Ethyl chloroacetate is a reagent used in the preparation of 5 member heterocycles. It is used as pharmaceutical and organic intermediate. It is used as a solvent for organic synthesis.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Ethyl chloroacetate is a reagent used in the preparation of 5 member heterocycles. It is used as pharmaceutical and organic intermediate. It is used as a solvent for organic synthesis.
Solubility
Soluble in water 20 g/L (20°C).
Notes
Incompatible with acids, bases, oxidizing agents, reducing agents.
RUO – Research Use Only
General References:
- J Q Liu, T Kurihara; M Miyagi; S Tsunasawa; M Nishihara; N Esaki; K Soda. Paracatalytic inactivation of L-2-haloacid dehalogenase from Pseudomonas sp. YL by hydroxylamine. Evidence for the formation of an ester intermediate. Journal of Biological Chemistry. 1997, 272 (6), 3363-3368.
- Andrew J Moad; Lee J Klein; Dennis G Peters; Jonathan A Karty; James P Reilly. Catalytic reduction of ethyl chloroacetate by cobalt(I) salophen electrogenerated at vitreous carbon cathodes. Journal of Electroanalytical Chemistry. 2002, 531, (2), 163-169.
- For examples of use in the Darzens reaction with carbonyl compounds to give glycidic esters, see: Org. Synth. Coll., 3, 727 (1955); 4, 459 (1963); reviews: Org. React., 5, 413 (1949); Chem. Rev., 55, 283 (1955). In the presence of base, glycidic esters rearrange to ɑ-substituted aldehydes: Org. Synth. Coll., 3, 733 (1955):
- For a theoretical study of a proposed cyclic transition state in the Darzens reaction, see: J. Org. Chem., 61, 6723 (1996).
- Undergoes phase-transfer catalyzed carbene-like addition to activated alkenes to give cyclopropane derivatives: Synth. Commun., 22, 1651 (1992):
- Compare (±)-2-Chloropropionic acid, A12860, for a similar reaction.