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189219

Sigma-Aldrich

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
Beilstein:
6819431
EC Number:
201-378-1
MDL number:
MFCD00012094
UNSPSC Code:
12352100
PubChem Substance ID:
24851370
NACRES:
NA.22

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

SMILES string

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

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

InChI key

DEKWZWCFHUABHE-UHFFFAOYSA-N

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General description

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

Application

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

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H310,H373,H412

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBP7876V
MKBC0675V
MKBC0675
07926LA
02429ES

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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
Jingguo Hou et al.
Journal of chromatography. A, 1159(1-2), 208-216 (2007-05-15)
Warfarin is a widely used oral anticoagulant which is mostly administrated as a racemic mixture containing equal amount of R- and S-enantiomers. The two enantiomers are shown to exhibit significant differences in pharmacokinetics and pharmacodynamics. In this study, a new
Jack Zheng et al.
Journal of chromatography. A, 1005(1-2), 177-187 (2003-08-20)
The capillary electrochromatographic separations of three acidic enantiomers (carprofen, coumachlor and warfarin) were studied on a capillary column packed with 5 microm (3R,4S)-Whelk-O 1 chiral stationary phase. The influence of several experimental parameters (mobile phase pH, type of background electrolyte
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
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