| Revision as of 18:23, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 473880772 of page 4-Piperidinone for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 22:41, 16 October 2023 edit 2a04:4540:6b1c:ae00:a4d7:893:3ed7:2e8a (talk) Fixer Link to FentanylTags: Mobile edit Mobile web edit |
| Line 1: |
Line 1: |
|
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
|
|
{{chembox |
|
{{chembox |
|
|
| Verifiedfields = changed |
| ⚫ |
| verifiedrevid = 423206590 |
|
|
|
| Watchedfields = changed |
|
| Name = 4-Piperidinone |
|
|
⚫ |
| verifiedrevid = 477223453 |
| ⚫ |
| ImageFile = Piperidin-4-one-2D-skeletal.png |
|
|
|
| Name = 4-Piperidone |
|
| IUPACName = Piperidin-4-one |
|
|
⚫ |
| ImageFile = Piperidin-4-one-2D-skeletal.png |
| ⚫ |
| OtherNames = 4-Piperidone<br/>Azinanone<br/>Azinan-4-one |
|
|
|
| PIN = Piperidin-4-one <!-- Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book) --> |
| ⚫ |
| ImageSize = 80px |
|
|
⚫ |
| OtherNames = 4-Piperidone<br />Azinanone<br />Azinan-4-one |
| ⚫ |
| ImageFile1 = Piperidin-4-one-3D-balls.png |
|
|
⚫ |
| ImageSize = 80px |
|
| ImageSize1 = 150px |
|
|
⚫ |
| ImageFile1 = Piperidin-4-one-3D-balls.png |
| ⚫ |
| Section1 = {{Chembox Identifiers |
|
|
| SMILES = O=C1CCNCC1 |
|
| ImageSize1 = 150px |
|
⚫ |
| Section1 = {{Chembox Identifiers |
| ⚫ |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
|
|
| SMILES = O=C1CCNCC1 |
|
⚫ |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| ChemSpiderID = 31091 |
|
| ChemSpiderID = 31091 |
|
|
| EINECS = 255-481-1 |
|
|
| PubChem = 33721 |
|
| InChI = 1/C5H9NO/c7-5-1-3-6-4-2-5/h6H,1-4H2 |
|
| InChI = 1/C5H9NO/c7-5-1-3-6-4-2-5/h6H,1-4H2 |
|
| InChIKey = VRJHQPZVIGNGMX-UHFFFAOYAC |
|
| InChIKey = VRJHQPZVIGNGMX-UHFFFAOYAC |
| Line 19: |
Line 22: |
|
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChIKey = VRJHQPZVIGNGMX-UHFFFAOYSA-N |
|
| StdInChIKey = VRJHQPZVIGNGMX-UHFFFAOYSA-N |
|
| CASNo_Ref = {{cascite|correct|??}} |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
| CASNo = <!-- blanked - oldvalue: 41661-47-6 --> |
|
| CASNo = 41661-47-6 |
|
|
| UNII_Ref = {{fdacite|correct|FDA}} |
| ⚫ |
}} |
|
|
|
| UNII = 15WP1EA7UH |
| ⚫ |
| Section2 = {{Chembox Properties |
|
|
⚫ |
}} |
|
| Formula = C<sub>5</sub>H<sub>9</sub>NO |
|
|
⚫ |
| Section2 = {{Chembox Properties |
|
| MolarMass = 99.13 g/mol |
|
|
|
| C=5 | H=9 | N=1 | O=1 |
|
| Density = ? g/cm<sup>3</sup> |
|
|
|
| Density = |
|
| Solubility = |
|
|
| Solvent = ] |
|
| Solubility = |
|
|
| Solvent = ] |
|
| SolubleOther = |
|
| SolubleOther = |
|
| MeltingPt = |
|
| MeltingPt = |
|
| BoilingPt = 78-79°C |
|
| BoilingPtC = 79 |
|
| Viscosity = |
|
| Viscosity = |
|
}} |
|
}} |
|
| Section7 = {{Chembox Hazards |
|
| Section7 = {{Chembox Hazards |
|
|
| GHSPictograms = {{GHS07}} |
|
| EUClass = Flammable ('''F''')<br />Harmful ('''Xn''')<br />Dangerous for<br />the environment ('''N''') |
|
|
|
| GHSSignalWord = Warning |
|
| FlashPt = 91°C |
|
|
|
| HPhrases = {{H-phrases|315|319|335}} |
| ⚫ |
| NFPA-H = 1 |
|
|
|
| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}} |
| ⚫ |
| NFPA-F = 3 |
|
|
|
| FlashPtC = 91 |
| ⚫ |
| NFPA-R = |
|
|
⚫ |
| NFPA-H = 1 |
|
⚫ |
| NFPA-F = 3 |
|
⚫ |
| NFPA-R = |
|
}} |
|
}} |
|
| Section8 = {{Chembox Related |
|
| Section8 = {{Chembox Related |
|
| OtherCpds = ] |
|
| OtherCompounds = ]; ] |
|
}} |
|
}} |
|
}} |
|
}} |
|
|
|
|
|
'''4-Piperidone''' is an ] with the ] {{chem2|OC(CH2)4NH}}. It can be viewed as a derivative of ]. 4-Piperidone is used as an intermediate in the manufacture of chemicals and ]s. Substituted and dehydro derivatives of 4-piperidinone are intermediates in alkaloid syntheses.<ref>{{cite journal |doi=10.1016/s0040-4020(03)00295-3 |title=Recent advances in the synthesis of piperidones and piperidines |date=2003 |last1=Weintraub |first1=Philip M. |last2=Sabol |first2=Jeffrey S. |last3=Kane |first3=John M. |last4=Borcherding |first4=David R. |journal=Tetrahedron |volume=59 |issue=17 |pages=2953–2989 }}</ref> |
|
|
|
|
|
It is a ] in the United States. It is a precursor to ]. |
|
|
|
|
|
The N-protonated derivative is typically isolated as the hydrate {{chem2|(HO)2C(CH2)4NH2+}}.<ref>{{cite journal |doi=10.1002/anie.201408278 |title=Cation-Cation Pairing by N-C-H⋅⋅⋅O Hydrogen Bonds |date=2015 |last1=Gamrad |first1=Waltraud |last2=Dreier |first2=Angelika |last3=Goddard |first3=Richard |last4=Pörschke |first4=Klaus-Richard |journal=Angewandte Chemie International Edition |volume=54 |issue=15 |pages=4482–4487 |pmid=25712229 }}</ref> |
|
|
|
|
|
==See also== |
|
|
* ] |
|
|
|
|
|
==References== |
|
|
{{Reflist}} |
|
|
|
|
|
|
|
|
{{DEFAULTSORT:Piperidone, 4-}} |
|
|
] |
|
|
|
|
|
{{heterocyclic-stub}} |