 323.15) K, and at atmospheric pressure, is studied. Due to the low solubility of these compounds a novel technique was adopted for their measurements and validated using the aqueous solubility data for sparingly soluble aromatic compounds. The thermodynamic properties of solution were derived from the experimental data at infinite dilution. It is shown that the solubility of terpenes in water is an endothermic process confirming the existence of UCST phase diagrams, and only for carvacrol and eugenol is entropically driven. The experimental information is shown in a two-dimensional chemical space diagram providing indications to their probable distribution in the environment once released.
Autores principais:Martins, Mónia A.R.
Outros Autores:Silva, Liliana P.; Ferreira, Olga; Schröder, Bernd; Coutinho, João A.P.; Pinho, Simão
Assunto:Environmental distribution Solubility Terpenes Thermodynamic functions Water
Ano:2017
País:Portugal
Tipo de documento:artigo
Tipo de acesso:acesso aberto
Instituição associada:Instituto Politécnico de Bragança
Idioma:inglês
Origem:Biblioteca Digital do IPB
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author Martins, Mónia A.R.
author2 Silva, Liliana P.
Ferreira, Olga
Schröder, Bernd
Coutinho, João A.P.
Pinho, Simão
author2_role author
author
author
author
author
author_facet Martins, Mónia A.R.
Silva, Liliana P.
Ferreira, Olga
Schröder, Bernd
Coutinho, João A.P.
Pinho, Simão
author_role author
contributor_name_str_mv Biblioteca Digital do IPB
country_str PT
creators_json_txt [{\"Person.name\":\"Martins, Mónia A.R.\"},{\"Person.name\":\"Silva, Liliana P.\"},{\"Person.name\":\"Ferreira, Olga\",\"Person.identifier.orcid\":\"0000-0001-8414-3479\"},{\"Person.name\":\"Schröder, Bernd\"},{\"Person.name\":\"Coutinho, João A.P.\"},{\"Person.name\":\"Pinho, Simão\",\"Person.identifier.orcid\":\"0000-0002-9211-857X\"}]
datacite.contributors.contributor.contributorName.fl_str_mv Biblioteca Digital do IPB
datacite.creators.creator.creatorName.fl_str_mv Martins, Mónia A.R.
Silva, Liliana P.
Ferreira, Olga
Schröder, Bernd
Coutinho, João A.P.
Pinho, Simão
datacite.date.Accepted.fl_str_mv 2017-01-01T00:00:00Z
datacite.date.available.fl_str_mv 2018-01-31T10:00:00Z
datacite.date.embargoed.fl_str_mv 2018-01-31T10:00:00Z
datacite.rights.fl_str_mv http://purl.org/coar/access_right/c_abf2
datacite.subjects.subject.fl_str_mv Environmental distribution
Solubility
Terpenes
Thermodynamic functions
Water
datacite.titles.title.fl_str_mv Terpenes solubility in water and their environmental distribution
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.creator.none.fl_str_mv Martins, Mónia A.R.
Silva, Liliana P.
Ferreira, Olga
Schröder, Bernd
Coutinho, João A.P.
Pinho, Simão
dc.date.Accepted.fl_str_mv 2017-01-01T00:00:00Z
dc.date.available.fl_str_mv 2018-01-31T10:00:00Z
dc.date.embargoed.fl_str_mv 2018-01-31T10:00:00Z
dc.format.none.fl_str_mv application/pdf
dc.identifier.none.fl_str_mv http://hdl.handle.net/10198/15351
dc.language.none.fl_str_mv eng
dc.rights.none.fl_str_mv http://purl.org/coar/access_right/c_abf2
dc.subject.none.fl_str_mv Environmental distribution
Solubility
Terpenes
Thermodynamic functions
Water
dc.title.fl_str_mv Terpenes solubility in water and their environmental distribution
dc.type.none.fl_str_mv http://purl.org/coar/resource_type/c_6501
description Terpenes and terpenoids belong to the largest and most diverse class of natural products. Due to the increasing importance of their applications and the emerging perception of their impact on the environment, the available physico-chemical characterization is insufficient. In this work the water solubility of geraniol, linalool, DL-citronellol, thymol, eugenol, carvacrol and p-cymene, in the temperature range from (298.15 to 323.15) K, and at atmospheric pressure, is studied. Due to the low solubility of these compounds a novel technique was adopted for their measurements and validated using the aqueous solubility data for sparingly soluble aromatic compounds. The thermodynamic properties of solution were derived from the experimental data at infinite dilution. It is shown that the solubility of terpenes in water is an endothermic process confirming the existence of UCST phase diagrams, and only for carvacrol and eugenol is entropically driven. The experimental information is shown in a two-dimensional chemical space diagram providing indications to their probable distribution in the environment once released.
dirty 0
eu_rights_str_mv openAccess
format article
fulltext.url.fl_str_mv https://bibliotecadigital.ipb.pt/bitstreams/cae0fbb5-ad42-418b-b36d-3f1238da1a96/download
funding.funder.alternateName_str_mv FCT
funding.funder.identifier_str_mv http://doi.org/10.13039/501100001871
funding.funder.name_str_mv Fundação para a Ciência e a Tecnologia
id ipb_49344d5ccf6dbe0f08fc1da800704fa2
identifier.url.fl_str_mv http://hdl.handle.net/10198/15351
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institution Instituto Politécnico de Bragança
instname_str Instituto Politécnico de Bragança
language eng
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network_name_str Biblioteca Digital do IPB
oai_identifier_str oai:bibliotecadigital.ipb.pt:10198/15351
organization_str_mv urn:organizationAcronym:ipb
person_str_mv Martins, Mónia A.R.
Silva, Liliana P.
Ferreira, Olga
Ferreira, Olga
https://www.ciencia-id.pt/9F1D-C75A-4A54
9F1D-C75A-4A54
http://orcid.org/0000-0001-8414-3479
0000-0001-8414-3479
Schröder, Bernd
Coutinho, João A.P.
Pinho, Simão
Pinho, Simão
https://www.ciencia-id.pt/481D-73AD-8D0F
481D-73AD-8D0F
http://orcid.org/0000-0002-9211-857X
0000-0002-9211-857X
publishDate 2017
reponame_str Biblioteca Digital do IPB
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service_str_mv urn:repositoryAcronym:ipb
spelling engen_ENTerpenes and terpenoids belong to the largest and most diverse class of natural products. Due to the increasing importance of their applications and the emerging perception of their impact on the environment, the available physico-chemical characterization is insufficient. In this work the water solubility of geraniol, linalool, DL-citronellol, thymol, eugenol, carvacrol and p-cymene, in the temperature range from (298.15 to 323.15) K, and at atmospheric pressure, is studied. Due to the low solubility of these compounds a novel technique was adopted for their measurements and validated using the aqueous solubility data for sparingly soluble aromatic compounds. The thermodynamic properties of solution were derived from the experimental data at infinite dilution. It is shown that the solubility of terpenes in water is an endothermic process confirming the existence of UCST phase diagrams, and only for carvacrol and eugenol is entropically driven. The experimental information is shown in a two-dimensional chemical space diagram providing indications to their probable distribution in the environment once released.application/pdfen_ENTerpenes solubility in water and their environmental distributionMartins, Mónia A.R.Silva, Liliana P.PersonalFerreira, OlgaDSpacehttp://dspace.org/items/59e0c608-0c21-4191-af5e-529d21970399DSpacehttp://dspace.org/items/59e0c608-0c21-4191-af5e-529d21970399FerreiraOlgaCiência IDhttps://www.ciencia-id.pt9F1D-C75A-4A54ORCIDhttp://orcid.org0000-0001-8414-3479Researcher IDhttps://www.researcherid.comM-4567-2013Scopus Author IDhttps://www.scopus.com57203083219Schröder, BerndCoutinho, João A.P.PersonalPinho, SimãoDSpacehttp://dspace.org/items/8ef7789a-34f3-4915-a666-4efe26272a30DSpacehttp://dspace.org/items/8ef7789a-34f3-4915-a666-4efe26272a30PinhoSimãoCiência IDhttps://www.ciencia-id.pt481D-73AD-8D0FORCIDhttp://orcid.org0000-0002-9211-857XResearcher IDhttps://www.researcherid.comD-4148-2013Scopus Author IDhttps://www.scopus.com7003570175HostingInstitutionOrganizationalBiblioteca Digital do IPBe-mailmailto:dspace@ipb.ptdspace@ipb.ptISSNIsPartOf0167-7322DOIIsPartOf10.1016/j.molliq.2017.06.0992018-01-31T10:00:00Z20172017-01-01T00:00:00ZHandlehttp://hdl.handle.net/10198/15351http://purl.org/coar/access_right/c_abf2open accessEnvironmental distributionSolubilityTerpenesThermodynamic functionsWater503405 bytesFundação para a Ciência e a TecnologiaPARÂMETROS QUÍMICO-FÍSICOS DE TERPENOS E TERPENOIDES PARA APLICAÇÃO EM ESTUDOS DE IMPACTO AMBIENTALCrossref Funder IDhttp://doi.org/10.13039/501100001871literaturehttp://purl.org/coar/resource_type/c_6501journal articlehttp://purl.org/coar/access_right/c_abf2application/pdffulltexthttps://bibliotecadigital.ipb.pt/bitstreams/cae0fbb5-ad42-418b-b36d-3f1238da1a96/download
spellingShingle Terpenes solubility in water and their environmental distribution
Martins, Mónia A.R.
Environmental distribution
Solubility
Terpenes
Thermodynamic functions
Water
status SINGLETON
subject.fl_str_mv Environmental distribution
Solubility
Terpenes
Thermodynamic functions
Water
title Terpenes solubility in water and their environmental distribution
title_full Terpenes solubility in water and their environmental distribution
title_fullStr Terpenes solubility in water and their environmental distribution
title_full_unstemmed Terpenes solubility in water and their environmental distribution
title_short Terpenes solubility in water and their environmental distribution
title_sort Terpenes solubility in water and their environmental distribution
topic Environmental distribution
Solubility
Terpenes
Thermodynamic functions
Water
topic_facet Environmental distribution
Solubility
Terpenes
Thermodynamic functions
Water
url http://hdl.handle.net/10198/15351
visible 1