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dichloroacetaldehyde
Sign in to saveDichloroacetaldehyde is a chlorinated aldehyde with the chemical formula . Along with monochloroacetaldehyde and trichloroacetaldehyde, it is one of the three possible chlorinated acetaldehydes.
Chemical data
- Formula
- C2H2Cl2O
- Molecular weight
- 112.94 g/mol
- IUPAC name
- 2,2-dichloroacetaldehyde
- SMILES
- C(=O)C(Cl)Cl
- InChIKey
- NWQWQKUXRJYXFH-UHFFFAOYSA-N
- XLogP
- 1.1
- Polar surface area
- 17.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 111.948
Show 3 more facts
- canonical SMILES
- C(=O)C(Cl)Cl
- chemical formula
- C₂H₂Cl₂O
- Commons category
- Dichloroacetaldehyde
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Properties and reactions
- Uses
- Synthesis
- References
Dichloroacetaldehyde is a chlorinated aldehyde with the chemical formula . Along with monochloroacetaldehyde and trichloroacetaldehyde, it is one of the three possible chlorinated acetaldehydes.
==Properties and reactions== Dichloroacetaldehyde is a highly volatile liquid that is easily soluble in water to form Hydrates. A geminal diol, also known as monohydrate, 2,2-dichloro-1,1-ethanediol, is formed in water. 300px|Hydration of the aldehyde The compound decomposes when heated. In the presence of Lewis acids such as antimony trichloride, iron(III) chloride, aluminum trichloride, tin(IV) chloride or boron trifluoride, the trimer hexachloroparaldehyde (2,4,6-tris(dichloromethyl)-1,3,5-trioxane) can be obtained. The trimer forms colourless crystals that melt at 131–132 °C. At the boiling point of 210–220 °C, dichloroacetaldehyde decomposes. 400px|Formation of hexachloroparaldehyde Reduction with lithium aluminium hydride gives dichloroethanol.
Excerpted from Wikipedia’s “dichloroacetaldehyde” article, available under the CC BY-SA 4.0 licence.