3-[1-(4-chlorophenyl)-3-oxobutyl]-4-hydroxy-2H-chromen-2-one

• ChemBase ID: 149386
• Molecular Formular: C19H15ClO4
• Molecular Mass: 342.773
• Monoisotopic Mass: 342.06588664
• SMILES: CC(=O)CC(c1ccc(cc1)Cl)c1c(c2ccccc2oc1=O)O
• Canonical SMILES: CC(=O)CC(c1c(=O)oc2c(c1O)cccc2)c1ccc(cc1)Cl
• InChI: 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
• InChIKey: DEKWZWCFHUABHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[1-(4-chlorophenyl)-3-oxobutyl]-4-hydroxy-2H-chromen-2-one
• IUPAC Traditional name: coumachlor
• Synonyms: (±)-3-(α-Acetonyl-p-chlorobenzyl)-4-hydroxycoumarin; p-Chlorowarfarin; Coumachlor; 3-[1-(4-Chlorophenyl)-3-oxobutyl]-4-hydroxy-2H-1-benzopyran-2-one; (+/-)3-(α-Acetonyl-p-chlorobenzyl)-4-hydroxycoumarin; (+/-)-Coumachlor; (+/-)-p-Chlorowarfarin; Cumachlor; Geigy Rodenticide Exp. 332; Tomorin; Coumachlor; (±)-3-(α-丙酮基-对氯苄基)-4-羟基香豆素; 氯华法令; 氯灭鼠灵

Database IDs

• CAS Number: 81-82-3
• EC Number: 201-378-1
• MDL Number: MFCD00012094
• Beilstein Number: 6819431
• PubChem SID: 24868875; 24851370; 162243552
• PubChem CID: 54682651

CALCULATED PROPERTIES

• Acid pKa: 5.92155
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.2094834
• LogD (pH = 7.4): 1.8750393
• Log P: 3.348752
• Molar Refractivity: 91.6649 cm^3
• Polarizability: 35.2171 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: light yellow powder; White to Off-White Solid
• Melting Point: 164-166°C; 168-170 °C(lit.)

Safety Information

• Storage Condition: Refrigerator
• RTECS: GN4830000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 48/22-52/53
• Safety Statements: 37-61
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H373-H412
• GHS Precautionary statements: P273
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 1

Product Information

• Purity: 98%
• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C19H15ClO4

DETAILS

Sigma Aldrich - 189219

Application
Internal standard in the analysis of the rodenticide warfarin.
Packaging
1 g in glass bottle

Sigma Aldrich - 45402

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - C745000

An internal standard in the analysis of the rodenticide Warfarin.

REFERENCES

• Dikshith, T., et al.: J. Exp. Biol., 29, 149 (1991)