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Ethyl acetoxy butanoate

Ethyl acetoxy butanoate (EAB) is a volatile chemical compound found as a minor component of the odour profile of ripe pineapples, though in its pure form it has a smell more similar to sour yoghurt.[1] It can be metabolized in humans into GHB, and thus can produce similar sedative effects.[citation needed]

Ethyl acetoxy butanoate
Names
Preferred IUPAC name
Ethyl 4-(acetyloxy)butanoate
Other names
Ethyl 4-acetoxybutanoate
Identifiers
  • 25560-91-2 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 3544989
  • 4340980
UNII
  • R622BPD8K6 Y
  • DTXSID50402111
  • InChI=1S/C8H14O4/c1-3-11-8(10)5-4-6-12-7(2)9/h3-6H2,1-2H3
    Key: KMPQIYXXLIFPKA-UHFFFAOYSA-N
  • CCOC(=O)CCCOC(=O)C
Properties
C8H14O4
Molar mass 174.196 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

It is synthesised by the reaction of gamma-butyrolactone and ethyl acetate with sodium ethoxide.[2]

See also

References

  1. ^ Umano RP, Hagi Y, Nakahara K, Shoji A, Shibamoto T. Volatile constituents of green and ripened pineapple (Ananas comosus). J Agric Food Chem 1992; 40:599-603. doi:10.1021/jf00016a014
  2. ^ 常温下4-乙酰氧基丁酸乙酯的催化合成方法. 1994. CN1047589C


ethyl, acetoxy, butanoate, volatile, chemical, compound, found, minor, component, odour, profile, ripe, pineapples, though, pure, form, smell, more, similar, sour, yoghurt, metabolized, humans, into, thus, produce, similar, sedative, effects, citation, needed,. Ethyl acetoxy butanoate EAB is a volatile chemical compound found as a minor component of the odour profile of ripe pineapples though in its pure form it has a smell more similar to sour yoghurt 1 It can be metabolized in humans into GHB and thus can produce similar sedative effects citation needed Ethyl acetoxy butanoate NamesPreferred IUPAC name Ethyl 4 acetyloxy butanoateOther names Ethyl 4 acetoxybutanoateIdentifiersCAS Number 25560 91 2 Y3D model JSmol Interactive imageChemSpider 3544989PubChem CID 4340980UNII R622BPD8K6 YCompTox Dashboard EPA DTXSID50402111InChI InChI 1S C8H14O4 c1 3 11 8 10 5 4 6 12 7 2 9 h3 6H2 1 2H3Key KMPQIYXXLIFPKA UHFFFAOYSA NSMILES CCOC O CCCOC O CPropertiesChemical formula C 8H 14O 4Molar mass 174 196 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references It is synthesised by the reaction of gamma butyrolactone and ethyl acetate with sodium ethoxide 2 See also Edit1 4 Butanediol 1 4 BD 1 6 Dioxecane 2 7 dione Aceburic acid gamma HydroxybutyraldehydeReferences Edit Umano RP Hagi Y Nakahara K Shoji A Shibamoto T Volatile constituents of green and ripened pineapple Ananas comosus J Agric Food Chem 1992 40 599 603 doi 10 1021 jf00016a014 常温下4 乙酰氧基丁酸乙酯的催化合成方法 1994 CN1047589C This sedative related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Ethyl acetoxy butanoate amp oldid 1119458011, wikipedia, wiki, book, books, library,

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