| Revision as of 16:29, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,081 edits Saving copy of the {{chembox}} taken from revid 452537634 of page 1,4-Dimethoxybenzene for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 22:36, 1 April 2024 edit GeistHunt (talk | contribs)414 editsm I edited the wrong article, oops. Made the image too big also. |
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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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| verifiedrevid = 449672816 |
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| verifiedrevid = 477206259 |
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| Name = 1,4-Dimethoxybenzene |
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| Name = 1,4-Dimethoxybenzene |
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| ImageFile = P-Dimethoxybenzene.svg |
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| ImageFileL1 = P-Dimethoxybenzene.svg |
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| ImageSize = 100px |
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| ImageSizeL1 = 100 |
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| IUPACName = 1,4-Dimethoxybenzene |
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| ImageFileR1 = 1,4-Dimethoxybenzene-3D-balls.png |
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| ImageAltR1 = 1,4-Dimethoxybenzene molecule |
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| OtherNames = Hydroquinone dimethyl ether; ''p''-Methoxyanisole; 2-Benzimidazolinone; Dimethyl ether hydroquinone; USAF AN-9; Dimethylhydroquinone ether; Quinol dimethyl ether; ''p''-Dimethoxybenzene |
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| PIN = 1,4-Dimethoxybenzene |
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| Section1 = {{Chembox Identifiers |
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| OtherNames = Hydroquinone dimethyl ether; ''p''-Methoxyanisole; Dimethyl ether hydroquinone; USAF AN-9; Dimethylhydroquinone ether; Quinol dimethyl ether; ''p''-Dimethoxybenzene |
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| SMILES = COc1ccc(OC)cc1 |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| SMILES = COc1ccc(OC)cc1 |
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| ChemSpiderID = 8666 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 21105878 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 24WC6T6X0G |
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| UNII = 24WC6T6X0G |
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| CASNo_Ref = {{cascite}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 150-78-7 |
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| CASNo = 150-78-7 |
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| RTECS = CZ6650000 |
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| RTECS = CZ6650000 |
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| EINECS = 205-771-9 |
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| PubChem = 9016 |
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| ChEMBL = 1668604 |
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| StdInChI=1S/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3 |
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| StdInChIKey = OHBQPCCCRFSCAX-UHFFFAOYSA-N |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=8|H=10|O=2 |
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| C=8 | H=10 | O=2 |
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| Appearance = White crystals |
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| Appearance = White crystals |
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| Odor = sweet, nut-like |
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| Solubility = Slightly soluble |
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| Solubility = Slightly soluble |
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| MeltingPtCL = 53 |
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| SolubleOther = very soluble in ], ] <br> soluble in ] |
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| MeltingPtCH = 57 |
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| MeltingPtC = 54 to 56 |
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| Melting_notes = <ref name=Aldrich> at ]</ref> |
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| MeltingPt_ref = <ref name=Aldrich> at ]</ref> |
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| BoilingPtC = 213 |
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| BoilingPtC = 212.6 |
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| Boiling_notes = <ref name=Aldrich/> |
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| BoilingPt_ref = <ref name=Aldrich/> |
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| Viscosity = 1.04 ] at 65 °C |
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| Viscosity = 1.04 ] at 65 °C |
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| Density = 1.053 g/cm<sup>3</sup><ref name=Aldrich/> |
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| Density = 1.035 g/cm{{sup|3}}<ref name=GESTIS>{{GESTIS|ZVG=23680}}</ref> |
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| LogP = 2.03 |
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| MagSus = -86.65·10{{sup|−6}} cm{{sup|3}}/mol |
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| Section3 = {{Chembox Structure |
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|Section3={{Chembox Structure |
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| MolShape = Planar |
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| MolShape = Planar |
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| Section7 = {{Chembox Hazards |
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| GHSPictograms = {{GHS07}} |
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| EUClass = Irritant ('''Xi''') |
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| GHSSignalWord = Warning |
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| RPhrases = {{R36}} {{R37}} {{R38}} |
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| SPhrases = {{S26}} {{S37}} {{S39}} |
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| HPhrases = {{H-phrases|315|319|335}} |
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| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}} |
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| FlashPt = {{convert|125|C|F}} |
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| FlashPtC = 94 |
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| Autoignition = {{convert|795|C|F}}<ref name=Aldrich/> |
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| FlashPt_ref = <ref name=GESTIS/> |
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| AutoignitionPtC = 795 |
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| AutoignitionPt_ref = <ref name=Aldrich/> |
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| ExploLimits = 1.2-56% |
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| Section8 = {{Chembox Related |
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|Section8={{Chembox Related |
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| Function = ]s, ]s |
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| OtherFunction_label = ]s, ]s |
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| OtherCompounds = ]; ] |
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'''1,4-Dimethoxybenzene''' is an ] with the formula C{{sub|6}}H{{sub|4}}(OCH{{sub|3}}){{sub|2}}. It is one of three isomers of ]. It is a white solid with an intensely sweet floral odor. It is produced by several plant species.<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'', 2003, Wiley-VCH. {{doi|10.1002/14356007.a11_141}}</ref> |
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==Occurrence== |
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It occurs naturally in ] ('']''), tea, hyacinth, ] ('']'').<ref name=Ullmann/> It appears to attract bees as it has a powerful response in their ].<ref name=Juergens>Andreas Juergens, Ulrike Glueck, Gregor Aas and Stefan Doetterl "Diel fragrance pattern correlates with olfactory preferences of diurnal and nocturnal flower visitors in Salix caprea (Salicaceae)" in ''Botanical journal of the Linnean Society'', 2014. {{doi|10.1111/boj.12183}}</ref> In a study in mice, Iranian scientists identified 1,4-dimethoxybenzene as the major psychoactive chemical in musk willow ('']'') by its ability to cause ] and depressed activity.<ref>{{Cite journal | author = Isaac Karimi | author2 = Hossein Hayatgheybi | author3 = Tayebeh shamspur| author4 = Adem Kamalak | author5 = Mehrdad Pooyanmehr| author6 = Yaser Marandi | year = 2011 | title = Chemical composition and effect of an essential oil of Salix aegyptiaca L. (Musk willow) in hypercholesterolemic rabbit model | journal = Brazilian Journal of Pharmacognosy | volume = 21 | issue = 3 | pages = 407–414 | doi=10.1590/s0102-695x2011005000030| doi-access = free }}</ref> |
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==Preparation== |
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It is produced by the methylation of ] using ] and an alkali. |
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==Uses== |
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1,4-Dimethoxybenzene is mainly used in ]s and ]s.<ref name=Ullmann/> |
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It is an intermediate in ] of ], including ]s such as ] and ].{{cn|date=October 2019}} |
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===Niche uses=== |
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It can be used as a ] in black and white film, and as a base in synthesizing ]s and ]s. |
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==References== |
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{{reflist}} |
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{{DEFAULTSORT:Dimethoxybenzene, 1, 4-}} |
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] |
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] |