| Revision as of 17:33, 25 May 2011 editChuispastonBot (talk | contribs)100,206 editsm r2.7.1) (robot Adding: ar:بيبيرلين← Previous edit |
Latest revision as of 02:19, 12 October 2022 edit undoOlliverWithDoubleL (talk | contribs)Extended confirmed users24,769 editsm short description, chem formattingTags: Mobile edit Mobile app edit iOS app edit |
| (35 intermediate revisions by 24 users not shown) |
| Line 1: |
Line 1: |
|
|
{{Short description|1=Hydrocarbon compound (CH3−CH=CH−CH=CH2)}} |
|
{{chembox |
|
{{chembox |
|
|
| Verifiedfields = changed |
| ⚫ |
| verifiedrevid = 393230146 |
|
|
|
| Watchedfields = changed |
|
⚫ |
| verifiedrevid = 430877984 |
|
| Reference = <ref>. Retrieved 2007-11-14.</ref> |
|
| Reference = <ref>. Retrieved 2007-11-14.</ref> |
|
| ImageFile = Piperylene.svg |
|
| ImageFile = Piperylene.svg |
|
| ImageSize = 200px |
|
| ImageSize = |
|
| ImageFile1 = Piperylene3D.png |
|
| ImageFile1 = Piperylene3D.png |
|
| ImageSize1 = 200px |
|
| ImageSize1 = |
|
| IUPACName = 1,3-Pentadiene |
|
| PIN = (3''E'')-Penta-1,3-diene |
|
| OtherNames = Penta-1,3-diene |
|
| OtherNames = |
|
| Section1 = {{Chembox Identifiers |
|
|Section1={{Chembox Identifiers |
|
| Abbreviations = |
|
| Abbreviations = |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
|
| index1_label = ''trans'' |
|
| CASNo = 504-60-9 |
|
| CASNo = 504-60-9 |
|
|
| CASNo1 = 2004-70-8 |
|
|
| UNII_Ref = {{fdacite|correct|FDA}} |
|
|
| UNII = FW963NF88B |
|
| EINECS = 207-995-2 |
|
| EINECS = 207-995-2 |
|
| PubChem = 62204 |
|
| PubChem = 62204 |
|
| SMILES = CC=CC=C |
|
| RTECS = RZ2464000 |
|
|
| UNNumber = 1993 3295 1010 |
|
| InChI = |
|
|
|
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| RTECS = |
|
|
|
| ChemSpiderID = 56020 |
|
|
| SMILES = C/C=C/C=C |
|
|
| InChI = 1/C5H8/c1-3-5-4-2/h3-5H,1H2,2H3/b5-4+ |
|
|
| InChIKey = PMJHHCWVYXUKFD-SNAWJCMRBX |
|
|
| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
|
|
| StdInChI = 1S/C5H8/c1-3-5-4-2/h3-5H,1H2,2H3/b5-4+ |
|
|
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
|
|
| StdInChIKey = PMJHHCWVYXUKFD-SNAWJCMRSA-N |
|
| MeSHName = |
|
| MeSHName = |
|
|
| ChEBI_Ref = {{ebicite|changed|EBI}} |
|
| ChEBI = |
|
| ChEBI = 74165 |
|
| KEGG_Ref = {{keggcite|correct|kegg}} |
|
| KEGG_Ref = {{keggcite|correct|kegg}} |
|
| KEGG = |
|
| KEGG = |
|
|
}} |
|
| ATCCode_prefix = |
|
|
⚫ |
|Section2={{Chembox Properties |
|
| ATCCode_suffix = |
|
|
⚫ |
| C=5 | H=8 |
|
| ATC_Supplemental =}} |
|
| ⚫ |
| Section2 = {{Chembox Properties |
|
| ⚫ |
| C=5|H=8 |
|
|
| MolarMass = 68.117 g/mol |
|
| MolarMass = 68.117 g/mol |
|
| Appearance = Colorless liquid |
|
| Appearance = Colorless liquid |
|
| Density = 0.683 g/cm<sup>3</sup> |
|
| Density = 0.683 g/cm<sup>3</sup> |
|
| MeltingPt = |
|
| MeltingPtC = -87 |
|
|
| MeltingPt_notes = E-isomer |
|
| Melting_notes = |
|
|
| BoilingPtC = 42 |
|
| BoilingPtC = 42 |
|
|
| BoilingPt_notes = E-isomer |
|
| Boiling_notes = |
|
|
| Solubility = |
|
| Solubility = |
|
| SolubleOther = |
|
| SolubleOther = |
| Line 38: |
Line 52: |
|
| 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 = {{R11}} {{R36}} {{R37}} {{R38}} |
|
| GHSPictograms = {{GHS02}}{{GHS07}}{{GHS08}} |
|
|
| GHSSignalWord = Danger |
|
| SPhrases = {{S16}} {{S26}} {{S36}} {{S37}} {{S39}} |
|
|
|
| HPhrases = {{H-phrases|225|304|315|319|335}} |
|
| RSPhrases = |
|
|
|
| PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|271|280|301+310|302+352|303+361+353|304+340|305+351+338|312|321|331|332+313|337+313|362|370+378|403+233|403+235|405|501}} |
|
| FlashPt = < −30 °C |
|
|
| Autoignition = |
|
| FlashPt = < |
|
|
| FlashPtC = −30 |
|
|
| AutoignitionPt = |
|
| ExploLimits = |
|
| ExploLimits = |
|
| PEL = }} |
|
| PEL = |
|
|
}} |
|
}} |
|
}} |
|
|
|
|
|
|
'''Piperylene''' or '''1,3-pentadiene''' is an ] with the formula {{chem2|CH3\sCH\dCH\sCH\dCH2}}. It is a ], flammable ]. It is one of the five ]s of ]. |
|
'''Piperylene''' is a volatile, flammable ] consisting of a five carbon chain with two ]s. It is obtained as a byproduct of ] production from crude oil. |
|
|
|
|
|
|
|
==Reactions and occurrence== |
| ⚫ |
Piperylene is used as a ] in the manufacture of plastics, adhesives and resins.<ref> at Shell Chemicals. Retrieved 2009-05-19.</ref> |
|
|
|
Piperylene is a typical diene. It forms a ] upon treatment with ].<ref>{{cite journal |doi=10.15227/orgsyn.029.0059|title=Isoprene Cyclic Sulfone |journal=Organic Syntheses |year=1949 |volume=29 |page=59|author=Robert L. Frank, Raymond P. Seven }}</ref> |
|
Piperylene is colorless.<ref>http://msds.chem.ox.ac.uk/PI/piperylene.html</ref> |
|
|
|
|
|
|
Piperylene is the product of the decarboxylation of ], a common anti-mold agent.<ref name=Ullmann>{{cite encyclopedia|author=Erich Lück, Martin Jager, Nico Raczek|title=Sorbic Acid|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|publisher=Wiley-VCH|location=Weinheim|year=2000|doi=10.1002/14356007.a24_507|isbn=3527306730 }}</ref> |
|
|
|
|
⚫ |
Piperylene is obtained as a byproduct of ] production from crude oil, combustion of biomass, waste incineration and exhaust gases. It is used as a ] in the manufacturing of plastics, adhesives and resins.<ref> {{webarchive|url=https://web.archive.org/web/20090513042134/http://www.shell.com/home/content/chemicals/products_services/our_products/lower_olefins/piperylene/product_overview/piperylene_overview.html |date=2009-05-13 }} at Shell Chemicals. Retrieved 2009-05-19.</ref> |
|
|
|
|
|
==See also== |
|
==See also== |
|
* ] |
|
* ] |
|
|
* ] |
|
* ] |
|
* ] |
|
|
|
|
|
==References== |
|
==References== |
|
|
{{Reflist}} |
|
<references/> |
|
|
|
|
| ⚫ |
] |
|
| ⚫ |
] |
|
|
|
|
|
|
⚫ |
] |
|
|
] |
|
|
|
|
|
{{hydrocarbon-stub}} |
|
{{hydrocarbon-stub}} |
|
⚫ |
{{Hydrocarbons}} |
|
|
|
|
] |
|
|
] |
|
|
] |
|
|
] |
|
|
] |
|
|
] |
|