Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Tropane: Difference between pages

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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid [{{fullurl:Tropane|oldid=451493038}} 451493038] of page [[Tropane]] with values updated to verified values.}}
{{chembox
{{chembox
| Verifiedfields = changed
| verifiedrevid = 444238033
| Watchedfields = changed
| Reference =<ref>''Merck Index'', 11th Edition, '''9689'''.</ref>
| verifiedrevid = 470617919
| ImageFileL1 = Tropane.png
| Reference = <ref>''Merck Index'', 11th Edition, '''9689'''.</ref>
| ImageSizeL1 = 150px
| ImageFileL1 = Tropane 2.svg
| ImageFileR1 = Tropane-3D-sticks.png
| ImageFileR1 = Tropane-3D-sticks.png
| IUPACName = ''N''-Methyl-8-azabicyclo[3.2.1]octane
| ImageSizeR1 = 150px
| IUPACName = N-Methyl-8-azabicyclo[3.2.1]octane
| OtherNames = 2,3-Dihydro-8-methylnortropidine
| OtherNames = 2,3-Dihydro-8-methylnortropidine
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| Abbreviations =
| Abbreviations =
| Beilstein = 6379695
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 553556
| ChemSpiderID = 553556
| EINECS = 628-350-5
| InChI = 1S/C8H15N/c1-9-7-3-2-4-8(9)6-5-7/h7-8H,2-6H2,1H3/t7-,8+
| InChI = 1S/C8H15N/c1-9-7-3-2-4-8(9)6-5-7/h7-8H,2-6H2,1H3/t7-,8+
| InChIKey = XLRPYZSEQKXZAA-OCAPTIKFBA
| InChIKey = XLRPYZSEQKXZAA-OCAPTIKFBA
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| StdInChIKey = XLRPYZSEQKXZAA-OCAPTIKFSA-N
| StdInChIKey = XLRPYZSEQKXZAA-OCAPTIKFSA-N
| InChIKey1 = XLRPYZSEQKXZAA-OCAPTIKFSA-N
| InChIKey1 = XLRPYZSEQKXZAA-OCAPTIKFSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = <!-- blanked - oldvalue: 529-17-9 -->
| EINECS =
| CASNo = 529-17-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 62QFG0728A
| PubChem = 637986
| PubChem = 637986
| SMILES = N1(C)[C@H]2CC[C@@H]1CCC2
| SMILES = N1(C)[C@H]2CC[C@@H]1CCC2
| InChI =
| RTECS =
| RTECS =
| MeSHName =
| MeSHName =
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| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG =
| KEGG =
}}
| ATCCode_prefix =
|Section2={{Chembox Properties
| ATCCode_suffix =
| ATC_Supplemental =}}
| Section2 = {{Chembox Properties
| Formula = C<sub>8</sub>H<sub>15</sub>N
| Formula = C<sub>8</sub>H<sub>15</sub>N
| MolarMass = 125.211 g/mol
| MolarMass = 125.211 g/mol
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| Density = 0.9259 at 15 °C
| Density = 0.9259 at 15 °C
| MeltingPt =
| MeltingPt =
| Melting_notes =
| MeltingPt_notes =
| BoilingPt = 163-169 °C
| BoilingPtC = 163 to 169
| BoilingPt_notes =
| Boiling_notes =
| Solubility =
| Solubility =
| SolubleOther =
| SolubleOther =
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| pKa =
| pKa =
| pKb = }}
| pKb = }}
| Section7 = {{Chembox Hazards
|Section7={{Chembox Hazards
| EUClass =
| EUIndex =
| MainHazards =
| MainHazards =
| NFPA-H =
| NFPA-H =
| NFPA-F =
| NFPA-F =
| NFPA-R =
| NFPA-R =
| NFPA-O =
| NFPA-S =
| RPhrases =
| HPhrases =
| SPhrases =
| PPhrases =
| RSPhrases =
| GHS_ref =
| FlashPt =
| FlashPt =
| Autoignition =
| AutoignitionPt =
| ExploLimits =
| ExploLimits =
| PEL = }}
| PEL =
}}
|Section6={{Chembox Pharmacology
| ATCCode_prefix =
| ATCCode_suffix =
| ATC_Supplemental =
}}
}}
}}

'''Tropane''' is a [[nitrogen]]ous [[Bicyclic molecule|bicyclic]] [[organic compound]]. It is mainly known for the other [[alkaloid]]s derived from it, which include [[atropine]] and [[cocaine]], among others. [[Tropane alkaloids]] occur in [[plant]]s of the families [[Erythroxylaceae]] (including [[coca]]) and [[Solanaceae]] (including [[Mandragora officinarum|mandrake]], [[henbane]], [[deadly nightshade]], [[datura]], [[potato]], [[tomato]]).<ref>{{cite web | title=Atropine content of plants | work=USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland | url=http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=ATROPINE | access-date=July 25, 2005 | url-status=dead | archive-url=https://web.archive.org/web/20041107214323/http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=ATROPINE | archive-date=November 7, 2004 }}</ref><ref>{{cite web | title=Cocaine content of plants | work=USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland | url=http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=COCAINE | access-date=July 25, 2005 | url-status=dead | archive-url=https://web.archive.org/web/20041107170238/http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=COCAINE | archive-date=November 7, 2004 }}</ref>

Structurally, tropane is [[cycloheptane]] with a nitrogen bridge between carbons 1 and 5 and an additional [[methyl group]] attached to the nitrogen. While carbons 1 and 5 are [[asymmetric carbon]]s, tropane itself is optically inactive due to mirror symmetry.

8-Azabicyclo[3.2.1]octane (tropane without the ''N''-[[methyl group]]) is known as nortropane or nor-tropane.

== See also ==

* [[Phenyltropane]]
* [[Tropane alkaloid]]
* [[Tropine]]

== References ==
{{Reflist}}

[[Category:Tropanes| ]]