2,2-Dimethoxypropane
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| Names | |||
|---|---|---|---|
| IUPAC name
2,2-dimethoxypropane
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| Other names
acetone dimethyl acetal
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| Identifiers | |||
3D model (JSmol)
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| ChemSpider | |||
| ECHA InfoCard | 100.000.961 | ||
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) | |||
| Hazards | |||
| 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 reaction of acetone and methanol, according to the equation below:[2]
DMP is commonly used as a water scavenger in water-sensitive reactions. Upon acid-catalyzed reaction, DMP reacts quantitatively with water to form acetone and methanol[3]. This property can be used to accurately determine the amount of water in a sample, alternatively to Karl Fischer method[4].
DMP is specifically used to prepare acetonides:[5][6]
- 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 [7].
References
- ^ 2,2-Dimethoxypropane at Sigma-Aldrich
- ^ CN103772167A, 顾金林, "Preparation method of 2, 2-dimethoxypropane", published 1981-02-26, assigned to 浙江胡涂硅有限公司
- ^ "Water determination by reaction with 2, 2-dimethoxypropane". Anal. Chem. 33: 1034. 1961. doi:10.1021/ac60176a051.
{{cite journal}}: Unknown parameter|authors=ignored (help) - ^ "Gas chromatographic method of moisture determination". J. Pharm. Sci. 54: 1464. 1965. doi:10.1002/jps.2600541013.
{{cite journal}}: Unknown parameter|authors=ignored (help) - ^ "D-(R)-Glyceraldehyde Acetonide". Org. Synth. 72: 6. 1995. doi:10.15227/orgsyn.072.0006.
{{cite journal}}: Unknown parameter|authors=ignored (help) - ^ "L-(S)-glyceraldehyde Acetonide". Org. Synth. 72: 1. 1995. doi:10.15227/orgsyn.072.0001.
{{cite journal}}: Unknown parameter|authors=ignored (help) - ^ "Rapid dehydration--clearing with 2,2-dimethoxypropane for paraffin embedding". J. Histochem. Cytochem. 26: 865. 1978. doi:10.1177/26.10.363931.
{{cite journal}}: Unknown parameter|authors=ignored (help)
External links
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