| Revision as of 15:53, 21 November 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,081 edits Saving copy of the {{chembox}} taken from revid 433406410 of page Isosafrole for the Chem/Drugbox validation project (updated: 'ChEMBL', 'CASNo'). |
Latest revision as of 14:41, 17 December 2024 edit Arthurfragoso (talk | contribs)Extended confirmed users, Template editors4,591 edits Fixes images on dark mode |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 399901610 |
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| Watchedfields = changed |
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| Name = Isosafrole |
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| verifiedrevid = 461781321 |
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| Reference =<ref>''Merck Index'', 11th Edition, '''5112'''.</ref> |
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| Name = Isosafrole |
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| ImageFile = isosafrole.png |
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| Reference = <ref>''Merck Index'', 11th Edition, '''5112'''</ref> |
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| ImageSize = 200px |
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| ImageFile = Isosafrole acsv.svg |
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| ImageFile1 = |
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| ImageSize1 = 200px |
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| ImageSize = |
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| ImageClass = skin-invert |
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| IUPACName = (''E'')-5-(prop-1-enyl)benzodioxole |
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| ImageCaption = ''trans''-Isosafrole |
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| OtherNames = 5-(1-propenyl)-1,3-benzodioxole;<br/>3,4-methylenedioxyphenyl-1-propene |
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| ImageFile1 = isosafrole.svg |
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| ImageSize1 = 160px |
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| ImageClass1 = skin-invert |
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| ImageCaption1 = ''cis''-Isosafrole |
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| ImageFile2 = Isosafrole-3D-balls.png |
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| ImageSize2 = |
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| ImageName2 = Ball-and-stick model of isosafrole |
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| PIN = 5-(Prop-1-enyl)-2''H''-1,3-benzodioxole |
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| OtherNames = 5-(1-Propenyl)-1,3-benzodioxole<br/>3,4-Methylenedioxyphenyl-1-propene |
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| SystematicName = |
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| Section1 = {{Chembox Identifiers |
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| Section1 = {{Chembox Identifiers |
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| index1_label = (''trans'') |
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| InChI = 1/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2-6H,7H2,1H3/b3-2+ |
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| index2_label = (''cis'') |
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| InChIKey = VHVOLFRBFDOUSH-NSCUHMNNBU |
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| StdInChI = 1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2-6H,7H2,1H3 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = VHVOLFRBFDOUSH-UHFFFAOYSA-N |
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| StdInChI = 1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2-6H,7H2,1H3/b3-2+ |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| InChI1_Ref = {{stdinchicite|correct|chemspider}} |
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| InChI1 = 1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2-6H,7H2,1H3/b3-2+ |
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| StdInChIKey = VHVOLFRBFDOUSH-NSCUHMNNSA-N |
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| InChIKey1_Ref = {{stdinchicite|correct|chemspider}} |
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| CASNo = <!-- blanked - oldvalue: 120-58-1 --> |
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| InChIKey1 = VHVOLFRBFDOUSH-NSCUHMNNSA-N |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| InChI2 = 1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2-6H,7H2,1H3/b3-2- |
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| InChIKey2 = VHVOLFRBFDOUSH-IHWYPQMZSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 120-58-1 |
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| CASNo1_Ref = {{cascite|correct|CAS}} |
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| CASNo1 = 4043-71-4 |
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| CASNo2_Ref = {{cascite|correct|CAS}} |
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| CASNo2 = 17627-76-8 |
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| ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 487603 |
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| ChEMBL = 487603 |
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| EC_number = 204-410-2 |
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| ChemSpiderID=21106329 |
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| EC_number2 = 241-611-4 |
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| CASOther = <br> (''trans'')<br> (''cis'') |
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| RTECS1 = DA5950000 |
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| SMILES = C\C=C\c1ccc2OCOc2c1 |
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| UNNumber = 3082 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = W6337429LF |
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| UNII1_Ref = {{fdacite|correct|FDA}} |
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| UNII1 = 94BY31ALL6 |
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| UNII2_Ref = {{fdacite|correct|FDA}} |
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| UNII2 = 253QUA24R1 |
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| KEGG1 = C10472 |
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| ChEBI = 6054 |
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| ChemSpiderID = 8131 |
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| ChemSpiderID1 = 21106329 |
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| ChemSpiderID2 = 1266029 |
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| PubChem = 8439 |
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| PubChem1 = 637796 |
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| PubChem2 = 1549044 |
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| SMILES = CC=Cc1ccc2OCOc2c1 |
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| Jmol = none |
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| SMILES1 = C/C=C/C1=CC2=C(C=C1)OCO2 |
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| SMILES2 = C/C=C\C1=CC2=C(C=C1)OCO2 |
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}} |
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}} |
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| Section2 = {{Chembox Properties |
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| Section2 = {{Chembox Properties |
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| C=10 | H=10 | O=2 |
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| Formula = C<sub>10</sub>H<sub>10</sub>O<sub>2</sub> |
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| Density = 1.1206 g/cm<sup>3</sup>, ''trans''<br />1.1182 g/cm<sup>3</sup>, ''cis'' |
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| MolarMass = 162.188 g/mol |
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| MeltingPtC = 8.2 |
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| Density = 1.1206 g/cm<sup>3</sup>, ''trans''<br />1.1182 g/cm<sup>3</sup>, ''cis'' |
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| MeltingPt = 8.2 °C, ''trans''<br />-21.5 °C, ''cis'' |
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| MeltingPt_notes = ''trans''<br />-21.5 °C, ''cis'' |
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| BoilingPtC = 255 |
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| BoilingPt = 253 °C, ''trans''<br />77-79 °C, ''cis'' @ 3.5 mmHg}} |
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| BoilingPt_notes = ''trans''<br />243 °C, ''cis'' |
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}} |
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| Section3 = |
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| Section4 = |
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| Section5 = |
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| Section6 = |
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| Section7 = {{Chembox Hazards |
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| GHSPictograms = {{GHS07}}{{GHS08}} |
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| GHSSignalWord = Danger |
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| HPhrases = {{H-phrases|302|315|341|350}} |
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| PPhrases = {{P-phrases|201|202|264|270|280|281|301+312|302+352|308+313|321|330|332+313|362|405|501}} |
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}} |
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|Section8={{Chembox Legal status |
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| legal_AU = |
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| legal_BR = D1 |
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| legal_BR_comment = <ref>{{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-03-31 |title=RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |url-status=live |archive-url=https://web.archive.org/web/20230803143925/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |archive-date=2023-08-03 |access-date=2023-08-15 |publisher=] |language=pt-BR |publication-date=2023-04-04}}</ref> |
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| legal_US = |
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| legal_UK = |
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| legal_UN = |
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}} |
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}} |
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}} |
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'''Isosafrole''' is an ] that is used in the fragrance industry. Structurally, the molecule is related to ], a type of aromatic organic chemical. Its fragrance is reminiscent of ] or ]. It is found in small amounts in various ]s, but is most commonly obtained by ] the plant oil ]. It exists as two geometric isomers, ''cis''-isosafrole and ''trans''-isosafrole. |
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Isosafrole is a precursor to the important fragrance ].<ref name=Ullmann>Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe and Horst Surburg "Flavors and Fragrances" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2003. {{doi|10.1002/14356007.a11_141}}</ref> It can also be converted via the intermediate compound ] into the ] ] ('ecstasy'). As such it requires permits to purchase or sell in any significant quantity in the US. |
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==References== |
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{{reflist}} |
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{{phenylpropene}} |
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] |
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] |