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Merck
CN

189219

Coumachlor

98%

Synonym(s):

(±)-3-(α-Acetonyl-p-chlorobenzyl)-4-hydroxycoumarin, p-Chlorowarfarin

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About This Item

Empirical Formula (Hill Notation):
C19H15ClO4
CAS Number:
81-82-3
Molecular Weight:
342.77
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851370
EC Number:
201-378-1
Beilstein/REAXYS Number:
6819431
MDL number:
MFCD00012094

Key Documents

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Product Name

Coumachlor, 98%

InChI key

DEKWZWCFHUABHE-UHFFFAOYSA-N

InChI

1S/C19H15ClO4/c1-11(21)10-15(12-6-8-13(20)9-7-12)17-18(22)14-4-2-3-5-16(14)24-19(17)23/h2-9,15,22H,10H2,1H3

SMILES string

CC(=O)CC(c1ccc(Cl)cc1)C2=C(O)c3ccccc3OC2=O

assay

98%

form

powder

mp

168-170 °C (lit.)

solubility

acetone: soluble
alcohol: soluble
benzene: slightly soluble
chloroform: soluble
diethyl ether: slightly soluble
water: insoluble

functional group

chloro
ester
ketone

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Application

Coumachlor was used as internal standard for simultaneous enantioseparation of (+/-)-warfarin by chiral capillary electrochromatography with electrospray ionization mass spectrometry.

General description

Coumachlor is an anticoagulant rodenticide. It forms complex with zirconium.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - STOT RE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBP7876V
MKBC0675V
MKBC0675
8727EH
50412DM

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Jakob Avi Shimshoni et al.
Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc, 25(6), 736-743 (2013-10-02)
Anticoagulant rodenticides are frequently a cause of poisoning of domestic animals, wildlife, and human beings. A toxicosis in 6,000 laying hens caused by the malicious addition of unknown amounts of coumatetralyl bait as well as the insecticides aldicarb, methomyl, and
Jack Zheng et al.
Analytical chemistry, 75(22), 6295-6305 (2003-11-18)
The hyphenation of chiral capillary electrochromatography (CEC) with electrospray ionization mass spectrometry (ESI-MS) is very challenging but promising due to the fact that it combines sensitivity with high specificity and selectivity. In this work, CEC capillaries packed with (3R,4S)-Whelk-O1 chiral
I Kostova et al.
Archiv der Pharmazie, 334(5), 157-162 (2001-06-21)
Zirconium complexes of mendiaxon, warfarin, coumachlor, and niffcoumar have been synthesized by reaction of the ligands with zirconium chloride in stoichiometric ratio 1:2. The formation of the complexes has been proved on the basis of elemental analysis, IR-spectroscopy, 1H-NMR spectroscopy
L A Svensson et al.
The Analyst, 125(6), 1037-1039 (2000-08-10)
Racemic mixtures of five acidic drugs have been successfully separated by supercritical fluid chromatography (SFC) using macrocyclic antibiotic chiral stationary phases (CSPs). A ristocetin A CSP has been prepared 'in-house' and effectively applied in packed capillary SFC to separate the
Wenjian Lao et al.
Journal of chromatography. A, 1217(42), 6545-6554 (2010-09-18)
Unusual peak profiles of warfarin were characterized on two oligoproline chiral stationary phases (CSPs). The pattern of 1st peak (S(-)) broadening and the 2nd peak (R(+)) compression was observed under mobile phase of hexane (0.1% TFA)/2-propanol (IPA) on a triproline
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