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

A14149 1,3-Dichloroacetone, 96%

Numéro CAS
534-07-6
Synonymes
1,3-Dichloro-2-propanone

Dimensions Prix ($) Quantité Disponibilité
25g 34,30
100g 129,78
500g 396,00
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1,3-Dichloroacetone, 96%

MDL
MFCD00000937
EINECS
208-585-6

Propriétés chimiques

Formule
C3H4Cl2O
Poids formulaire
126.97
Point de fusion
40-44°
Point d'ébullition
172-173°
Point d'éclair
95°(203°F)
Densité
1.383
Indice de réfraction
1.4400
Solubilité
Soluble in water, ethanol and diethyl ether.

Applications

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.

Notes

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

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (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.

Mentions de prudence: 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.

Autres références

Merck
14,3052
Beilstein
605456
Classe de danger
6.1
Groupe d'emballage
II
Code tarifaire harmonisé
2914.70
TSCA
Yes
RTECS
UC1430000

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