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| CAS No.: | 121-21-1 |
|---|---|
| Name: | PYRETHRIN 1 |
| Molecular Structure: | |
|
|
|
| Formula: | C21H28 O3 |
| Molecular Weight: | 328.452 |
| Synonyms: | Cyclopropanecarboxylicacid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-,(1S)-2-methyl-4-oxo-3-(2Z)-2,4-pentadienyl-2-cyclopenten-1-yl ester, (1R,3R)-(9CI); Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-,2-methyl-4-oxo-3-(2,4-pentadienyl)-2-cyclopenten-1-yl ester, [1R-[1a[S*(Z)],3b]]-; Cyclopropanecarboxylic acid,2,2-dimethyl-3-(2-methylpropenyl)-, ester with4-hydroxy-3-methyl-2-(2,4-pentadienyl)-2-cyclopenten-1-one (8CI); Pyrethrin 1(6CI); (+)-Pyrethronyl (+)-trans-chrysanthemate; Chrysanthemummonocarboxylicacid pyrethrolone ester; Pyrethrin I |
| Density: | 1.04g/cm3 |
| Boiling Point: | 424.3°Cat760mmHg |
| Flash Point: | 182.3°C |
| Hazard Symbols: |
 
|
| Risk Codes: | 20/21/22-50/53 |
| Safety: | Poison by ingestion and intravenous routes. When heated to decomposition it emits acrid smoke and irritating fumes. An insecticide. See also PYRETHRIN; PYRETHRIN II; PYRETHRINS. |
| PSA: | 43.37000 |
| LogP: | 4.55820 |
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| Conditions | Yield |
|---|---|
| Stage #1: (1R,3R)-trans-chrysanthemic acid With 1-methyl-1H-imidazole; p-toluenesulfonyl chloride In acetonitrile at 0 - 5℃; for 0.5h; Inert atmosphere; Stage #2: (S)-(+)-pyrethrolone In acetonitrile at 20 - 25℃; for 2h; Inert atmosphere; | 74% |
| Conditions | Yield |
|---|---|
| With pyridine; benzene |
| Conditions | Yield |
|---|---|
| With (maltose-binding protein)-fusedTanacetum cinerariifolium GDSL lipase/esterase,recombinant, molecular weight: 81689 Da In aq. buffer at 25℃; for 0.166667h; pH=7.5; Kinetics; Reagent/catalyst; Enzymatic reaction; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: thionyl chloride / 0.5 h / 50 - 100 °C 2: 1 h / 0 °C / Reflux 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 °C View Scheme |
- 4489-14-9
(1R)-trans-3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride
- 121-21-1
pyrethrin I
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1 h / 0 °C / Reflux 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 °C View Scheme |
- 121-21-1
pyrethrin I
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 0℃; |
- 22373-75-7
(S)-4-hydroxy-3-methyl-2-(2-propenyl)-2-cyclopenten-1-one
- 121-21-1
pyrethrin I
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: [2-(1-methylethoxy-O)phenylmethyl-C](nitrato-O,O'){rel-(2R,5R,7R)-adamantane-2,1-diyl[3-(2,4,6-trimethylphenyl)-1-imidazolidinyl-2-ylidene]}ruthenium / tetrahydrofuran / 12 h / 35 °C 2: 1 h / 0 °C / Reflux 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 °C View Scheme |
- 121-21-1
pyrethrin I
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: hydrogenchloride; zinc / ethanol; water / 16 h / 75 - 80 °C / Inert atmosphere 2.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 2.2: 2 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
- 121-21-1
pyrethrin I
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: potassium hydroxide / ethanol; water / 3 h 2.1: (S)-1-(1-Naphthyl)ethylamine / ethanol / 3 h / 20 °C 3.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 3.2: 2 h / 20 - 25 °C / Inert atmosphere View Scheme |
- 121-21-1
pyrethrin I
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: (S)-1-(1-Naphthyl)ethylamine / ethanol / 3 h / 20 °C 2.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere 2.2: 2 h / 20 - 25 °C / Inert atmosphere View Scheme |
- Total:36 Page 1 of 1 1
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Chemistry
Molecular Formula: C21H28O3
Molecular Weight: 328.49
EINECS: 204-455-8
Density: 1.04g/cm3
Flash Point: 182.3°C
Storage temp: 0-6°C
Enthalpy of Vaporization: 67.88 kJ/mol
Boiling Point: 424.3 °C at 760 mmHg
Vapour Pressure: 2.09E-07 mmHg at 25°C
Boiling Point of Pyrethrony l (121-21-1): 424.3°Cat760mmHg
IUPAC Name: [(1S)-2-methyl-4-oxo-3-[(2E)-penta-2,4-dienyl]cyclopent-
2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-
1-carboxylate
Synonyms: Pyrethrony l ; (+)-Pyrethronyl(+)-trans-chrysanthemate ; 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylicacid2-methyl-4-oxo ; 2,2-Dimethyl-3-(2-methylpropenyl)-cyclopropaneacrylicaciesterwith4-hydr ; 2,2-Dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylicaciesterwith4-h
Following is the molecular structure of Pyrethrony l (121-21-1):
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Toxicity Data With Reference
| 1. | orl-rat LD50:260 mg/kg | PCBPBS Pesticide Biochemistry and Physiology. 2 (1972),308. | ||
| 2. | ivn-rat LDLo:5 mg/kg | BIOGAL Biologico. 41 (10)(1975),283. |
Safety Profile
Poison by ingestion and intravenous routes. When heated to decomposition it emits acrid smoke and irritating fumes. An insecticide.
Safety Information of Pyrethrony l (121-21-1):
Hazard Codes: Xn,N
Xn: Harmful .gif){kind=small}
N:Dangerous for the environment .gif){kind=small}
Risk Statements: 20/21/22-50/53
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 13-60-61
13: Keep away from food, drink and animal feeding stuffs
60: This material and/or its container must be disposed of as hazardous waste
61: Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR 2902
HazardClass: 6.1(b)
PackingGroup: III