Unexpected dimerization of isoprene in a gas chromatography inlet. A study by gas chromatography/mass spectrometry coupling
•Isoprene dimerizes in a gas chromatography inlet.•The amount of dimer depends essentially on the quantity of isoprene.•Diprene and limonene are the major products.•Occurrence of this process may influence analysis of isoprene and terpenes mixtures. During analysis of pure isoprene by gas chromatogr...
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| Veröffentlicht in: | Journal of Chromatography A 2014-02, Vol.1331, p.133-138 |
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| container_title | Journal of Chromatography A |
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| creator | Estevez, Yannick Gardrat, Christian Berthelot, Karine Grau, Etienne De Jeso, Bernard Ouardad, Samira Peruch, Frédéric |
| description | •Isoprene dimerizes in a gas chromatography inlet.•The amount of dimer depends essentially on the quantity of isoprene.•Diprene and limonene are the major products.•Occurrence of this process may influence analysis of isoprene and terpenes mixtures.
During analysis of pure isoprene by gas chromatography/mass spectrometry (GC–MS) using a programmed temperature vaporization (PTV) inlet, the presence of several isoprene dimers was detected in the total ion chromatograms (TICs). This study intends to determine the part of the instrument where dimerization occurs and the relative importance of the dimer amounts under different experimental conditions. The reference thermal dimerization of isoprene gives four six-membered cyclic dimers and two eight-membered ones. In all samples containing different amounts of freshly distilled isoprene, only peaks corresponding to the former appeared in TICs. For the same temperature, their amounts increase as the concentration of injected isoprene increases. The main products are diprene (from 80 to 100%) of the total dimers and dipentene (from 1 to 14%). The sum of the two other dimers is never higher than 6%. In conclusion, isomeric dimers are produced through a dimerization in the inlet. No dimerization of isoprene occurs in the mass spectrometer source. Then care is needed when analyzing terpenic compounds in the presence of isoprene by GC–MS because structures, retention times and mass spectra of diprene and dipentene are close. |
| doi_str_mv | 10.1016/j.chroma.2014.01.035 |
| format | Article |
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During analysis of pure isoprene by gas chromatography/mass spectrometry (GC–MS) using a programmed temperature vaporization (PTV) inlet, the presence of several isoprene dimers was detected in the total ion chromatograms (TICs). This study intends to determine the part of the instrument where dimerization occurs and the relative importance of the dimer amounts under different experimental conditions. The reference thermal dimerization of isoprene gives four six-membered cyclic dimers and two eight-membered ones. In all samples containing different amounts of freshly distilled isoprene, only peaks corresponding to the former appeared in TICs. For the same temperature, their amounts increase as the concentration of injected isoprene increases. The main products are diprene (from 80 to 100%) of the total dimers and dipentene (from 1 to 14%). The sum of the two other dimers is never higher than 6%. In conclusion, isomeric dimers are produced through a dimerization in the inlet. No dimerization of isoprene occurs in the mass spectrometer source. Then care is needed when analyzing terpenic compounds in the presence of isoprene by GC–MS because structures, retention times and mass spectra of diprene and dipentene are close.</description><identifier>ISSN: 0021-9673</identifier><identifier>EISSN: 1873-3778</identifier><identifier>DOI: 10.1016/j.chroma.2014.01.035</identifier><identifier>PMID: 24485537</identifier><identifier>CODEN: JOCRAM</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Analytical chemistry ; Butadienes - chemistry ; Chemical Sciences ; Chemistry ; Chromatographic methods and physical methods associated with chromatography ; Dimerization ; Dimers ; Exact sciences and technology ; Gas chromatographic methods ; Gas chromatography ; Gas chromatography inlet ; Gas Chromatography-Mass Spectrometry - methods ; GC–MS ; Hemiterpenes - chemistry ; Inlets ; Isomerism ; Isoprene ; Mass spectrometers ; Mass spectrometry ; Mass spectroscopy ; Pentanes - chemistry ; Polymers</subject><ispartof>Journal of Chromatography A, 2014-02, Vol.1331, p.133-138</ispartof><rights>2014 Elsevier B.V.</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2014 Elsevier B.V. All rights reserved.</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c604t-31dd27e35c5f6d0c77e23137b4bdb1f00355b89670a8f214da5f156ef1d83e393</citedby><cites>FETCH-LOGICAL-c604t-31dd27e35c5f6d0c77e23137b4bdb1f00355b89670a8f214da5f156ef1d83e393</cites><orcidid>0009-0004-6366-0759 ; 0000-0003-1891-5877 ; 0000-0003-0809-4921 ; 0000-0003-0396-1555</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.chroma.2014.01.035$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,780,784,885,3548,27922,27923,45993</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=28292898$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24485537$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-01368973$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Estevez, Yannick</creatorcontrib><creatorcontrib>Gardrat, Christian</creatorcontrib><creatorcontrib>Berthelot, Karine</creatorcontrib><creatorcontrib>Grau, Etienne</creatorcontrib><creatorcontrib>De Jeso, Bernard</creatorcontrib><creatorcontrib>Ouardad, Samira</creatorcontrib><creatorcontrib>Peruch, Frédéric</creatorcontrib><title>Unexpected dimerization of isoprene in a gas chromatography inlet. A study by gas chromatography/mass spectrometry coupling</title><title>Journal of Chromatography A</title><addtitle>J Chromatogr A</addtitle><description>•Isoprene dimerizes in a gas chromatography inlet.•The amount of dimer depends essentially on the quantity of isoprene.•Diprene and limonene are the major products.•Occurrence of this process may influence analysis of isoprene and terpenes mixtures.
During analysis of pure isoprene by gas chromatography/mass spectrometry (GC–MS) using a programmed temperature vaporization (PTV) inlet, the presence of several isoprene dimers was detected in the total ion chromatograms (TICs). This study intends to determine the part of the instrument where dimerization occurs and the relative importance of the dimer amounts under different experimental conditions. The reference thermal dimerization of isoprene gives four six-membered cyclic dimers and two eight-membered ones. In all samples containing different amounts of freshly distilled isoprene, only peaks corresponding to the former appeared in TICs. For the same temperature, their amounts increase as the concentration of injected isoprene increases. The main products are diprene (from 80 to 100%) of the total dimers and dipentene (from 1 to 14%). The sum of the two other dimers is never higher than 6%. In conclusion, isomeric dimers are produced through a dimerization in the inlet. No dimerization of isoprene occurs in the mass spectrometer source. Then care is needed when analyzing terpenic compounds in the presence of isoprene by GC–MS because structures, retention times and mass spectra of diprene and dipentene are close.</description><subject>Analytical chemistry</subject><subject>Butadienes - chemistry</subject><subject>Chemical Sciences</subject><subject>Chemistry</subject><subject>Chromatographic methods and physical methods associated with chromatography</subject><subject>Dimerization</subject><subject>Dimers</subject><subject>Exact sciences and technology</subject><subject>Gas chromatographic methods</subject><subject>Gas chromatography</subject><subject>Gas chromatography inlet</subject><subject>Gas Chromatography-Mass Spectrometry - methods</subject><subject>GC–MS</subject><subject>Hemiterpenes - chemistry</subject><subject>Inlets</subject><subject>Isomerism</subject><subject>Isoprene</subject><subject>Mass spectrometers</subject><subject>Mass spectrometry</subject><subject>Mass spectroscopy</subject><subject>Pentanes - chemistry</subject><subject>Polymers</subject><issn>0021-9673</issn><issn>1873-3778</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkUFv1DAQhSMEokvhHyDkCxIcNvXETuxckFYVUKSVuNCz5diTXa-SONjZqqF_vl5lKRcEJ0tP33jem5dlb4HmQKG6OuRmH3yv84ICzynklJXPshVIwdZMCPk8W1FawLquBLvIXsV4oBQEFcXL7KLgXJYlE6vs4XbA-xHNhJZY12Nwv_Tk_EB8S1z0Y8ABiRuIJjsdybJx8rugx_2c9A6nnGxInI52Js38F-iq1zGSeFqRZJzCTIw_jp0bdq-zF63uIr45v5fZ7ZfPP65v1tvvX79db7ZrU1E-rRlYWwhkpSnbylIjBBYMmGh4YxtoacpdNjLFpFq2BXCryxbKCluwkiGr2WX2cfl3rzs1BtfrMCuvnbrZbNVJo8AqWQt2B4n9sLBj8D-PGCfVu2iw6_SA_hgVSEo5B6Dy_2hZcFZzYDShfEFN8DEGbJ9sAFWnNtVBLWdTpzaTIZVSpbF35w3Hpkf7NPS7vgS8PwM6Gt21QQ_GxT-cLOpC1iernxYO05nvHAYVjcPBoHUhFaOsd_928ghGD7_8</recordid><startdate>20140228</startdate><enddate>20140228</enddate><creator>Estevez, Yannick</creator><creator>Gardrat, Christian</creator><creator>Berthelot, Karine</creator><creator>Grau, Etienne</creator><creator>De Jeso, Bernard</creator><creator>Ouardad, Samira</creator><creator>Peruch, Frédéric</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QH</scope><scope>7UA</scope><scope>C1K</scope><scope>F1W</scope><scope>H96</scope><scope>H97</scope><scope>L.G</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope><scope>1XC</scope><scope>VOOES</scope><orcidid>https://orcid.org/0009-0004-6366-0759</orcidid><orcidid>https://orcid.org/0000-0003-1891-5877</orcidid><orcidid>https://orcid.org/0000-0003-0809-4921</orcidid><orcidid>https://orcid.org/0000-0003-0396-1555</orcidid></search><sort><creationdate>20140228</creationdate><title>Unexpected dimerization of isoprene in a gas chromatography inlet. A study by gas chromatography/mass spectrometry coupling</title><author>Estevez, Yannick ; Gardrat, Christian ; Berthelot, Karine ; Grau, Etienne ; De Jeso, Bernard ; Ouardad, Samira ; Peruch, Frédéric</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c604t-31dd27e35c5f6d0c77e23137b4bdb1f00355b89670a8f214da5f156ef1d83e393</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Analytical chemistry</topic><topic>Butadienes - chemistry</topic><topic>Chemical Sciences</topic><topic>Chemistry</topic><topic>Chromatographic methods and physical methods associated with chromatography</topic><topic>Dimerization</topic><topic>Dimers</topic><topic>Exact sciences and technology</topic><topic>Gas chromatographic methods</topic><topic>Gas chromatography</topic><topic>Gas chromatography inlet</topic><topic>Gas Chromatography-Mass Spectrometry - methods</topic><topic>GC–MS</topic><topic>Hemiterpenes - chemistry</topic><topic>Inlets</topic><topic>Isomerism</topic><topic>Isoprene</topic><topic>Mass spectrometers</topic><topic>Mass spectrometry</topic><topic>Mass spectroscopy</topic><topic>Pentanes - chemistry</topic><topic>Polymers</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Estevez, Yannick</creatorcontrib><creatorcontrib>Gardrat, Christian</creatorcontrib><creatorcontrib>Berthelot, Karine</creatorcontrib><creatorcontrib>Grau, Etienne</creatorcontrib><creatorcontrib>De Jeso, Bernard</creatorcontrib><creatorcontrib>Ouardad, Samira</creatorcontrib><creatorcontrib>Peruch, Frédéric</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Aqualine</collection><collection>Water Resources Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 2: Ocean Technology, Policy & Non-Living Resources</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 3: Aquatic Pollution & Environmental Quality</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Hyper Article en Ligne (HAL)</collection><collection>Hyper Article en Ligne (HAL) (Open Access)</collection><jtitle>Journal of Chromatography A</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Estevez, Yannick</au><au>Gardrat, Christian</au><au>Berthelot, Karine</au><au>Grau, Etienne</au><au>De Jeso, Bernard</au><au>Ouardad, Samira</au><au>Peruch, Frédéric</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Unexpected dimerization of isoprene in a gas chromatography inlet. A study by gas chromatography/mass spectrometry coupling</atitle><jtitle>Journal of Chromatography A</jtitle><addtitle>J Chromatogr A</addtitle><date>2014-02-28</date><risdate>2014</risdate><volume>1331</volume><spage>133</spage><epage>138</epage><pages>133-138</pages><issn>0021-9673</issn><eissn>1873-3778</eissn><coden>JOCRAM</coden><abstract>•Isoprene dimerizes in a gas chromatography inlet.•The amount of dimer depends essentially on the quantity of isoprene.•Diprene and limonene are the major products.•Occurrence of this process may influence analysis of isoprene and terpenes mixtures.
During analysis of pure isoprene by gas chromatography/mass spectrometry (GC–MS) using a programmed temperature vaporization (PTV) inlet, the presence of several isoprene dimers was detected in the total ion chromatograms (TICs). This study intends to determine the part of the instrument where dimerization occurs and the relative importance of the dimer amounts under different experimental conditions. The reference thermal dimerization of isoprene gives four six-membered cyclic dimers and two eight-membered ones. In all samples containing different amounts of freshly distilled isoprene, only peaks corresponding to the former appeared in TICs. For the same temperature, their amounts increase as the concentration of injected isoprene increases. The main products are diprene (from 80 to 100%) of the total dimers and dipentene (from 1 to 14%). The sum of the two other dimers is never higher than 6%. In conclusion, isomeric dimers are produced through a dimerization in the inlet. No dimerization of isoprene occurs in the mass spectrometer source. Then care is needed when analyzing terpenic compounds in the presence of isoprene by GC–MS because structures, retention times and mass spectra of diprene and dipentene are close.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>24485537</pmid><doi>10.1016/j.chroma.2014.01.035</doi><tpages>6</tpages><orcidid>https://orcid.org/0009-0004-6366-0759</orcidid><orcidid>https://orcid.org/0000-0003-1891-5877</orcidid><orcidid>https://orcid.org/0000-0003-0809-4921</orcidid><orcidid>https://orcid.org/0000-0003-0396-1555</orcidid><oa>free_for_read</oa></addata></record> |
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Analytical chemistry Butadienes - chemistry Chemical Sciences Chemistry Chromatographic methods and physical methods associated with chromatography Dimerization Dimers Exact sciences and technology Gas chromatographic methods Gas chromatography Gas chromatography inlet Gas Chromatography-Mass Spectrometry - methods GC–MS Hemiterpenes - chemistry Inlets Isomerism Isoprene Mass spectrometers Mass spectrometry Mass spectroscopy Pentanes - chemistry Polymers |
| title | Unexpected dimerization of isoprene in a gas chromatography inlet. A study by gas chromatography/mass spectrometry coupling |
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