Ciklopropen

Ciklopropen
Skeletal formula of cyclopropene with implicit hydrogens shown	Ball and stick model of cyclopropene
Naziv po klasifikaciji	Ciklopropen
Identifikacija
CAS registarski broj	2781-85-3
PubChem	123173
ChemSpider	109788
MeSH	cyclopropene
Jmol-3D slike	Slika 1
SMILES
	C1C=C1
InChI
	InChI=1S/C3H4/c1-2-3-1/h1-2H,3H2 ; Kod: OOXWYYGXTJLWHA-UHFFFAOYSA-N
Svojstva
Molekulska formula	C3H4
Molarna masa	40.06 g mol−1
Tačka ključanja	-36 °C, 237 K, -33 °F
Termohemija
Std entalpija; sagorevanja ΔcHo298	-2032--2026 kJ mol-1
Specifični toplotni kapacitet, C	51.9-53.9 J K-1 mol-1
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Ciklopropen je organsko jedinjenje sa formulom C₃H₄. On je najjednostavniji cikloalken. I ima trougaonu strukturu. Njegov prsten je veoma napregnut, iz kog razloga se ciklopropen teško priprema.^[5] Poput ciklopropana, ugljenični prsten ciklopropena je planaran. Umanjena dužina |dvostruke veze u poređenju sa jednostrukom vezom uzrokuje umanjenje ugla nasuprot dvostruke veze do 51°^[6]. Kao kod ciklopropana, ugljenik–ugljenik veze prstena imaju povećan p karakter: alkenski ugljenici koriste sp^2.68 hibridizaciju za prsten.^[7]

Literatura uredi

↑ „cyclopropene - Compound Summary”. PubChem Compound. USA: National Center for Biotechnology Information. 27. 3. 2005.. Identification and Related Records. Pristupljeno 9. 10. 2011.
↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Carter, F. L.; Frampton, V. L. (1964). „Review of the Chemistry of Cyclopropene Compounds”. Chemical Reviews 64: 497–525. DOI:10.1021/cr60231a001.
↑ Staley, S. W.; Norden, T. D.; Su, C.-F.; Rall, M.; Harmony, M. D. (1987). „Structure of 3-cyanocyclopropene by microwave spectroscopy and ab initio molecular orbital calculations. Evidence for substituent-ring double bond interactions”. J. Am. Chem. Soc. 109 (10): 2880–2884. DOI:10.1021/ja00244a004.
↑ Allen, F. H. (1982). „The geometry of small rings: Molecular geometry of cyclopropene and its derivatives”. Tetrahedron 38 (5): 645–655. DOI:10.1016/0040-4020(82)80206-8.

Spoljašnje veze uredi

Portal Hemija

Sinteza ciklopropena

[1] „cyclopropene - Compound Summary”. PubChem Compound. USA: National Center for Biotechnology Information. 27. 3. 2005.. Identification and Related Records. Pristupljeno 9. 10. 2011.

[2] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[3] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[4] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[5] Carter, F. L.; Frampton, V. L. (1964). „Review of the Chemistry of Cyclopropene Compounds”. Chemical Reviews 64: 497–525. DOI:10.1021/cr60231a001.

[6] Staley, S. W.; Norden, T. D.; Su, C.-F.; Rall, M.; Harmony, M. D. (1987). „Structure of 3-cyanocyclopropene by microwave spectroscopy and ab initio molecular orbital calculations. Evidence for substituent-ring double bond interactions”. J. Am. Chem. Soc. 109 (10): 2880–2884. DOI:10.1021/ja00244a004.

[7] Allen, F. H. (1982). „The geometry of small rings: Molecular geometry of cyclopropene and its derivatives”. Tetrahedron 38 (5): 645–655. DOI:10.1016/0040-4020(82)80206-8.

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