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534-07-6 - 1,3-Dichloroacetone, 96% - 1,3-Dichloro-2-propanone - A14149 - Alfa Aesar

A14149 1,3-Dichloroacetone, 96%

Codice CAS
534-07-6
Sinonimi
1,3-Dichloro-2-propanone

Dimensioni Prezzo ($) Quantità Disponibilità
25g 34,30
100g 129,78
500g 396,00
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1,3-Dichloroacetone, 96%

MDL
MFCD00000937
EINECS
208-585-6

Proprietà chimiche

Formula
C3H4Cl2O
Peso formula
126.97
Punto di fusione
40-44°
Punto di ebollizione
172-173°
Punto di infiammabilità
95°(203°F)
Densità
1.383
Indice di rifrazione
1.4400
Solubilità
Soluble in water, ethanol and diethyl ether.

Applicazioni

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.

Note

Hygroscopic. Store in a cool place. Incompatible with strong oxidizing agents, strong bases and reducing agents.

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H300-H310-H330-H314-H318-H341-H400-H410

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. Very toxic to aquatic life. Very toxic to aquatic life with long lasting effects.

Dichiarazioni precauzionali: P273-P280-P305+P351+P338-P309-P310-P302+P352-P501a

Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN: Wash with plenty of soap and water. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,3052
Beilstein
605456
Classe di rischio
6.1
Gruppo di imballaggio
II
Codice tariffe armonizzato
2914.70
TSCA
Yes
RTECS
UC1430000

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