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15589-31-8

Basic Information
CAS No.: 15589-31-8
Name: Terallethrin
Molecular Structure:
Molecular Structure of 15589-31-8 (Terallethrin)
Formula: C17H24 O3
Molecular Weight: 276.376
Synonyms: Cyclopropanecarboxylicacid, 2,2,3,3-tetramethyl-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-ylester (9CI); Cyclopropanecarboxylic acid, 2,2,3,3-tetramethyl-, ester with2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one (8CI); 2-Cyclopenten-1-one,2-allyl-4-hydroxy-3-methyl-, 2,2,3,3-tetramethylcyclopropanecarboxylate (8CI);(?à)-Terallethrin; Knockthrin; M108; Terallethrin
EINECS: 239-651-2
Density: 1.05 g/cm3
Boiling Point: 348.7 °C at 760 mmHg
Flash Point: 148.8 °C
Solubility: Hardly soluble in water, but soluble in organic solvents
Appearance: Faint yellow oily liquid.
Safety: Poison by ingestion, subcutaneous, and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
PSA: 43.37000
LogP: 3.44580
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Chemistry

Molecular Structure of Terallethrin (CAS NO.15589-31-8):

EINECS: 239-651-2
IUPAC Name: (2-Methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl) 2,2,3,3-tetramethylcyclopropane-1-carboxylate  
Molecular Formula: C17H24O3
Molecular Weight: 276.370660 g/mol
XLogP3: 4.2
H-Bond Donor: 0
H-Bond Acceptor: 3
Canonical SMILES: CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)(C)C)CC=C
InChI: InChI=1S/C17H24O3/c1-7-8-11-10(2)13(9-12(11)18)20-15(19)14-16(3,4)17(14,5)6/h7,13-14H,1,8-9H2,2-6H3
InChIKey: MIZYPRIEDMSCAC-UHFFFAOYSA-N
Index of Refraction: 1.506
Molar Refractivity: 77.83 cm3
Molar Volume: 261.6 cm3
Surface Tension: 35.8 dyne/cm
Density: 1.05 g/cm3
Flash Point: 148.8 °C
Enthalpy of Vaporization: 59.31 kJ/mol
Boiling Point: 348.7 °C at 760 mmHg
Vapour Pressure: 4.96E-05 mmHg at 25 °C
Water Solubility: 1.781 mg/L at 25 °C
BRN of Terallethrin (CAS NO.15589-31-8): 1992709

Toxicity Data With Reference

1.    

orl-rat LD50:174 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 13 (1982),1128.
2.    

ipr-rat LD50:81 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 13 (1982),1128.
3.    

scu-rat LD50:252 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 13 (1982),1128.
4.    

orl-mus LD50:177 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 13 (1982),1128.
5.    

ipr-mus LD50:81 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 13 (1982),1128.
6.    

scu-mus LD50:293 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 13 (1982),1128.

Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Specification

  Terallethrin with CAS registry number of 15589-31-8 is also known as Terallethrin [ISO] ; (+-)-3-Allyl-2-methyl-4-oxo-2-cyclopentenyl 2,2,3,3-tetramethylcyclopropanecarboxylate ; 2-Methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl 2,2,3,3-tetramethylcyclopropanecarboxylate ; AI3-29593 ; Knockthrin ; M-108 ; 3-Allyl-2-methyl-4-oxocyclopent-2-en-1-yl 2,2,3,3-tetramethylcyclopropanecarboxylate ; Cyclopropanecarboxylic acid, 2,2,3,3-tetramethyl-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester ; Cyclopropanecarboxylic acid, 2,2,3,3-tetramethyl-, ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one . Terallethrin is an allethrin product particularly effective in  control of insect with heat fumigation. It is more active than natural pyrethrins in control of Musca domestica and Culex pipiens.