a colourless liquid unsaturated cyclic hydrocarbon obtained in the cracking of petroleum hydrocarbons and the distillation of coal tar: used in the manufacture of plastics and insecticides. Formula: C5H6
cyclopentadiene in American English
(ˌsaikləˌpentəˈdaiin, ˌsɪklə-)
noun
a colorless liquid, C5H6, derived by the distillation of coal tar: used chiefly in the manufacture of insecticidesand resins
Word origin
[cyclo- + penta- + -diene]cyclo- is a combining form meaning “cycle,” used in the formation of compound words. Otherwords that use the affix cyclo- include: cyclohexylamine, cyclometer, cyclophosphamide, cyclothymia, cyclotomy; penta- is a combining form occurring in loanwords from Greek, meaning “five” (Pentateuch). On this model, penta- is used in the formation of compound words (pentavalent). Other words that use the affix penta- include: pentachloronitrobenzene, pentaerythritol, pentahydrate, pentaprism, pentaptych
Examples of 'cyclopentadiene' in a sentence
cyclopentadiene
Addition of cyclopentadiene to bis-naphthoquinone (1) afforded predominantly the endo-endo [4+2] cycloadduct (2).
Letecia J. Duncalf, Margaret A. Brimble 2000, 'Diels-Alder Cycloaddition of Cyclopentadiene to a Bis-naphthoquinone', Moleculeshttp://www.mdpi.com/1420-3049/5/2/162/. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
The chemistry of cyclopentadiene rings has been widely studied.
Vinicius Caliman 2000, 'The wide synthetic versatility of five membered rings containing phosphorus', Química Novahttp://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422000000300012. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
The molecules of cyclopentadiene obtained in situ are lattice.
Mamadou Ndiaye, Abdoulaye Samb, Libasse Diop 2016, 'NEW ADDUCTS BETWEEN N-[FERROCENYLMETHYL] DIMETHYLAMMONIUM AND HALOMETALLATES: SYNTHESISAND INFRARED STUDY', Scientific Study & Research: Chemistry & Chemical Engineering, Biotechnology, FoodIndustryhttp://pubs.ub.ro/?pg=revues&rev=cscc6&num=201504&vol=4&aid=4339. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
Significant deviation of the exocyclic fulvene double bond from the cyclopentadiene plane accompanies coordination.
Andrew J. Peloquin, Madelyn B. Smith, Bryce J. O'Connell, Kamran B. Ghiassi, GaryJ. Balaich, Scott T. Iacono 2018, 'Coordination complexes of chromium(0) with a series of 1,3-diphenyl-6-arylfulvenes',Acta Crystallographica Section E: Crystallographic Communicationshttp://scripts.iucr.org/cgi-bin/paper?S2056989018010794. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
The isomers differ by the localization of the double bond in the cyclopentadiene ring.
Kyrill Yu. Suponitsky, Alexander Z. Voskoboynikov, Mikhail V. Nikulin 2008, 'The cocrystal 10-(2-methyl-4-phenyl-1H-inden-6-yl)-10H-phenothiazine–10-(2-methyl-7-phenyl-1H-inden-5-yl)-10H-phenothiazine(0.54/0.46)', Acta Crystallographica Section Ehttp://scripts.iucr.org/cgi-bin/paper?S1600536808036210. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
The cyclopentadiene rings of the ferrocenyl moiety have an eclipsed conformation.
Sivasubramanian Suhitha, Krishnaswamy Gunasekaran, Adukamparai Rajukrishnan Sureshbabu,Raghavachary Raghunathan, Devadasan Velmurugan 2013, '2-(4-Bromobenzoyl)-1-ferrocenylspiro[11H-pyrrolidizine-3,11′-indeno[1,2-b]quinoxaline]',Acta Crystallographica Section Ehttp://scripts.iucr.org/cgi-bin/paper?S1600536813023064. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)
The hexacyclic dione 10 was prepared from simple and readily available starting materials such as 1,4-naphthoquinone and cyclopentadiene.
Sambasivarao Kotha, Mohammad Saifuddin, Rashid Ali, Gaddamedi Sreevani 2015, 'Spiro annulation of cage polycycles via Grignard reaction and ring-closing metathesisas key steps', Beilstein Journal of Organic Chemistryhttps://doi.org/10.3762/bjoc.11.147. Retrieved from DOAJ CC BY 4.0 (https://creativecommons.org/licenses/by-sa/4.0/legalcode)