Revision as of 14:44, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,071 edits Saving copy of the {{chembox}} taken from revid 322228611 of page 2,2-Dimethoxypropane for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 10:38, 12 January 2024 edit Maxim Masiutin (talk | contribs)Extended confirmed users, IP block exemptions, Pending changes reviewers31,058 edits Added pages. Removed parameters. |
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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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| Reference=<ref> at ]</ref> |
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| verifiedrevid = 322226581 |
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|Reference=<ref> at ]</ref> |
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| Name = 2,2-dimethoxypropane |
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|verifiedrevid = 477190426 |
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| ImageFileL1=Dimethoxypropane.png |
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|Name = 2,2-Dimethoxypropane |
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| ImageSizeL1 = 150px |
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|ImageFileL1=2,2-Dimethoxypropane Structural Formula V1.svg |
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| ImageFileR1 = 2,2-dimethoxypropane-3D-balls.png |
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| ImageSizeR1 = 120px |
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|ImageSizeL1 = 150px |
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| ImageNameR1 = 2,2-dimethoxypropane ball view |
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|ImageFileR1 = 2,2-dimethoxypropane-3D-balls.png |
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|ImageSizeR1 = 120px |
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| IUPACName = 2,2-dimethoxypropane |
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|ImageNameR1 = 2,2-dimethoxypropane ball view |
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| OtherNames = acetone dimethyl acetal |
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|PIN = 2,2-Dimethoxypropane |
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| Section1 = {{Chembox Identifiers |
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|OtherNames = acetone dimethyl acetal |
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| SMILES = CC(C)(OC)OC |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID = 6250 |
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|SMILES = CC(C)(OC)OC |
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| CASNo = 77-76-9 |
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|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| CASNo_Ref = {{cascite}} |
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|ChemSpiderID = 21106033 |
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|PubChem = 6495 |
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| Section2 = {{Chembox Properties |
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|CASNo_Ref = {{cascite|correct|CAS}} |
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| Formula = C<sub>5</sub>H<sub>12</sub>O<sub>2</sub> |
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|CASNo = 77-76-9 |
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| MolarMass = 104.15 g/mol |
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|EC_number = 201-056-0 |
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| Appearance = Colorless liquid |
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|UNII = 66P41R0030 |
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| Density = 0.85 g/cm³ |
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|ChEMBL = 3184215 |
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| Solubility = 15 g/L (20 °C) |
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|StdInChI=1S/C5H12O2/c1-5(2,6-3)7-4/h1-4H3 |
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| MeltingPtC = -47 |
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|StdInChIKey = HEWZVZIVELJPQZ-UHFFFAOYSA-N |
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| BoilingPtC = 83 |
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| Section7 = {{Chembox Hazards |
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| ExternalMSDS = ] |
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|Section2={{Chembox Properties |
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|Formula = C<sub>5</sub>H<sub>12</sub>O<sub>2</sub> |
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|MolarMass = 104.15 g/mol |
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|Appearance = Colorless liquid |
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|Density = 0.85 g/cm<sup>3</sup> |
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|Solubility = 15 g/L (20 °C) |
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|MeltingPtC = -47 |
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|BoilingPtC = 83 |
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|Section7={{Chembox Hazards |
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|ExternalSDS = ] |
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|GHSPictograms = {{GHS02}}{{GHS07}} |
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|GHSSignalWord = Danger |
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|HPhrases = {{H-phrases|225|315|319|335}} |
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|PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|271|280|302+352|303+361+353|304+340|305+351+338|312|321|332+313|337+313|362|370+378|403+233|403+235|405|501}} |
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'''2,2-Dimethoxypropane''' ('''DMP''') is an ] with the formula (CH<sub>3</sub>)<sub>2</sub>C(OCH<sub>3</sub>)<sub>2</sub>. A colorless liquid, it is the product of the condensation of ] and ]. DMP is used as a water scavenger in water-sensitive reactions. Upon acid-catalyzed reaction, DMP reacts quantitatively with water to form acetone and methanol.<ref>{{cite journal|title=Water determination by reaction with 2, 2-dimethoxypropane|author1=Critchfield, F. E. |author2=Bishop, E. T.|journal=Anal. Chem.|year=1961|volume=33|issue=8|page=1034|doi=10.1021/ac60176a051}}</ref> This property can be used to accurately determine the amount of water in a sample, alternatively to the ] method.<ref>{{cite journal|title=Gas chromatographic method of moisture determination|author1=Martin, J. H. |author2=Knevel, A. M.|journal=J. Pharm. Sci.|year=1965|volume=54|issue=10|pages=1464–7|doi=10.1002/jps.2600541013|pmid=5883217}}</ref> |
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DMP is specifically used to prepare ]s:<ref>{{cite journal|title=D-(R)-Glyceraldehyde Acetonide|author1=Christopher R. Schmid |author2=Jerry D. Bryant|journal=Org. Synth.|year=1995|volume=72|page=6|doi=10.15227/orgsyn.072.0006}}</ref><ref>{{cite journal|title=L-(S)-glyceraldehyde Acetonide|author1=Christian Hubschwerlen |author2=Jean-luc Specklin |author3=J. Higelin|journal=Org. Synth.|year=1995|volume=72|page=1|doi=10.15227/orgsyn.072.0001}}</ref> |
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:RCHOHCHOHCH<sub>2</sub> + (MeO)<sub>2</sub>CMe<sub>2</sub> → RCHCHCH<sub>2</sub>O<sub>2</sub>CMe<sub>2</sub> + 2 MeOH |
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Dimethoxypropane is an intermediate for the synthesis of ]. |
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In histology, DMP is used for the dehydration of animal tissue.<ref>{{cite journal|title=Rapid dehydration--clearing with 2,2-dimethoxypropane for paraffin embedding|author1=Poul Prentø|journal=J. Histochem. Cytochem.|year=1978|volume=26|issue=10|pages=865–867 |doi=10.1177/26.10.363931|pmid=363931|doi-access=free}}</ref> |
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==References== |
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{{reflist}} |
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==External links== |
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{{DEFAULTSORT:Dimethoxypropane, 2,2-}} |
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