2,2-Dimethoxypropane
Appearance
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Names | |||
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Preferred IUPAC name
2,2-Dimethoxypropane | |||
Other names
acetone dimethyl acetal
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Identifiers | |||
3D model (JSmol)
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ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.000.961 | ||
EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |||
C5H12O2 | |||
Molar mass | 104.15 g/mol | ||
Appearance | Colorless liquid | ||
Density | 0.85 g/cm3 | ||
Melting point | −47 °C (−53 °F; 226 K) | ||
Boiling point | 83 °C (181 °F; 356 K) | ||
15 g/L (20 °C) | |||
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GHS labelling: | |||
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Danger | |||
H225, H315, H319, H335 | |||
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501 | |||
Safety data sheet (SDS) | External MSDS | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2,2-Dimethoxypropane (DMP) is an organic compound with the formula (CH3)2C(OCH3)2. A colorless liquid, it is the product of the condensation of acetone and methanol. 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.[2] This property can be used to accurately determine the amount of water in a sample, alternatively to the Karl Fischer method.[3]
DMP is specifically used to prepare acetonides:[4][5]
- RCHOHCHOHCH2 + (MeO)2CMe2 → RCHCHCH2O2CMe2 + 2 MeOH
Dimethoxypropane is an intermediate for the synthesis of 2-methoxypropene.
In histology, DMP is used for the dehydration of animal tissue.[6]
References
[edit]- ^ 2,2-Dimethoxypropane at Sigma-Aldrich
- ^ Critchfield, F. E.; Bishop, E. T. (1961). "Water determination by reaction with 2, 2-dimethoxypropane". Anal. Chem. 33 (8): 1034. doi:10.1021/ac60176a051.
- ^ Martin, J. H.; Knevel, A. M. (1965). "Gas chromatographic method of moisture determination". J. Pharm. Sci. 54 (10): 1464–7. doi:10.1002/jps.2600541013. PMID 5883217.
- ^ Christopher R. Schmid; Jerry D. Bryant (1995). "D-(R)-Glyceraldehyde Acetonide". Org. Synth. 72: 6. doi:10.15227/orgsyn.072.0006.
- ^ Christian Hubschwerlen; Jean-luc Specklin; J. Higelin (1995). "L-(S)-glyceraldehyde Acetonide". Org. Synth. 72: 1. doi:10.15227/orgsyn.072.0001.
- ^ Poul Prentø (1978). "Rapid dehydration--clearing with 2,2-dimethoxypropane for paraffin embedding". J. Histochem. Cytochem. 26 (10): 865–867. doi:10.1177/26.10.363931. PMID 363931.