10895
Ethyl 2-chloroacetoacetate
Wacker Chemie AG, ≥96% (GC)
Synonym(s):
2-Cl-ACE
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About This Item
Linear Formula:
CH3COCHClCOOC2H5
CAS Number:
Molecular Weight:
164.59
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-180-4
Beilstein/REAXYS Number:
774278
MDL number:
InChI key
RDULEYWUGKOCMR-UHFFFAOYSA-N
InChI
1S/C6H9ClO3/c1-3-10-6(9)5(7)4(2)8/h5H,3H2,1-2H3
SMILES string
CCOC(=O)C(Cl)C(C)=O
assay
≥96% (GC)
manufacturer/tradename
Wacker Chemie AG
refractive index
n20/D 1.441 (lit.)
bp
107 °C/14 mmHg (lit.)
density
1.19 g/mL at 25 °C (lit.)
Application
Ethyl 2-chloroacetoacetate was used to study reductive dechlorination of β-keto ester ethyl 2-chloroacetoacetate by Saccharomyces cerevisiae.
Biochem/physiol Actions
Ethyl 2-chloroacetoacetate reacts with thiosemicarbazones to form heterocyclic substituted thiophene derivatives having non-steroidal anti-inflammatory activity.
Other Notes
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1A - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 2
flash_point_f
179.6 °F
flash_point_c
82 °C
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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Synthesis and antiinflammatory activity of novel 2, 5-disubstituted thiophene derivatives.
Badr SMI.
Turkish Journal of Chemistry, 35(1), 131-143 (2011)
P M Flanagan et al.
Journal of molecular biology, 206(2), 295-304 (1989-03-20)
The Tn3-encoded resolvase protein promotes a site-specific recombination reaction between two directly repeated copies of the recombination site res. Several inhibitors that block this event in vitro have been isolated. In this study four of these inhibitors were tested on
Gerhard Jörg et al.
Chembiochem : a European journal of chemical biology, 5(1), 87-92 (2003-12-26)
Saccharomyces cerevisiae reduces the beta-keto ester ethyl 2-chloroacetoacetate to the respective chiral cis- and trans-beta-hydroxy esters. In the course of chiral reduction, competing dehalogenation of the xenobiotic substrate to ethyl acetoacetate occurs, in a reaction mediated by cytosolic glutathione (GSH).
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