Adamantanon

Adamantanon
Strukturní vzorec
Strukturní vzorec
Obecné
Systematický názevtricyklo[3.3.1.13,7]dekanon
Ostatní názvyadamantan-2-on
Sumární vzorecC10H14O
Vzhledbílá pevná látka
Identifikace
Registrační číslo CAS700-58-3
EC-no (EINECS/ELINCS/NLP)211-847-2
PubChem64151
ChEBI40611
SMILESC1C2CC3CC1CC(C2)C3=O
InChIInChI=1S/C10H14O/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-9H,1-5H2
Vlastnosti
Molární hmotnost150,22 g/mol
Teplota tání270 °C (543 K)[1]
Bezpečnost
GHS05 – korozivní a žíravé látky
GHS05
GHS06 – toxické látky
GHS06
GHS07 – dráždivé látky
GHS07
GHS09 – látky nebezpečné pro životní prostředí
GHS09
[1]
H-větyH301 H315 H318 H400 H410 H412[1]
P-větyP264+265 P270 P273 P280 P301+316 P302+352 P305+354+338 P317 P321 P330 P332+317 P362+364 P391 P405 P501[1]
Není-li uvedeno jinak, jsou použity
jednotky SI a STP (25 °C, 100 kPa).

Některá data mohou pocházet z datové položky.

Adamantanon (přesněji adamantan-2-on) je cyklický keton odvozený od adamantanu. Získává se oxidací adamantanu[2] a slouží na přípravu některých jeho derivátů.[3]

Adamantanon a některé další podobné polycyklické ketony jsou odolné vůči tvorbě enolátů, což je způsobeno tím, že příslušné karboanionty nemohou vytvářet konjugáty s vazbami pí karbonylových skupin.[4][5][6]

Reference

V tomto článku byl použit překlad textu z článku Adamantanone na anglické Wikipedii.

  1. a b c d 2-Adamantanone [online]. [cit. 2023-12-18]. Dostupné online. 
  2. H. W. Geluk; V. G. Keizer. Adamantanone. Organic Syntheses. 1973, s. 8. DOI 10.15227/orgsyn.053.0008. 
  3. Michael P. Fleming; John E. McMurry. Reductive Coupling of Carbonyls to Alkenes: Adamantylideneadamantane. Organic Syntheses. 1981, s. 113. DOI 10.15227/orgsyn.060.0113. 
  4. Matthew M. Meyer; Steven R. Kass. Enolates in 3-D: An Experimental and Computational Study of Deprotonated 2-Adamantanone. The Journal of Organic Chemistry. 2010, s. 4274–4279. DOI 10.1021/jo100953y. PMID 20496940. 
  5. J. E. Norlander; S. Jindal; D. Kitko. Resistance of Adamantanone to Homoenolization. Journal of the Chemical Society, Chemical Communications. 1969, s. 1136–1137. DOI 10.1039/C29690001136. 
  6. J .B. Stothers; C. T. Tan. Adamantanone: stereochemistry of its homoenolization as shown by 2H nuclear magnetic resonance. Journal of the Chemical Society, Chemical Communications. 1974, s. 378–379. DOI 10.1039/C39740000738. 

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Protein-coding gene in humans OPN1LWAvailable structuresPDBOrtholog search: PDBe RCSB List of PDB id codes1KPXIdentifiersAliasesOPN1LW, CBBM, CBP, COD5, RCP, ROP, opsin 1 (cone pigments), long-wave-sensitive, opsin 1, long wave sensitiveExternal IDsOMIM: 300822 MGI: 1097692 HomoloGene: 68064 GeneCards: OPN1LW Gene location (Human)Chr.X chromosome (human)[1]BandXq28Start154,144,243 bp[1]End154,159,032 bp[1]Gene location (Mouse)Chr.X chromosome (mouse)[2]BandX...