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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.}}
{{chembox {{chembox
|Verifiedfields = changed
| Reference=<ref> at ]</ref>
|Watchedfields = changed
| verifiedrevid = 322226581
|Reference=<ref> at ]</ref>
| Name = 2,2-dimethoxypropane
|verifiedrevid = 477190426
| ImageFileL1=Dimethoxypropane.png
|Name = 2,2-Dimethoxypropane
| ImageSizeL1 = 150px
|ImageFileL1=2,2-Dimethoxypropane Structural Formula V1.svg
| ImageFileR1 = 2,2-dimethoxypropane-3D-balls.png
| ImageSizeR1 = 120px |ImageSizeL1 = 150px
| ImageNameR1 = 2,2-dimethoxypropane ball view |ImageFileR1 = 2,2-dimethoxypropane-3D-balls.png
|ImageSizeR1 = 120px
| IUPACName = 2,2-dimethoxypropane
|ImageNameR1 = 2,2-dimethoxypropane ball view
| OtherNames = acetone dimethyl acetal
|PIN = 2,2-Dimethoxypropane
| Section1 = {{Chembox Identifiers
|OtherNames = acetone dimethyl acetal
| SMILES = CC(C)(OC)OC
|Section1={{Chembox Identifiers
| ChemSpiderID = 6250
|SMILES = CC(C)(OC)OC
| CASNo = 77-76-9
|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| CASNo_Ref = {{cascite}}
|ChemSpiderID = 21106033
}}
|PubChem = 6495
| Section2 = {{Chembox Properties
|CASNo_Ref = {{cascite|correct|CAS}}
| Formula = C<sub>5</sub>H<sub>12</sub>O<sub>2</sub>
|CASNo = 77-76-9
| MolarMass = 104.15 g/mol
|EC_number = 201-056-0
| Appearance = Colorless liquid
|UNII = 66P41R0030
| Density = 0.85 g/cm³
|ChEMBL = 3184215
| Solubility = 15 g/L (20 °C)
|StdInChI=1S/C5H12O2/c1-5(2,6-3)7-4/h1-4H3
| MeltingPtC = -47
|StdInChIKey = HEWZVZIVELJPQZ-UHFFFAOYSA-N
| BoilingPtC = 83
}}
| Section7 = {{Chembox Hazards
| ExternalMSDS = ]
}}
}} }}
|Section2={{Chembox Properties
|Formula = C<sub>5</sub>H<sub>12</sub>O<sub>2</sub>
|MolarMass = 104.15 g/mol
|Appearance = Colorless liquid
|Density = 0.85 g/cm<sup>3</sup>
|Solubility = 15 g/L (20 °C)
|MeltingPtC = -47
|BoilingPtC = 83
}}
|Section7={{Chembox Hazards
|ExternalSDS = ]
|GHSPictograms = {{GHS02}}{{GHS07}}
|GHSSignalWord = Danger
|HPhrases = {{H-phrases|225|315|319|335}}
|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}}
}}
}}

'''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>

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>
: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

Dimethoxypropane is an intermediate for the synthesis of ].

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>

==References==
{{reflist}}

==External links==
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{{DEFAULTSORT:Dimethoxypropane, 2,2-}}
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