Dichloroacetaldehyde
From Wikipedia, the free encyclopedia
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| Names | |
|---|---|
| IUPAC name
2,2-dichloroethanal | |
| Other names
dichloroethanal | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.001.063 |
| EC Number |
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| KEGG | |
PubChem CID |
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| UNII | |
| UN number | 1993 |
CompTox Dashboard (EPA) |
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| Properties | |
| C2H2Cl2O | |
| Molar mass | 112.94 g·mol−1 |
| Density | 1.4 g/mL |
| Melting point | −50 °C (−58 °F; 223 K) |
| Boiling point | 88 °C (190 °F; 361 K) |
| forms hydrate | |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H301, H310, H314, H330, H335, H351, H400 | |
| P203, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P319, P320, P321, P330, P361+P364, P363, P391, P403+P233, P405, P501 | |
| Related compounds | |
Related compounds |
chloroacetaldehyde, trichloroacetaldehyde |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dichloroacetaldehyde is a chlorinated aldehyde with the chemical formula HCCl2CHO. Along with monochloroacetaldehyde and trichloroacetaldehyde, it is one of the three possible chlorinated acetaldehydes.
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.[1]
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.[1] The trimer forms colourless crystals that melt at 131–132 °C. At the boiling point of 210–220 °C, dichloroacetaldehyde decomposes.[1]
Reduction with lithium aluminium hydride gives dichloroethanol.[2]
