2-methyl-4-oxo-3-(prop-2-yn-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

• ChemBase ID: 129090
• Molecular Formular: C19H24O3
• Molecular Mass: 300.39206
• Monoisotopic Mass: 300.17254463
• SMILES: O=C1C(=C(C)C(OC(=O)C2C(C=C(C)C)C2(C)C)C1)CC#C
• Canonical SMILES: C#CCC1=C(C)C(CC1=O)OC(=O)C1C(C1(C)C)C=C(C)C
• InChI: InChI=1S/C19H24O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h1,9,14,16-17H,8,10H2,2-6H3
• InChIKey: SMKRKQBMYOFFMU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-4-oxo-3-(prop-2-yn-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
• IUPAC Traditional name: ETOC
• Synonyms: Prallethrin; (RS)-2-Methyl-4-oxo-3-prop-2-ynylcyclopent-2-enyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; Prallethrin; 2,2-Dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylic Acid 2-Methyl-4-oxo-3-(2-propyn-1-yl)-2-cyclopenten-1-yl Ester; trans-(±)-4-Hydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-one 2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate, (8CI); Acetylene C Permethrin; Etoc; Prallethrin; Rethrinpropargyl; S 4068; S 4068SF; (RS)-2-甲基-4-氧代-3-丙-2-炔基环戊-2-烯基 (1RS,3RS;1RS,3SR)-2,2-二甲基-3-(2-甲基丙-1-烯基)环丙烷羧酸酯; 炔丙菊酯

Database IDs

• CAS Number: 23031-36-9
• EC Number: 245-387-9
• MDL Number: MFCD03792792
• PubChem SID: 162223389
• PubChem CID: 9839306
• CHEBI ID: 39391
• Chemspider ID: 8015024
• KEGG ID: C18510
• Wikipedia Title: Prallethrin

CALCULATED PROPERTIES

• Acid pKa: 18.001022
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.5530238
• LogD (pH = 7.4): 3.5530238
• Log P: 3.5530238
• Molar Refractivity: 87.1275 cm^3
• Polarizability: 33.52167 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 139 °C; 282.2 °F

Safety Information

• European Hazard Symbols: Nature polluting (N); Toxic (T)
• German water hazard class: 3
• Risk Statements: 22-23-50/53
• Safety Statements: 45-60-61
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H331-H410
• GHS Precautionary statements: P261-P273-P311-P501
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C19H24O3

DETAILS

Sigma Aldrich - 32917

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

Toronto Research Chemicals - P700600

Prallethrin ia a synthetic pyrethroid; propynyl analog of allethrin. Prallethrin is used as an insecticide.

REFERENCES

• Gersdorff, W.A., et al.: J. Econ. Entomol., 54, 1250 (1961)
• Matsuo, N., et al.: Pestic. Sci., 52, 21 (1961)