About: 2-Heptanone

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2-Heptanone, also known as methyl n-amyl ketone, or Heptan-2-one, is a ketone with the molecular formula C7H14O. It is a colorless, water-like liquid with a banana-like, fruity odor. 2-Heptanone has a neutral formal charge, and is only slightly soluble in water. 2-Heptanone is listed by the FDA as a "food additive permitted for direct addition to food for human consumption" (21 CFR 172.515), and it occurs naturally in certain foods (e.g., beer, white bread, butter, various cheeses and potato chips).

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  • 2-Heptanone, also known as methyl n-amyl ketone, or Heptan-2-one, is a ketone with the molecular formula C7H14O. It is a colorless, water-like liquid with a banana-like, fruity odor. 2-Heptanone has a neutral formal charge, and is only slightly soluble in water. 2-Heptanone is listed by the FDA as a "food additive permitted for direct addition to food for human consumption" (21 CFR 172.515), and it occurs naturally in certain foods (e.g., beer, white bread, butter, various cheeses and potato chips). The mechanism of action of 2-heptanone as a pheromone at odorant receptors in rodents has been investigated. 2-Heptanone is present in the urine of stressed rats and believe that it is used as a means to alert other rats. Certain species of worms are attracted to 2-heptanone and bacteria can use this as a means of pathogenesis. 2-Heptanone has also been found to be excreted by honey bees when they bite small pests within the colony such as wax moth larvae and Varroa mites. Though it was historically believed to be an alarm pheromone, 2-heptanone has been shown to act as an anaesthetic on the pests, enabling the honey bee to stun the pest and eject it from the hive. The work could lead to the use of 2-heptanone as an alternative local anaesthetic to lidocaine, which although well established for clinical use, has the disadvantage of provoking allergic reactions in some people. 2-Heptanone was one of the metabolites of n-heptane found in the urine of employees exposed to heptane in shoe and tire factories. This commonly occurs from exposure to plasticisers. 2-Heptanone can be absorbed through the skin, inhaled and consumed. Exposure to 2-Heptanone can cause irritation of skin/eyes, respiratory system, headaches, vomiting, and nausea. In mice 2-H is a urinary component and pheromone. It has a high affinity for the main olfactory epithelium. Gaillard et al 2002 found that it agonizes one specific olfactory receptor, and that that OR only binds 2-H. (en)
  • 2-Heptanon ist eine organische Verbindung aus der Gruppe der Ketone. (de)
  • L'heptan-2-one est un composé organique de la famille des cétones. Sa formule brute est C7H14O. Il se présente sous la forme d'un liquide incolore et a une odeur fruitée, ressemblant à celle de la banane. (fr)
  • 2-ヘプタノン(英: 2-Heptanone)はメチルケトンの一種。メチルノルマルペンチルケトン、アミルメチルケトンなどの別名がある。化学式C7H14Oで、無色の液体。果実香を持つ。消防法に定める第4類危険物 第2石油類に該当する。 (ja)
  • Il 2-eptanone è un chetone. Ha formula bruta C7H14O; presenta una catena di 7 atomi di carbonio, il secondo dei quali è legato, mediante un doppio legame, ad un atomo di ossigeno. È un liquido incolore, simile all'acqua, con un odore fruttato simile a quello di banana. Il 2-eptanone viene secreto dalle ghiandole mandibolari delle api operaie come feromone d'allarme. Il 2-eptanone è elencato dalla FDA come "additivo alimentare autorizzato per aggiunta diretta al cibo destinato al consumo umano" (21 CFR 172.515) e si presenta naturalmente in alcuni alimenti (ad es. birra, pane bianco, burro, formaggi vari e patate patatine fritte). È stato studiato il meccanismo d'azione del 2-eptanone come feromone nei recettori degli odori nei roditori. Il 2-eptanone è presente nelle urine di ratti stressati e crede che sia usato come mezzo per allertare altri ratti. Alcune specie di vermi sono attratte dal 2-eptanone e i batteri possono usarlo come mezzo di partenogenesi. È stato anche scoperto che il 2-eptanone viene escreto dalle api da miele quando mordono piccoli parassiti all'interno della colonia come larve di falene e Varroa destructor. Sebbene si credesse storicamente un feromone di allarme, il 2-eptanone ha dimostrato di agire come anestetico sui parassiti, consentendo all'ape di miele di stordire il parassita ed espellerlo dall'alveare. Questo studio potrebbe portare all'uso del 2-eptanone come anestetico locale alternativo alla lidocaina, che sebbene ben consolidato per l'uso clinico, ha lo svantaggio di provocare reazioni allergiche in alcune persone. Il 2-eptanone era uno dei metaboliti dell'n-eptano trovato nelle urine dei dipendenti esposti all'eptano nelle fabbriche di scarpe e pneumatici. Ciò si verifica comunemente dall'esposizione ai plastificanti. Il 2-eptanone può essere assorbito attraverso la pelle, inalato e consumato. L'esposizione al 2-eptanone può causare irritazione a pelle/occhi, apparato respiratorio, mal di testa, vomito e nausea. (it)
  • 2-Heptanon (ook methyl-n-amylketon genoemd) is een organische verbinding met als brutoformule C7H14O. De stof komt voor als een kleurloze vloeistof met een kenmerkende banaangeur, die slecht oplosbaar is in water. (nl)
  • 2-庚酮(英語:2-Heptanone,也称为甲基正丁基酮,methyl n-amyl ketone,或庚-2-酮,Heptan-2-one,)是一种化学式为C7H14O的有机化合物,常温常压下为无色液体,微溶于水。 (zh)
dbo:alternativeName
  • Amyl methyl ketone (en)
  • Butyl acetone (en)
  • Methyl n-amyl ketone (en)
  • Methyl pentyl ketone (en)
dbo:iupacName
  • Heptan-2-one (en)
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  • Skeletal formula of 2-heptanone.svg (en)
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  • Ball-and-stick model of 2-heptanone (en)
  • Skeletal formula of 2-heptanone (en)
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dbp:othernames
  • Amyl methyl ketone (en)
  • Butyl acetone (en)
  • Methyl n-amyl ketone (en)
  • Methyl pentyl ketone (en)
dbp:pin
  • Heptan-2-one (en)
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  • 2-Heptanon ist eine organische Verbindung aus der Gruppe der Ketone. (de)
  • L'heptan-2-one est un composé organique de la famille des cétones. Sa formule brute est C7H14O. Il se présente sous la forme d'un liquide incolore et a une odeur fruitée, ressemblant à celle de la banane. (fr)
  • 2-ヘプタノン(英: 2-Heptanone)はメチルケトンの一種。メチルノルマルペンチルケトン、アミルメチルケトンなどの別名がある。化学式C7H14Oで、無色の液体。果実香を持つ。消防法に定める第4類危険物 第2石油類に該当する。 (ja)
  • 2-Heptanon (ook methyl-n-amylketon genoemd) is een organische verbinding met als brutoformule C7H14O. De stof komt voor als een kleurloze vloeistof met een kenmerkende banaangeur, die slecht oplosbaar is in water. (nl)
  • 2-庚酮(英語:2-Heptanone,也称为甲基正丁基酮,methyl n-amyl ketone,或庚-2-酮,Heptan-2-one,)是一种化学式为C7H14O的有机化合物,常温常压下为无色液体,微溶于水。 (zh)
  • 2-Heptanone, also known as methyl n-amyl ketone, or Heptan-2-one, is a ketone with the molecular formula C7H14O. It is a colorless, water-like liquid with a banana-like, fruity odor. 2-Heptanone has a neutral formal charge, and is only slightly soluble in water. 2-Heptanone is listed by the FDA as a "food additive permitted for direct addition to food for human consumption" (21 CFR 172.515), and it occurs naturally in certain foods (e.g., beer, white bread, butter, various cheeses and potato chips). (en)
  • Il 2-eptanone è un chetone. Ha formula bruta C7H14O; presenta una catena di 7 atomi di carbonio, il secondo dei quali è legato, mediante un doppio legame, ad un atomo di ossigeno. È un liquido incolore, simile all'acqua, con un odore fruttato simile a quello di banana. Il 2-eptanone viene secreto dalle ghiandole mandibolari delle api operaie come feromone d'allarme. (it)
rdfs:label
  • 2-Heptanon (de)
  • 2-Heptanone (en)
  • 2-eptanone (it)
  • Heptan-2-one (fr)
  • 2-ヘプタノン (ja)
  • 2-Heptanon (nl)
  • 2-庚酮 (zh)
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