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2,2-dimethoxypropane
Sign in to save2,2-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. This property can be used to accurately determine the amount of water in a sample, alternatively to the Karl Fischer method.
Chemical data
- Formula
- C5H12O2
- Molecular weight
- 104.15 g/mol
- IUPAC name
- 2,2-dimethoxypropane
- SMILES
- CC(C)(OC)OC
- InChIKey
- HEWZVZIVELJPQZ-UHFFFAOYSA-N
- XLogP
- 0.6
- Polar surface area
- 18.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Has part
- oxygen
- Mass
- 104.084
Show 4 more facts
- Commons category
- 2,2-Dimethoxypropane
- melting point
- -47.0
- canonical SMILES
- CC(C)(OC)OC
- chemical formula
- C₅H₁₂O₂
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
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. This property can be used to accurately determine the amount of water in a sample, alternatively to the Karl Fischer method.
DMP is used to prepare acetonides from diols, where it is both a synthon for acetone and a scavenger for the water byproduct:
Excerpted from Wikipedia’s “2,2-dimethoxypropane” article, available under the CC BY-SA 4.0 licence.