Adamantan

Adamantan
Skeletal formula with numbering convention	Ball-and-stick model
	Adamantan
Drugi nazivi	Triciklo[3.3.1.13,7]dekan
Identifikacija
CAS registarski broj	281-23-2
PubChem	9238
ChemSpider	8883
ChEBI	40519
ChEMBL	CHEMBL1614830
Jmol-3D slike	Slika 1; Slika 2
SMILES
	C1C3CC2CC(CC1C2)C3 C1C2CC3CC1CC(C2)C3
InChI
	InChI=1S/C10H16/c1-7-2-9-4-8(1)5-10(3-7)6-9/h7-10H,1-6H2 ; Kod: ORILYTVJVMAKLC-UHFFFAOYSA-N InChI=1/C10H16/c1-7-2-9-4-8(1)5-10(3-7)6-9/h7-10H,1-6H2; Kod: ORILYTVJVMAKLC-UHFFFAOYAG
Svojstva
Molekulska formula	C10H16
Molarna masa	136.23 g mol−1
Agregatno stanje	beli do mrkog praha
Gustina	1,08 g/cm3 (20 °C), čvrst
Tačka topljenja	270 °C (543 K)
Tačka ključanja	Sublimira
Rastvorljivost u vodi	Slabo je rastvoran
Rastvorljivost u drugi rastvarači	Rastvoran u ugljovodonicima
Indeks prelamanja (nD)	1,568
Struktura
Kristalna rešetka/struktura	kubna, prostorna grupa Fm3m
Geometrija molekula	4
Dipolni moment	0 D
Opasnost
Opasnost u toku rada	Zapaliv
S-oznake	24/25/28/37/45
Srodna jedinjenja
Srodna materije:	Memantin; Rimantadin; Amantadin
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Adamantan je bezbojno, kristalno hemijsko jedinjenje sa kamforu sličnim mirisom. Njegova hemijska formula je C₁₀H₁₆. On je cikloalkan, a isto tako najjednostavniji dijamondoid. Molekuli adamantana se sastoje od tri cikloheksanska prstena u konformaciji „stolice“. On je jedinstven po tome što je krut i nepodložan stresu. Adamantan je najstabilniji među izomerima sa formulom C₁₀H₁₆, što obuhvata i donekle slične tvistane. Prostorni aranžman atoma ugljenika je isti kod adamantana i kristala dijamanta. Ime ovog jedinjenja je motivisano tom činjenicom. U grč. adamantinos znači srodan sa čelikom ili dijamantaom.^[8]

Otkriće adamantana u nafti 1933 je pokrenulo novo polje hemije usmereno na studiranje sinteze i osobina poliedralnih organskih jedinjenja. Derivati adamantana su našli praktičnu primenu u lekovima, polimernim materijalima i termalno stabilnim lubrikantima.

Reference

↑ According to page 41 of A 2004 IUPAC guide, adamantane is the "preferred IUPAC name."
↑ 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
↑ Windsor C G, Saunderson D H, Sherwood J N, Taylor D, Pawley G S (1978). „Lattice dynamics of adamantane in the disordered phase”. Journal of Physics C: Solid State Physics 11 (9): 1741. DOI:10.1088/0022-3719/11/9/013.
↑ Bagrii, E.I. (1989) (Russian). Adamantanes: synthesis, properties, applications. Nauka. str. 5–57. ISBN 5-02-001382-x.
↑ Alexander Senning. Elsevier's Dictionary of Chemoetymology. Elsevier, 2006, pp. 6 ISBN 0-444-52239-5.

Literatura

Bagrii, E.I. (1989) (Russian). Adamantanes: synthesis, properties, applications. Nauka. str. 5–57. ISBN 5-02-001382-x.

Spoljašnje veze

Portal Hemija

[iupac-1] According to page 41 of A 2004 IUPAC guide, adamantane is the "preferred IUPAC name."

[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] 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

[lowt-6] Windsor C G, Saunderson D H, Sherwood J N, Taylor D, Pawley G S (1978). „Lattice dynamics of adamantane in the disordered phase”. Journal of Physics C: Solid State Physics 11 (9): 1741. DOI:10.1088/0022-3719/11/9/013.

[bagriy_1-7] Bagrii, E.I. (1989) (Russian). Adamantanes: synthesis, properties, applications. Nauka. str. 5–57. ISBN 5-02-001382-x.

[8] Alexander Senning. Elsevier's Dictionary of Chemoetymology. Elsevier, 2006, pp. 6 ISBN 0-444-52239-5.

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