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1,3-Dichloroacetone is used in the synthesis of citric acid. It is used as a solvent and as an intermediate in organic synthesis. Further, it serves as an acceptor substrate in the cross-aldol reaction with donor substrates such as acetone, cyclopentanone and cyclohexanone. It is also used in the preparation of an active pharmaceutical ingredient, famotidine.
Successive reaction with a Grignard reagent and Li metal leads to 1-substituted cyclopropanols, which rearrange on thermolysis to ethyl ketones: Synthesis, 647 (1983):
The cyclization can also be induced by ethyl radicals, generated from ethylmagnesium bromide and FeCl3. This method is applicable only to 1-arylcyclopropanols: J. Org. Chem., 29, 2813 (1964); 43, 3602 (1978); Org. Synth. Coll., 5, 1058 (1973).
Formation of the acetal followed by treatment with NaNH2 provides a route to cyclopropenones: Tetrahedron, 48, 2045 (1992).
Serrano, M.; Silva, M.; Gallego, M. Determination of 14 haloketones in treated water using solid-phase microextraction and gas chromatography-mass spectrometry. J. Chromatogr. A 2015, 1407, 208-215.
Deng, J.; Chen, K.; Yao, Z.; Lin, J.; Wei, D. Efficient synthesis of optically active halogenated aryl alcohols at high substrate load using a recombinant carbonyl reductase from Gluconobacter oxydans. J. Mol. Catal. B: Enzym. 2015, 118, 1-7.
Dichiarazioni di rischio (UE): H300-H310-H330-H314-H318-H341
Fatal if swallowed. Fatal in contact with skin. Fatal if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage. Suspected of causing genetic defects.
Dichiarazioni precauzionali: P260-P201-P280-P304+P340-P405-P501a
Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.