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A15641 Ethyl 4-chloroacetoacetate, 97%

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

Stock No. Size Price ($) Quantity Availability
A15641-18 50g 29.20
A15641-30 250g 84.80
A15641-0B 1000g 300.00
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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
Storage & Sensitivity
Ambient temperatures.
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-H311-H314-H335

Toxic if swallowed. Toxic in contact with skin. Causes severe skin burns and eye damage. May cause respiratory irritation.

Precautionary Statements: P260-P264b-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P501c

Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1761275
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2918.30
TSCA
Yes
RTECS
AK5110000

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