Piperidin

Piperidin
	Piperidine
Drugi nazivi	Heksahidropiridin; Azacikloheksan; Pentametilenamin; Azinan
Identifikacija
CAS registarski broj	110-89-4
PubChem	8082
ChemSpider	7791
ChEMBL	CHEMBL15487
RTECS registarski broj toksičnosti	TM3500000
Jmol-3D slike	Slika 1
SMILES
	C1CCNCC1
InChI
	InChI=1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2 ; Kod: NQRYJNQNLNOLGT-UHFFFAOYSA-N InChI=1/C5H11N/c1-2-; 4-6-5-3-1/h6H,1-5H2 InChI=1/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2; Kod: NQRYJNQNLNOLGT-UHFFFAOYAY
Svojstva
Molekulska formula	C5H11N
Molarna masa	85.15 g/mol
Agregatno stanje	bezbojna tečnost
Gustina	0.862 g/ml, tečnost
Tačka topljenja	−7 °C
Tačka ključanja	106 °C
Rastvorljivost u vodi	rastvorljiv
pKa	11.22
Viskoznost	1.573 cP na 25 °C
Opasnost
EU-klasifikacija	Zapaljiv (F); Toksičan (T)
NFPA 704	3 3 3
R-oznake	R11, R23/24, R34
Srodna jedinjenja
Srodna jedinjenja	piridin; pirolidin; piperazin
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Piperidin (azinan) je organsko jedinjenje sa molekulskom formulom (CH₂)₅NH. Ovaj heterociklični amin se sastoji od šestočlanog prstena sa pet metilenskih jedinica i jednim atomom azota. On je bezbojna isparljiva tečnost sa mirisom poput amonijačnog, poput bibera^[6]. Ime potiče od lat. Piper - biber.^[7] Piperidin se koristi kao gradivni blok i hemijski reagens u organskoj sintezi.

Proizvodnja

Industrijski se piperidin proizvodi hidrogenacijom piridina, obično upotrebom molibden disulfidnog katalizatora:^[8]

C₅H₅N + 3 H₂ → C₅H₁₀NH

Piridin takođe može da bude redukovan do piperidina natrijumom u etanolu.^[9]

Reference

↑ 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
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Hall, H.K., J. Am. Chem. Soc., 1957, 79, 5441.
↑ Frank Johnson Welcher (1947). Organic Analytical Reagents. D. Van Nostrand. str. 149.
↑ Alexander Senning (2006). Elsevier's Dictionary of Chemoetymology. Amsterdam: Elsevier. ISBN 0444522395.
↑ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke “Amines, Aliphatic” Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH. doi:10.1002/14356007.a02_001
↑ C. S. Marvel and W. A. Lazier (1941), „Benzoyl Piperidine”, Organic Syntheses ; Coll. Vol. 1: 99

Literatura

Frank Johnson Welcher (1947). Organic Analytical Reagents. D. Van Nostrand. str. 149.
Alexander Senning (2006). Elsevier's Dictionary of Chemoetymology. Amsterdam: Elsevier. ISBN 0444522395.

Vanjske veze

Portal Hemija

[1] 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

[2] 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.

[3] 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

[4] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[5] Hall, H.K., J. Am. Chem. Soc., 1957, 79, 5441.

[6] Frank Johnson Welcher (1947). Organic Analytical Reagents. D. Van Nostrand. str. 149.

[7] Alexander Senning (2006). Elsevier's Dictionary of Chemoetymology. Amsterdam: Elsevier. ISBN 0444522395.

[Ullmann-8] Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke “Amines, Aliphatic” Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH. doi:10.1002/14356007.a02_001

[9] C. S. Marvel and W. A. Lazier (1941), „Benzoyl Piperidine”, Organic Syntheses ; Coll. Vol. 1: 99

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

[9]