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Wikipedia

4-Piperidone

4-Piperidone is an organic compound with the molecular formula OC(CH2)4NH. It can be viewed as a derivative of piperidine. 4-Piperidone is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs. Substituted and dehydro derivatives of 4-piperidinone are intermediates in alkaloid syntheses.[1]

4-Piperidone
Names
Preferred IUPAC name
Piperidin-4-one
Other names
4-Piperidone
Azinanone
Azinan-4-one
Identifiers
  • 41661-47-6 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 31091 Y
ECHA InfoCard 100.050.420
EC Number
  • 255-481-1
  • 33721
UNII
  • 15WP1EA7UH Y
  • DTXSID50194488
  • InChI=1S/C5H9NO/c7-5-1-3-6-4-2-5/h6H,1-4H2 Y
    Key: VRJHQPZVIGNGMX-UHFFFAOYSA-N Y
  • InChI=1/C5H9NO/c7-5-1-3-6-4-2-5/h6H,1-4H2
    Key: VRJHQPZVIGNGMX-UHFFFAOYAC
  • O=C1CCNCC1
Properties
C5H9NO
Molar mass 99.133 g·mol−1
Boiling point 79 °C (174 °F; 352 K)
Hazards
GHS labelling:
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
Health 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability (yellow): no hazard codeSpecial hazards (white): no code
1
3
Flash point 91 °C (196 °F; 364 K)
Related compounds
Related compounds
Piperidine; 2-Piperidinone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

It is a List I chemical in the United States. It is a precursor to fentanyl.

The N-protonated derivative is typically isolated as the hydrate (HO)2C(CH2)4NH+2.[2]

See also edit

References edit

  1. ^ Weintraub, Philip M.; Sabol, Jeffrey S.; Kane, John M.; Borcherding, David R. (2003). "Recent advances in the synthesis of piperidones and piperidines". Tetrahedron. 59 (17): 2953–2989. doi:10.1016/s0040-4020(03)00295-3.
  2. ^ Gamrad, Waltraud; Dreier, Angelika; Goddard, Richard; Pörschke, Klaus-Richard (2015). "Cation-Cation Pairing by N-C-H⋅⋅⋅O Hydrogen Bonds". Angewandte Chemie International Edition. 54 (15): 4482–4487. doi:10.1002/anie.201408278. PMID 25712229.

piperidone, organic, compound, with, molecular, formula, viewed, derivative, piperidine, used, intermediate, manufacture, chemicals, pharmaceutical, drugs, substituted, dehydro, derivatives, piperidinone, intermediates, alkaloid, syntheses, namespreferred, iup. 4 Piperidone is an organic compound with the molecular formula OC CH2 4NH It can be viewed as a derivative of piperidine 4 Piperidone is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs Substituted and dehydro derivatives of 4 piperidinone are intermediates in alkaloid syntheses 1 4 Piperidone NamesPreferred IUPAC name Piperidin 4 oneOther names 4 PiperidoneAzinanoneAzinan 4 oneIdentifiersCAS Number 41661 47 6 Y3D model JSmol Interactive imageChemSpider 31091 YECHA InfoCard 100 050 420EC Number 255 481 1PubChem CID 33721UNII 15WP1EA7UH YCompTox Dashboard EPA DTXSID50194488InChI InChI 1S C5H9NO c7 5 1 3 6 4 2 5 h6H 1 4H2 YKey VRJHQPZVIGNGMX UHFFFAOYSA N YInChI 1 C5H9NO c7 5 1 3 6 4 2 5 h6H 1 4H2Key VRJHQPZVIGNGMX UHFFFAOYACSMILES O C1CCNCC1PropertiesChemical formula C 5H 9N OMolar mass 99 133 g mol 1Boiling point 79 C 174 F 352 K HazardsGHS labelling PictogramsSignal word WarningHazard statements H315 H319 H335Precautionary statements P261 P264 P271 P280 P302 P352 P304 P340 P305 P351 P338 P312 P321 P332 P313 P337 P313 P362 P403 P233 P405 P501NFPA 704 fire diamond 13Flash point 91 C 196 F 364 K Related compoundsRelated compounds Piperidine 2 PiperidinoneExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references It is a List I chemical in the United States It is a precursor to fentanyl The N protonated derivative is typically isolated as the hydrate HO 2C CH2 4NH 2 2 See also edit4 PyridoneReferences edit Weintraub Philip M Sabol Jeffrey S Kane John M Borcherding David R 2003 Recent advances in the synthesis of piperidones and piperidines Tetrahedron 59 17 2953 2989 doi 10 1016 s0040 4020 03 00295 3 Gamrad Waltraud Dreier Angelika Goddard Richard Porschke Klaus Richard 2015 Cation Cation Pairing by N C H O Hydrogen Bonds Angewandte Chemie International Edition 54 15 4482 4487 doi 10 1002 anie 201408278 PMID 25712229 nbsp This article about a heterocyclic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title 4 Piperidone amp oldid 1180484146, wikipedia, wiki, book, books, library,

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