an almost colourless liquid occurring in tobacco leaves and made commercially by hydrogenating pyrrole. It is a strongly alkaline heterocyclic base with molecules that contain a ring of four carbon atoms and one nitrogen atom. Formula: C4H9N
pyrrolidine in American English
(pɪˈroulɪˌdin, -dɪn, -ˈrɑlɪ-)
noun
Chemistry
a colorless, water-soluble, unpleasant smelling, poisonous liquid, C4H9N, from which proline and certain alkaloids are derived, prepared by reducing pyrrole: used chiefly in organic synthesis
Word origin
[1880–85; pyrrole + -id3 + -ine2]This word is first recorded in the period 1880–85. Other words that entered Englishat around the same time include: Chief of Staff, barnstorm, highball, impressionism, irredentist-id is a suffix used in the names of chemical compounds. Other words that use the affix-id include: lipid, plasmid; -ine is a suffix, of no assignable meaning, appearing in nouns of Greek, Latin, or Frenchorigin. Other words that use the affix -ine include: doctrine, famine, routine
Examples of 'pyrrolidine' in a sentence
pyrrolidine
In the molecule, the pyrrolidine ring possesses an envelope conformation.
Long He 2010, 'Diethyl 4-acetyl-5-(2-nitrophenyl)pyrrolidine-2,2-dicarboxylate', Acta Crystallographica Section Ehttp://scripts.iucr.org/cgi-bin/paper?S1600536810045691. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
Corresponding stereogenic centres of constituting pyrrolidine units have opposite absolute configurations.
Polina M. Ivantcova, Mikhail N. Sokolov, Konstantin V. Kudryavtsev, Andrei V. Churakov 2019, 'Crystal structure of 4-[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl] 2-methyl (2S,4S,5R)-1-[(2S,3R,5R)-5-methoxycarbonyl-2-(2-methylphenyl)pyrrolidine-3-carbonyl]-5-(2-methylphenyl)pyrrolidine-2,4-dicarboxylate',Acta Crystallographica Section E: Crystallographic Communicationshttp://scripts.iucr.org/cgi-bin/paper?S2056989019004079. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
The pyrrolidine and dihydropyran rings adopt twist and half-chair conformations, respectively.
K. Chinnakali, D. Sudha, M. Jayagobi, R. Raghunathan, Hoong-Kun Fun 2009, 'cis-1-Ethyl-4,4,6,8-tetramethyl-2-tosyl-2,3,3a,4,6,7,8,9-octahydro-1H-pyrrolo[3′,4′:3,4]pyrano[6,5-d]pyrimidine-7,9-dione',Acta Crystallographica Section Ehttp://scripts.iucr.org/cgi-bin/paper?S1600536809026361. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
Among these, pyrrolidine compound 1b was converted to 2,3-dioxo-5-aryl pyrrolidine 2b.
A. S. Hamzah, Z. Shaameri, M. F. Mohammat 2009, 'Synthesis of 2,3-Dioxo-5-(substituted)arylpyrroles and Their 2-Oxo-5-aryl-3-hydrazonePyrrolidine Derivatives', Moleculeshttp://www.mdpi.com/1420-3049/14/1/250/. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
The pyrrolidine and dihydropyran rings exhibit envelope and half chair conformations, respectively.
V. Manivannan, R. Raghunathan, B. Gunasekaran, S. Kathiravan 2010, 'Methyl 3-(4-chlorophenyl)-1-methyl-1,2,3,3a,4,11c-hexahydrobenzo[f]chromeno[4,3-b]pyrrole-3a-carboxylate',Acta Crystallographica Section Ehttp://scripts.iucr.org/cgi-bin/paper?S1600536810005465. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
Both the pyrrolidine and dioxalane rings adopt a twist conformation.
Kuppan Chandralekha, Deivasigamani Gavaskar, Adukamparai Rajukrishnan Sureshbabu,Srinivasakannan Lakshmi 2017, '5′-Benzylidene-1′′-methyl-4′′-phenyltrispiro[1,3-dioxolane-2,1′-cyclohexane-3′,3′′-pyrrolidine-2′′,3′′′-indole]-4′,2′′′-dione',IUCrDatahttp://scripts.iucr.org/cgi-bin/paper?S2414314617006393. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)