Phase Diagram of (R)- and (S)-4-Hydroxy-2-pyrrolidone Mixtures: A New Case of a Conglomerate-Forming System
The phase diagram of (R)- and (S)-4-hydroxy-2-pyrro(idone presents a conglomerate in the racemic mixture. The enthalpy of melting extrapolated by the Schröder-van Laar-Le Chatelier equation [change in enthalpy (ΔH) = 28410 J/mol; melting temperature (TA) = 429.9 K; solidus temperature (Ts) = 395.4 K...
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| Veröffentlicht in: | Journal of pharmaceutical sciences 1993-07, Vol.82 (7), p.758-760 |
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| container_title | Journal of pharmaceutical sciences |
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| creator | Di Silvestro, Giuseppe Palmisano, Giovanni Pellegata, Renato |
| description | The phase diagram of (R)- and (S)-4-hydroxy-2-pyrro(idone presents a conglomerate in the racemic mixture. The enthalpy of melting extrapolated by the Schröder-van Laar-Le Chatelier equation [change in enthalpy (ΔH) = 28410 J/mol; melting temperature (TA) = 429.9 K; solidus temperature (Ts) = 395.4 K] and the value determined by differential scanning calorimetry (ΔH = 28494 J/mol; TA = 429.6 K; Ts= 394.6 K) are in excellent agreement. The experimental entropy of the mixing of enantiomers is 5.69 J/mol ⋅ K. The conglomerate nature of the racemic mixture was confirmed by X-ray and IR spectroscopy. The presence of solvates was also observed. |
| doi_str_mv | 10.1002/jps.2600820717 |
| format | Article |
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The enthalpy of melting extrapolated by the Schröder-van Laar-Le Chatelier equation [change in enthalpy (ΔH) = 28410 J/mol; melting temperature (TA) = 429.9 K; solidus temperature (Ts) = 395.4 K] and the value determined by differential scanning calorimetry (ΔH = 28494 J/mol; TA = 429.6 K; Ts= 394.6 K) are in excellent agreement. The experimental entropy of the mixing of enantiomers is 5.69 J/mol ⋅ K. The conglomerate nature of the racemic mixture was confirmed by X-ray and IR spectroscopy. The presence of solvates was also observed.</description><identifier>ISSN: 0022-3549</identifier><identifier>EISSN: 1520-6017</identifier><identifier>DOI: 10.1002/jps.2600820717</identifier><identifier>PMID: 8360853</identifier><identifier>CODEN: JPMSAE</identifier><language>eng</language><publisher>Washington: Elsevier Inc</publisher><subject>Biological and medical sciences ; Calorimetry, Differential Scanning ; Chemical Phenomena ; Chemistry, Physical ; Crystallization ; General pharmacology ; Medical sciences ; Pharmaceutical technology. Pharmaceutical industry ; Pharmacology. Drug treatments ; Pyrrolidinones - chemistry ; Spectrophotometry, Infrared ; Stereoisomerism ; Thermodynamics ; X-Ray Diffraction</subject><ispartof>Journal of pharmaceutical sciences, 1993-07, Vol.82 (7), p.758-760</ispartof><rights>1993 Wiley-Liss, Inc., A Wiley Company</rights><rights>Copyright © 1993 Wiley‐Liss, Inc., A Wiley Company</rights><rights>1993 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3717-6a1aa4e0ce4e1b9a9a1ad3a3daf12b6d58cafd5a86ee632efae7c01b4837cb283</citedby><cites>FETCH-LOGICAL-c3717-6a1aa4e0ce4e1b9a9a1ad3a3daf12b6d58cafd5a86ee632efae7c01b4837cb283</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjps.2600820717$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjps.2600820717$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=4809752$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/8360853$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Di Silvestro, Giuseppe</creatorcontrib><creatorcontrib>Palmisano, Giovanni</creatorcontrib><creatorcontrib>Pellegata, Renato</creatorcontrib><title>Phase Diagram of (R)- and (S)-4-Hydroxy-2-pyrrolidone Mixtures: A New Case of a Conglomerate-Forming System</title><title>Journal of pharmaceutical sciences</title><addtitle>J. Pharm. Sci</addtitle><description>The phase diagram of (R)- and (S)-4-hydroxy-2-pyrro(idone presents a conglomerate in the racemic mixture. The enthalpy of melting extrapolated by the Schröder-van Laar-Le Chatelier equation [change in enthalpy (ΔH) = 28410 J/mol; melting temperature (TA) = 429.9 K; solidus temperature (Ts) = 395.4 K] and the value determined by differential scanning calorimetry (ΔH = 28494 J/mol; TA = 429.6 K; Ts= 394.6 K) are in excellent agreement. The experimental entropy of the mixing of enantiomers is 5.69 J/mol ⋅ K. The conglomerate nature of the racemic mixture was confirmed by X-ray and IR spectroscopy. The presence of solvates was also observed.</description><subject>Biological and medical sciences</subject><subject>Calorimetry, Differential Scanning</subject><subject>Chemical Phenomena</subject><subject>Chemistry, Physical</subject><subject>Crystallization</subject><subject>General pharmacology</subject><subject>Medical sciences</subject><subject>Pharmaceutical technology. Pharmaceutical industry</subject><subject>Pharmacology. Drug treatments</subject><subject>Pyrrolidinones - chemistry</subject><subject>Spectrophotometry, Infrared</subject><subject>Stereoisomerism</subject><subject>Thermodynamics</subject><subject>X-Ray Diffraction</subject><issn>0022-3549</issn><issn>1520-6017</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkEtvEzEURkcIVEJhyw7JC4TahYMf43l0VwXaAGmpCIildeO5E9zOjIM9oZl_j6uJglggVpZ1z_fZ9yTJS86mnDHx9nYTpiJjrBAs5_mjZMKVYDRjPH-cTCIgqFRp-TR5FsItYyxjSh0lR4XMWKHkJLm7-QEByTsLaw8tcTU5-XJKCXQVOVme0pTOh8q73UAF3Qzeu8ZWrkNyZXf91mM4I-fkGu_J7KEkhoHMXLduXIseeqQXzre2W5PlEHpsnydPamgCvtifx8m3i_dfZ3O6-Hz5YXa-oEbGFWgGHCBFZjBFviqhjPdKgqyg5mKVVaowUFcKigwxkwJrwNwwvkoLmZuVKORx8mbs3Xj3c4uh160NBpsGOnTboHNVCsHzMoLTETTeheCx1htvW_CD5kw_2NXRrv5jNwZe7Zu3qxarA77XGeev93MIBpraQ2dsOGBpwcpciYiVI3ZvGxz-86j-eLP86wt0zNqodHfIgr_TWS5zpb9fX-rySi2ydM70p8gXI4_R-C-LXgdjsTNYWY-m15Wz_9r2N5Hhs6s</recordid><startdate>199307</startdate><enddate>199307</enddate><creator>Di Silvestro, Giuseppe</creator><creator>Palmisano, Giovanni</creator><creator>Pellegata, Renato</creator><general>Elsevier Inc</general><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><general>American Pharmaceutical Association</general><scope>BSCLL</scope><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>7X8</scope></search><sort><creationdate>199307</creationdate><title>Phase Diagram of (R)- and (S)-4-Hydroxy-2-pyrrolidone Mixtures: A New Case of a Conglomerate-Forming System</title><author>Di Silvestro, Giuseppe ; Palmisano, Giovanni ; Pellegata, Renato</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3717-6a1aa4e0ce4e1b9a9a1ad3a3daf12b6d58cafd5a86ee632efae7c01b4837cb283</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1993</creationdate><topic>Biological and medical sciences</topic><topic>Calorimetry, Differential Scanning</topic><topic>Chemical Phenomena</topic><topic>Chemistry, Physical</topic><topic>Crystallization</topic><topic>General pharmacology</topic><topic>Medical sciences</topic><topic>Pharmaceutical technology. Pharmaceutical industry</topic><topic>Pharmacology. Drug treatments</topic><topic>Pyrrolidinones - chemistry</topic><topic>Spectrophotometry, Infrared</topic><topic>Stereoisomerism</topic><topic>Thermodynamics</topic><topic>X-Ray Diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Di Silvestro, Giuseppe</creatorcontrib><creatorcontrib>Palmisano, Giovanni</creatorcontrib><creatorcontrib>Pellegata, Renato</creatorcontrib><collection>Istex</collection><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>MEDLINE - Academic</collection><jtitle>Journal of pharmaceutical sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Di Silvestro, Giuseppe</au><au>Palmisano, Giovanni</au><au>Pellegata, Renato</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Phase Diagram of (R)- and (S)-4-Hydroxy-2-pyrrolidone Mixtures: A New Case of a Conglomerate-Forming System</atitle><jtitle>Journal of pharmaceutical sciences</jtitle><addtitle>J. Pharm. Sci</addtitle><date>1993-07</date><risdate>1993</risdate><volume>82</volume><issue>7</issue><spage>758</spage><epage>760</epage><pages>758-760</pages><issn>0022-3549</issn><eissn>1520-6017</eissn><coden>JPMSAE</coden><abstract>The phase diagram of (R)- and (S)-4-hydroxy-2-pyrro(idone presents a conglomerate in the racemic mixture. The enthalpy of melting extrapolated by the Schröder-van Laar-Le Chatelier equation [change in enthalpy (ΔH) = 28410 J/mol; melting temperature (TA) = 429.9 K; solidus temperature (Ts) = 395.4 K] and the value determined by differential scanning calorimetry (ΔH = 28494 J/mol; TA = 429.6 K; Ts= 394.6 K) are in excellent agreement. The experimental entropy of the mixing of enantiomers is 5.69 J/mol ⋅ K. The conglomerate nature of the racemic mixture was confirmed by X-ray and IR spectroscopy. The presence of solvates was also observed.</abstract><cop>Washington</cop><pub>Elsevier Inc</pub><pmid>8360853</pmid><doi>10.1002/jps.2600820717</doi><tpages>3</tpages></addata></record> |
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| ispartof | Journal of pharmaceutical sciences, 1993-07, Vol.82 (7), p.758-760 |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete; Alma/SFX Local Collection |
| subjects | Biological and medical sciences Calorimetry, Differential Scanning Chemical Phenomena Chemistry, Physical Crystallization General pharmacology Medical sciences Pharmaceutical technology. Pharmaceutical industry Pharmacology. Drug treatments Pyrrolidinones - chemistry Spectrophotometry, Infrared Stereoisomerism Thermodynamics X-Ray Diffraction |
| title | Phase Diagram of (R)- and (S)-4-Hydroxy-2-pyrrolidone Mixtures: A New Case of a Conglomerate-Forming System |
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