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Cas Database |
| Name |
PYRETHRIN II |
EINECS | 204-462-6 |
| CAS No. | 121-29-9 | Density | 1.12 g/cm3 |
| PSA | 69.67000 | LogP | 3.71130 |
| Solubility | N/A | Melting Point |
N/A |
| Formula | C22H28 O5 | Boiling Point | 473.7 °C at 760 mmHg |
| Molecular Weight | 372.461 | Flash Point | 203.9 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Poison experimentally by ingestion and intravenous routes. Moderately toxic to humans by unspecified route. An allergen. When heated to decomposition it emits acrid smoke and irritating fumes. An insecticide. See also PYRETHRIN; PYRETHRIN I; PYRETHRINS. | Risk Codes | 20/21/22-50/53 |
| Molecular Structure |
|
Hazard Symbols |
 
|
| Synonyms |
Cyclopropaneacrylicacid, 3-carboxy-a,2,2-trimethyl-,1-methyl ester, ester with4-hydroxy-3-methyl-2-(2,4-pentadienyl)-2-cyclopenten-1-one (7CI,8CI);Cyclopropanecarboxylic acid,3-(3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethyl-, 2-methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-ylester, [1R-[1a[S*(Z)],3b(E)]]-; Cyclopropanecarboxylicacid, 3-[(1E)-3-methoxy-2-methyl-3-oxo-1-propenyl]-2,2-dimethyl-,(1S)-2-methyl-4-oxo-3-(2Z)-2,4-pentadienyl-2-cyclopenten-1-yl ester, (1R,3R)-(9CI); Pyrethrin II (6CI); (+)-Pyrethronyl (+)-pyrethrate; Biospray S;Pyrethrin; Pyrethrin 2; Pyrethrum mist |
Article Data | 4 |
PYRETHRIN II Synthetic route
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol; hexane; toluene at 20 - 25℃; for 16h; Inert atmosphere; | 46% |
- 121-29-9
Pyrethrin II
- 27335-33-7
methyl (1R,3R)-3-formyl-2,2-dimethylcyclopropanecarboxylate
- 121-29-9
Pyrethrin II
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1.1: pyrrolidine / 1 h / 60 °C 2.1: potassium hydroxide / water; methanol; 5,5-dimethyl-1,3-cyclohexadiene / 16 h / 20 - 25 °C / Inert atmosphere 3.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 3.2: 2 h / 20 - 25 °C / Inert atmosphere 4.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C 5.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere View Scheme |
- 121-29-9
Pyrethrin II
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: hydrogenchloride; zinc / ethanol; water / 16 h / 75 - 80 °C / Inert atmosphere 2.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 2.2: 2 h / 20 - 25 °C / Inert atmosphere 3.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C 4.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 1.2: 2 h / 20 - 25 °C / Inert atmosphere 2.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C 3.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere View Scheme |
- 97-41-6, 1802-02-4, 7377-84-6, 15543-65-4, 16642-27-6, 34909-55-2, 41641-25-2, 41641-26-3, 41641-27-4
ethyl trans-(+/-)-chrysanthemate
- 121-29-9
Pyrethrin II
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1.1: potassium hydroxide / ethanol; water / 3 h 2.1: (S)-1-(1-Naphthyl)ethylamine / ethanol / 3 h / 20 °C 3.1: ozone / Acidic conditions 4.1: pyrrolidine / 1 h / 60 °C 5.1: potassium hydroxide / water; methanol; 5,5-dimethyl-1,3-cyclohexadiene / 16 h / 20 - 25 °C / Inert atmosphere 6.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 6.2: 2 h / 20 - 25 °C / Inert atmosphere 7.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C 8.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere View Scheme |
- 121-29-9
Pyrethrin II
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1.1: (S)-1-(1-Naphthyl)ethylamine / ethanol / 3 h / 20 °C 2.1: ozone / Acidic conditions 3.1: pyrrolidine / 1 h / 60 °C 4.1: potassium hydroxide / water; methanol; 5,5-dimethyl-1,3-cyclohexadiene / 16 h / 20 - 25 °C / Inert atmosphere 5.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 5.2: 2 h / 20 - 25 °C / Inert atmosphere 6.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C 7.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1.1: ozone / Acidic conditions 2.1: pyrrolidine / 1 h / 60 °C 3.1: potassium hydroxide / water; methanol; 5,5-dimethyl-1,3-cyclohexadiene / 16 h / 20 - 25 °C / Inert atmosphere 4.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 4.2: 2 h / 20 - 25 °C / Inert atmosphere 5.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C 6.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere View Scheme |
- 77087-34-4
(S)-4-hydroxy-3-methyl-2-(2-propynyl)-cyclopent-2-ene-1-one
- 121-29-9
Pyrethrin II
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine / toluene / 16 h / 20 - 25 °C / Inert atmosphere 2.1: hydrogenchloride; zinc / ethanol; water / 16 h / 75 - 80 °C / Inert atmosphere 3.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 3.2: 2 h / 20 - 25 °C / Inert atmosphere 4.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C 5.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere View Scheme |
- 35867-05-1
methyl (1R)-trans-2,2-dimethyl-3-[(E)-2-methyl-3-oxo-1-propenyl]cyclopropanecarboxylate
- 121-29-9
Pyrethrin II
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: potassium hydroxide / water; methanol; 5,5-dimethyl-1,3-cyclohexadiene / 16 h / 20 - 25 °C / Inert atmosphere 2.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 2.2: 2 h / 20 - 25 °C / Inert atmosphere 3.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C 4.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere View Scheme |
PYRETHRIN II Chemical Properties
IUPAC Name: [(1S)-2-Methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
Synonyms: (+)-Pyrethronyl(+)-pyrethrate ; 2-Methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-yl3-(3-methoxy-2-methyl-3-o ; 2-Methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-ylester ; 2-Methyl-4-oxo-3-(penta-2,4-dienyl)cyclopent-2-enyl3-(2-methoxycarbonylprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate ; 3Beta(e)-*(z) ; 3Beta(e)-lpha[s(z)] ; Chrysanthemumdicarboxylicacidmonomethylesterpyrethroloneester ; Chrysanthemumdicarboxylicacidmonomethylesterpyrethroloneester
CAS NO: 121-29-9
Molecular Formula: C22H28O5
Molecular Weight: 371.44678
Molecular Structure:
EINECS: 204-462-6
Mol File: 121-29-9.mol
Index of Refraction: 1.528
Surface Tension: 40.7 dyne/cm
Density: 1.12 g/cm3
Flash Point: 203.9 °C
Enthalpy of Vaporization: 73.69 kJ/mol
Boiling Point: 473.7 °C at 760 mmHg
Vapour Pressure: 3.84E-09 mmHg at 25°C
PYRETHRIN II Uses
Pyrethrin II (CAS NO.121-29-9) can be used to produce aerosol insecticides, mosquito coils, animal shampoos and green pesticides.
PYRETHRIN II Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| man | LDLo | unreported | 1029mg/kg (1029mg/kg) | "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970. | |
| mouse | LD50 | oral | 130mg/kg (130mg/kg) | Agricultural and Biological Chemistry. Vol. 37, Pg. 2681, 1973. | |
| rat | LD50 | intravenous | 1mg/kg (1mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Pesticide Biochemistry and Physiology. Vol. 2, Pg. 308, 1972. |
| rat | LD50 | oral | 200mg/kg (200mg/kg) | Agricultural Research Service, USDA Information Memorandum. Vol. 20, Pg. 17, 1966. |
PYRETHRIN II Consensus Reports
Reported in EPA TSCA Inventory.
PYRETHRIN II Safety Profile
Poison experimentally by ingestion and intravenous routes. Moderately toxic to humans by unspecified route. An allergen. When heated to decomposition it emits acrid smoke and irritating fumes. An insecticide. See also PYRETHRIN; PYRETHRIN I; PYRETHRINS.
Hazard Codes
Xn,
N
Risk Statements 20/21/22-50/53
R20/21/22: Pyrethrin II (CAS NO.121-29-9) is harmful by inhalation, in contact with skin and if swallowed.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements 13-60-61
S13:Keep Pyrethrin II (CAS NO.121-29-9) away from food, drink and animal foodstuffs.
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR 2902
HazardClass 6.1(b)
PackingGroup III
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