Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

10895

Sigma-Aldrich

Ethyl 2-chloroacetoacetate

produced by Wacker Chemie AG, Burghausen, Germany, ≥96% (GC)

Synonym(s):

2-Cl-ACE

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3COCHClCOOC2H5
CAS Number:
609-15-4
Molecular Weight:
164.59
Beilstein/REAXYS Number:
774278
EC Number:
210-180-4
MDL number:
MFCD00009141
UNSPSC Code:
12352100
PubChem Substance ID:
57646831
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

assay

≥96% (GC)

refractive index

n20/D 1.441 (lit.)

bp

107 °C/14 mmHg (lit.)

density

1.19 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)C(Cl)C(C)=O

InChI

1S/C6H9ClO3/c1-3-10-6(9)5(7)4(2)8/h5H,3H2,1-2H3

InChI key

RDULEYWUGKOCMR-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Ethyl 2-chloroacetoacetate was used to study reductive dechlorination of β-keto ester ethyl 2-chloroacetoacetate by Saccharomyces cerevisiae[1].

Biochem/physiol Actions

Ethyl 2-chloroacetoacetate reacts with thiosemicarbazones to form heterocyclic substituted thiophene derivatives having non-steroidal anti-inflammatory activity[2].

Other Notes

prices for bulk quantities on request

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_germany

WGK 2

flash_point_f

179.6 °F

flash_point_c

82 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Choose from one of the most recent versions:

Certificates of Analysis (COA)

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

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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).

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service