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Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 6-Acetyl-2,3,4,5-tetrahydropyridine: Difference between pages

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Saving copy of the {{chembox}} taken from revid 468709540 of page 6-Acetyl-2,3,4,5-tetrahydropyridine for the Chem/Drugbox validation project (updated: 'CASNo').
 
 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid [{{fullurl:6-Acetyl-2,3,4,5-tetrahydropyridine|oldid=468709540}} 468709540] of page [[6-Acetyl-2,3,4,5-tetrahydropyridine]] with values updated to verified values.}}
{{Chembox
{{Chembox
| Verifiedfields = changed
| verifiedrevid = 447680521
| verifiedrevid = 477225618
| ImageFile = 6-Acetyl-2,3,4,5-tetrahydropyridine.png
| ImageFile = 6-Acetyl-2,3,4,5-tetrahydropyridine.png
| ImageSize =
| ImageSize =
| ImageAlt =
| ImageAlt =
| IUPACName = 1-(3,4,5,6-tetrahydropyridin-2-yl)ethanone
| PIN = 1-(3,4,5,6-Tetrahydropyridin-2-yl)ethan-1-one
| OtherNames = 2-Acetyl-3,4,5,6-tetrahydropyridine
| OtherNames = 1-(3,4,5,6-Tetrahydropyridin-2-yl)ethanone<br />2-Acetyl-3,4,5,6-tetrahydropyridine
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 453844
| ChemSpiderID = 453844
| InChI = 1/C7H11NO/c1-6(9)7-4-2-3-5-8-7/h2-5H2,1H3
| InChI = 1/C7H11NO/c1-6(9)7-4-2-3-5-8-7/h2-5H2,1H3
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GNZWXNKZMHJXNU-UHFFFAOYSA-N
| StdInChIKey = GNZWXNKZMHJXNU-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = <!-- blanked - oldvalue: 25343-57-1 -->
| CASNo = 27300-27-2
| CASNo1 = 25343-57-1
| PubChem =
| CASNo1_Comment = tautomer
| ChEBI_Ref = {{ebicite|correct|EBI}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = D3A5PA4S6W
| PubChem = 520194
| PubChem_Comment = tautomer
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 59533
| ChEBI = 59533
| ChEBI1 = 59534
| ChEBI1_Comment = tautomer
| Beilstein = 1446593, 1446593
| SMILES = O=C(C)C1=NCCCC1}}
| SMILES = O=C(C)C1=NCCCC1}}
| Section2 = {{Chembox Properties
|Section2={{Chembox Properties
| C = 7 | H = 11 | N = 1 | O = 1
| C=7 | H=11 | N=1 | O=1
| MolarMass =
| MolarMass =
| Appearance =
| Appearance =
| Density =
| Density =
| MeltingPt =
| MeltingPt =
| BoilingPt =
| BoilingPt =
| Solubility = }}
| Solubility = }}
| Section3 = {{Chembox Hazards
|Section3={{Chembox Hazards
| MainHazards =
| MainHazards =
| FlashPt =
| FlashPt =
| Autoignition = }}
| AutoignitionPt = }}
}}
}}
'''6-Acetyl-2,3,4,5-tetrahydropyridine''' is an [[aroma compound]] and [[Flavoring|flavor]] that gives [[baking|baked good]]s such as [[white bread]], [[popcorn]], and [[tortilla]]s their typical smell, together with its structural [[homolog (chemistry)|homolog]] [[2-acetyl-1-pyrroline]].

6-Acetyl-2,3,4,5-tetrahydropyridine and 2-acetyl-1-pyrroline are usually formed by [[Maillard reaction]]s during heating of food. Both compounds have [[Odor detection threshold|odor thresholds]] below 0.06 [[nanogram|ng]]/[[liter|L]].<ref>{{cite journal
| author = T. J. Harrison, G. R. Dake
| year = 2005
| title = An expeditious, high-yielding construction of the food aroma compounds 6-acetyl-1,2,3,4-tetrahydropyridine and 2-acetyl-1-pyrroline
| journal = [[J. Org. Chem.]]
| volume = 70
| issue = 26
| pages = 10872–10874
| pmid = 16356012
| doi = 10.1021/jo051940a
}}</ref>
<ref>{{cite journal|last=De Kimpe|first=Norbert|author2=Stevens, Christian|title=A convenient synthesis of 6-acetyl-1,2,3,4-tetrahydropyridine, the principle bread flavor component|journal=Journal of Organic Chemistry|year=1993|volume=58|issue=10|pages=2904–2906|doi=10.1021/jo00062a042}}</ref>

==Structure and properties==

6-Acetyl-2,3,4,5-tetrahydropyridine is a [[substitution (chemistry)|substituted]] [[tetrahydropyridine]] and a cyclic [[imine]] as well as a [[ketone]]. The compound exists in a [[chemical equilibrium]] with its [[tautomer]] 6-acetyl-1,2,3,4-tetrahydropyridine that differs only by the position of the [[double bond]] in the tetrahydropyridine ring:

{| style="border: 0px; margin: 1em;"
|- align="center"
| [[Image:6-Acetyl-2,3,4,5-tetrahydropyridine.png|80px|6-Acetyl-2,3,4,5-tetrahydropyridine]]
| <math>\rightleftharpoons</math>
| [[Image:6-Acetyl-1,2,3,4-tetrahydropyridine.png|80px|6-Acetyl-2,3,4,5-tetrahydropyridine]]
|- align="center"
| 6-Acetyl-2,3,4,5-tetrahydropyridine
| style="padding: 0 1em 0 1em;" | (1&nbsp;:&nbsp;2)
| 6-Acetyl-1,2,3,4-tetrahydropyridine
|}

== References ==
<references/>

{{DEFAULTSORT:Acetyl-2, 3, 4, 5-tetrahydropyridine, 6-}}
[[Category:Flavors]]
[[Category:Acetyl compounds]]
[[Category:Imines]]