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638-07-3 - Ethyl 4-chloroacetoacetate, 97% - 4-Chloroacetoacetic acid ethyl ester - A15641 - Alfa Aesar

A15641 Ethyl 4-chloroacetoacetate, 97%

CAS Number
638-07-3
Synonyms
4-Chloroacetoacetic acid ethyl ester

Size Price ($) Quantity Availability
50g 26.01
250g 73.80
1000g 235.20
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Ethyl 4-chloroacetoacetate, 97%

MDL
MFCD00000939
EINECS
211-317-0

Chemical Properties

Formula
C6H9ClO3
Formula Weight
164.59
Melting point
-8°
Boiling Point
220°
Flash Point
92°(198°F)
Density
1.212
Refractive Index
1.4520
Solubility
Miscible with water and most organic solvents.

Applications

Ethyl 4-chloroacetoacetate is used as a precursor in the preparation of phosphorous ylides. It finds application in regular film coating, pharmaceutical coating and formulation.

Notes

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

Literature References

Reacts at the 2-position with isocyanates in the presence of base to give 2-aminofuranone derivatives via a ketene N-acetal intermediate: Chem. Ber., 109, 212 (1976):

Isothiocyanates similarly give 2-aminothiophenones: J. Chem. Soc., Perkin 1, 1078 (1981).

Acid-catalyzed reaction with phenols gives 3-(chloromethyl)coumarins, readily convertible to benzofuran-3-acetic acids: Heterocycles, 41, 647 (1995):

Roslan, I. I.; Lim, Q. X.; Han, A.; Chuah, G. K.; Jaenicke, S. Solvent-Free Synthesis of 4H-Pyrido[1,2-a]pyrimidin-4-ones Catalyzed by BiCl3: A Green Route to a Privileged Backbone. Eur. J. Org. Chem. 2015, 2015 (11), 2351-2355.

Wang, Y. J.; Liu, X. Q.; Luo, X.; Liu, Z. Q.; Zheng, Y. G. Cloning, expression and enzymatic characterization of an aldo-keto reductase from Candida albicans XP1463. J. Mol. Catal. B: Enzym. 2015, 122, 44-50.

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H314-H318-H227-H401-H411

Toxic if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage. Combustible liquid. Toxic to aquatic life. Toxic to aquatic life with long lasting effects.

Precautionary Statements: P210-P260-P273-P280-P301+P310-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1761275
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2918.30
TSCA
Yes
RTECS
AK5110000

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