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Merck
CN

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:
609-15-4
Molecular Weight:
164.59
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57646831
EC Number:
210-180-4
Beilstein/REAXYS Number:
774278
MDL number:
MFCD00009141

Key Documents

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Product Name

Ethyl 2-chloroacetoacetate, Wacker Chemie AG, ≥96% (GC)

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.)

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCB0073
1362014V
1362014
1302057
440060/1

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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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