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Nitropentadecene: Difference between revisions

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Revision as of 07:03, 20 April 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (← Previous edit Latest revision as of 16:57, 19 June 2024 edit undoCitation bot (talk | contribs)Bots5,459,815 edits Added bibcode. | Use this bot. Report bugs. | Suggested by Abductive | Category:Articles with dead external links from March 2019 | #UCB_Category 624/819 
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{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 391561483
| Watchedfields = changed
| verifiedrevid = 424983526
| Name = | Name =
| ImageFile = nitropentadecene.png | ImageFile = nitropentadecene.svg
| PIN = (1''E'')-1-Nitropentadec-1-ene
| ImageSize = 200px
| IUPACName = (1''E'')-1-nitropentadec-1-ene | OtherNames = (E)-1-nitropentadec-1-ene
|Section1={{Chembox Identifiers
| SystematicName =
| OtherNames =
| Section1 = {{Chembox Identifiers
| Abbreviations = | Abbreviations =
| CASNo_Ref = {{cascite|correct|??}}
| CASNo =53520-53-9 | CASNo =53520-53-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 2CGJ6VS9HW
| EINECS = | EINECS =
| PubChem = 14753110
| EINECSCASNO =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| PubChem =
| ChemSpiderID = 26949125
| SMILES =
| SMILES = CCCCCCCCCCCCC/C=C/(=O)
| InChI =
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C15H29NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h14-15H,2-13H2,1H3/b15-14+
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = VXUKZOXLZJQOHU-CCEZHUSRSA-N
| RTECS = | RTECS =
| MeSHName = | MeSHName =
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = | ChEBI =
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = | KEGG =
}}
| ATCCode_prefix =
|Section2={{Chembox Properties
| ATCCode_suffix =
| C = 15 | H = 29 | N = 1 | O = 2
| ATC_Supplemental =}}
| Section2 = {{Chembox Properties
| Formula = C<sub>15</sub>H<sub>29</sub>NO<sub>2</sub>
| MolarMass = 255.396 gmol<sup>-1</sup>
| Appearance = | Appearance =
| Density = | Density =
| MeltingPt = | MeltingPt =
| Melting_notes = | MeltingPt_notes =
| BoilingPt = | BoilingPt =
| Boiling_notes = | BoilingPt_notes =
| Solubility = | Solubility =
| SolubleOther = | SolubleOther =
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| pKa = | pKa =
| pKb =}} | pKb =}}
| Section3 = {{Chembox Structure |Section3={{Chembox Structure
| CrystalStruct = | CrystalStruct =
| Coordination = | Coordination =
| MolShape =}} | MolShape =}}
| Section4 = {{Chembox Thermochemistry |Section4={{Chembox Thermochemistry
| DeltaHf = | DeltaHf =
| DeltaHc = | DeltaHc =
| Entropy = | Entropy =
| HeatCapacity =}} | HeatCapacity =}}
| Section5 = {{Chembox Pharmacology |Section5={{Chembox Pharmacology
| AdminRoutes = | AdminRoutes =
| Bioavail = | Bioavail =
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| Legal_AU = | Legal_AU =
| Legal_CA = | Legal_CA =
| PregCat = | Pregnancy_category =
| PregCat_AU = | Pregnancy_AU =
| PregCat_US =}} | Pregnancy_US =}}
| Section6 = {{Chembox Explosive |Section6={{Chembox Explosive
| ShockSens = | ShockSens =
| FrictionSens = | FrictionSens =
| ExplosiveV = | DetonationV =
| REFactor =}} | REFactor =}}
| Section7 = {{Chembox Hazards |Section7={{Chembox Hazards
| ExternalMSDS = | ExternalSDS =
| EUClass =
| EUIndex =
| MainHazards = | MainHazards =
| NFPA-H = | NFPA-H =
| NFPA-F = | NFPA-F =
| NFPA-R = | NFPA-R =
| NFPA-O = | NFPA-S =
| RPhrases =
| SPhrases =
| RSPhrases =
| FlashPt = | FlashPt =
| Autoignition = | AutoignitionPt =
| ExploLimits = | ExploLimits =
| LD50 = | LD50 =
| PEL =}} | PEL =}}
| Section8 = {{Chembox Related |Section8={{Chembox Related
| OtherAnions = | OtherAnions =
| OtherCations = | OtherCations =
| OtherFunctn = | OtherFunction =
| Function = | OtherFunction_label =
| OtherCpds =}} | OtherCompounds =}}
}} }}


'''Nitropentadecene''', or more precisely (''E'')-1-nitropentadec-1-ene, is a highly toxic unsaturated nitroalkene, the only ] ] known to be synthesized by insects.{{Citation needed|date=March 2009}} It is produced by ] soldiers of ''Prorhinotermes'' genus (Isoptera, Rhinotermitidae) as a defensive chemical.<ref>{{cite journal | author = Piskorski R, Hanus R, Vašíčková S, Cvačka J, Šobotník J, Svatoš A, Valterová I | url = http://www.springerlink.com/content/h011410868125470/?p=6e995beac5584f5fb5dcc975e692f22b&pi=1 | title = Nitroalkenes and sesquiterpene hydrocarbons from the frontal gland of three Prorhinotermes termite species | journal = Journal of Chemical Ecology | year = 2007 | volume = 33 | issue = 9 | pages = 1787–94 | doi = 10.1007/s10886-007-9341-y | pmid = 17665266}}</ref><ref>{{cite journal | author = Vrkoč J, Ubik K. | url = http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6THS-42HWV7X-2CV&_user=791130&_coverDate=12%2F31%2F1974&_alid=850273264&_rdoc=2&_fmt=high&_orig=search&_cdi=5290&_sort=d&_docanchor=&view=c&_ct=2&_acct=C000043379&_version=1&_urlVersion=0&_userid=791130&md5=b30d307d1296894f05faf404ff08b508 | title = 1-Nitro-trans-1-pentadecene as the defensive compound of termites | journal = Tetrahedron Letters | year = 1974 | volume = 15 | pages = 1463–1464 | doi = 10.1016/S0040-4039(01)82519-3}}</ref> Nitropentadecene is biosynthesized and stored in one of the exocrine glands, a frontal gland, of termite soldiers, and it is released upon attack of enemy. '''Nitropentadecene''', or more precisely (''E'')-1-nitropentadec-1-ene, is a highly toxic unsaturated ], the only ] ] known to be synthesized by insects.{{Citation needed|date=March 2009}} It is produced by ] soldiers of genus '']'' (], ]) as a defensive chemical.<ref>{{cite journal |vauthors=Piskorski R, Hanus R, Vašíčková S, Cvačka J, Šobotník J, Svatoš A, Valterová I | title = Nitroalkenes and sesquiterpene hydrocarbons from the frontal gland of three Prorhinotermes termite species | journal = Journal of Chemical Ecology | year = 2007 | volume = 33 | issue = 9 | pages = 1787–94 | doi = 10.1007/s10886-007-9341-y | pmid = 17665266| bibcode = 2007JCEco..33.1787P }}</ref><ref>{{cite journal |vauthors=Vrkoč J, Ubik K | title = 1-Nitro-trans-1-pentadecene as the defensive compound of termites | journal = Tetrahedron Letters | year = 1974 | volume = 15 | pages = 1463–1464 | doi = 10.1016/S0040-4039(01)82519-3 | issue = 15}}{{dead link|date=March 2019|bot=medic}}{{cbignore|bot=medic}}</ref> Nitropentadecene is biosynthesized and stored in one of the exocrine glands, a frontal gland, of termite soldiers, and it is released upon attack of enemy.


== References == == References ==
{{reflist}} {{reflist}}


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