(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethyl-cycloprop ane-1-carboxylate (CAS 52341-32-9) — formula C21H20Cl2O3, molecular weight 391.3; category organic chemicals.
| CAS Number | 52341-32-9 |
|---|---|
| Molecular Formula | C21H20Cl2O3 |
| Molecular Weight | 391.3 |
| Melting Point | 34 |
| Boiling Point | 220 |
| LogP | 6.5 |
| Applications | Uses: Used as an ectoparasiticide in humans and animals, [Merck Index] Used as a nematocide, acaricide, and insecticide, [Hawley], Farming (Pesticides) [Category: Industry], For permethrin (USEPA, OPP Pesticide Code: 109701) ACTIVE products with label matches., SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses., The pyrethroids are the most widely used class of insecticides in wood preservation because of their broad-spectrum activity, high efficacy especially against wood boring beetle, and high resistance to leaching., Synthetic pyrethroids, Insecticide, seed treatment, protectant., It has a potential application for forest protection and vector control for the control of noxious insects in the household and on cattle, for the control of body lice, and in mosquito nets., For more Uses (Complete) data for PERMETHRIN (12 total), please visit the HSDB record page., Use (kg, approx.) in Germany (2009): >250, Consumption (g per capita, approx.) in Germany (2009): 0.00305, Calculated removal (%): 97.4, For the treatment of infestation with <i>Sarcoptes scabiei<, i> (scabies). Pyrethroids are used as insecticides. (L857), Use Classification: Veterinary Drug -> INSECTICIDE -> JECFA Functional Classes, INSECTICIDES, Household Products: Cosmetics product ingredient: Permethrin (including cis- and trans-), Source: Permethrin is a synthetic chemical used as a pesticide and insect repellent. It is used in agriculture, veterinary health, and medication. Permethrin may be added to lotions intended to treat scabies (a skin infection caused by mites), and to sprays and shampoos used for lice control., Potential health impacts: People may be exposed to permethrin by inhalation, ingestion, or through skin contact. Studies of scabies patients have found that dermal absorption of permethrin is low, but permethrin application may cause skin irritation. Inhaling permethrin may cause headache, nasal and respiratory irritation, dizziness, and nausea or vomiting. Studies of mice fed permethrin found increased rates of benign lung and liver tumors. The U.S. Environmental Protection Agency (U.S. EPA) classifies permethrin as likely to be carcinogenic to humans when ingested., Product count: 2, Information on 256 consumer products that contain Permethrin in the following categories is provided:, • Commercial, Institutional, • Inside the Home, • Landscaping, Yard, • Personal Care, • Pesticides, • Pet Care, Methods of Manufacturing: Permethrin can be produced by condensation of 3-phenoxybenzyl alcohol with (1RS)-cis, trans-3-(2, 2-dichlorovinyl)-2, 2-dimethylcyclopropanecarboxylic acid., The starting acid is prepared by a variation of the conventional chrysanthemic acid synthesis using ethyldiazoacetate in which 1, 1-dichloro-4-methyl-1, 3-pentadiene is reacted with ethyldiazoacetate in the presence of a copper catalyst and the resulting ethyl (+, -)- cis, trans-2, 2-dimethyl-3-(2, 2-dichlorovinyl)cyclopropanecarboxylate hydrolysed to the free acid. The cis- and trans-isomers can be separated from one another by selective crystallization from n-hexane in which the cis-isomer is more soluble. The starting acid is then reacted with 3-phenoxybenzyl alcohol to give permethrin., Preparation of the racemic mixture: T. Mizutani et al, German patent 2437882 (1975 to Sumitomo), F. Mori et al, German patent 2544150, eidem, United States of America patent 4113968 (1976, 1978, both to Kuraray)., Formulations, Preparations: Dust, emulsifiable concentrate, smokes, ULV, ultra low volume, wettable powder., Premix Partners: carboxin, dichlofluanid, piperonyl butoxide, tebuconazole, tetramethrin., Technical material is a mixture of ~60% trans- and 40% cis-isomers., Permethrin is typically a mixture of (+) cis and (+) trans esters ... in either a 40:60 or 25:75 ratio., For more Formulations, Preparations (Complete) data for PERMETHRIN (46 total), Consumption Patterns: In 1992, the estimated agricultural use of permethrin in the United States was about 1, 055, 097 pounds., General Manufacturing Information: The WHO Recommended Classification of Pesticides by Hazard identifies permethrin (technical grade) as Class II: moderately hazardous, Main Use: insecticide., Synthetic pyrethroid insecticide. ... Of the four possible isomers, the (1R, trans)- and the (1R, cis)-isomers are the two esters primarily responsible for insecticidal activity., Permethrin was first registered and tolerances established in the United States in 1979 for use on cotton (April 29, 1979 44FR 24287). The registration was made conditional due to the need for additional toxicology data to fully evaluate carcinogenicity and the need for additional ecological effects data to fully evaluate aquatic risk. Laboratory studies indicated that permethrin was highly toxic to fish and aquatic invertebrates and the use on cotton was classified as Restricted Use pesticide (RUP). In making its decision to conditionally register the product, EPA considered the beneficial role of this compound in cotton pest management, the reduction of use of other cotton insecticides with known carcinogenic potentials, and the absence of suitable and sufficient supplies of alternatives for control of resistant insect strains., Permethrin is a restricted use pesticide for crop and wide area applications (i.e. nurseries, sod farms) due to high toxicity to aquatic organisms. It is a general use pesticide for residential and industrial applications., For more General Manufacturing Information (Complete) data for PERMETHRIN (7 total) |
| Category | Organic Chemicals |
Documented applications: Uses: Used as an ectoparasiticide in humans and animals, [Merck Index] Used as a nematocide, acaricide, and insecticide, [Hawley], Farming (Pesticides) [Category: Industry], For permethrin (USEPA, OPP Pesticide Code: 109701) ACTIVE products with label matches., SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses., The pyrethroids are the most widely used class of insecticides in wood preservation because of their broad-spectrum activity, high efficacy especially against wood boring beetle, and high resistance to leaching., Synthetic pyrethroids, Insecticide, seed treatment, protectant., It has a potential application for forest protection and vector control for the control of noxious insects in the household and on cattle, for the control of body lice, and in mosquito nets., For more Uses (Complete) data for PERMETHRIN (12 total), please visit the HSDB record page., Use (kg, approx.) in Germany (2009): >250, Consumption (g per capita, approx.) in Germany (2009): 0.00305, Calculated removal (%): 97.4, For the treatment of infestation with <i>Sarcoptes scabiei<, i> (scabies). Pyrethroids are used as insecticides. (L857), Use Classification: Veterinary Drug -> INSECTICIDE -> JECFA Functional Classes, INSECTICIDES, Household Products: Cosmetics product ingredient: Permethrin (including cis- and trans-), Source: Permethrin is a synthetic chemical used as a pesticide and insect repellent. It is used in agriculture, veterinary health, and medication. Permethrin may be added to lotions intended to treat scabies (a skin infection caused by mites), and to sprays and shampoos used for lice control., Potential health impacts: People may be exposed to permethrin by inhalation, ingestion, or through skin contact. Studies of scabies patients have found that dermal absorption of permethrin is low, but permethrin application may cause skin irritation. Inhaling permethrin may cause headache, nasal and respiratory irritation, dizziness, and nausea or vomiting. Studies of mice fed permethrin found increased rates of benign lung and liver tumors. The U.S. Environmental Protection Agency (U.S. EPA) classifies permethrin as likely to be carcinogenic to humans when ingested., Product count: 2, Information on 256 consumer products that contain Permethrin in the following categories is provided:, • Commercial, Institutional, • Inside the Home, • Landscaping, Yard, • Personal Care, • Pesticides, • Pet Care, Methods of Manufacturing: Permethrin can be produced by condensation of 3-phenoxybenzyl alcohol with (1RS)-cis, trans-3-(2, 2-dichlorovinyl)-2, 2-dimethylcyclopropanecarboxylic acid., The starting acid is prepared by a variation of the conventional chrysanthemic acid synthesis using ethyldiazoacetate in which 1, 1-dichloro-4-methyl-1, 3-pentadiene is reacted with ethyldiazoacetate in the presence of a copper catalyst and the resulting ethyl (+, -)- cis, trans-2, 2-dimethyl-3-(2, 2-dichlorovinyl)cyclopropanecarboxylate hydrolysed to the free acid. The cis- and trans-isomers can be separated from one another by selective crystallization from n-hexane in which the cis-isomer is more soluble. The starting acid is then reacted with 3-phenoxybenzyl alcohol to give permethrin., Preparation of the racemic mixture: T. Mizutani et al, German patent 2437882 (1975 to Sumitomo), F. Mori et al, German patent 2544150, eidem, United States of America patent 4113968 (1976, 1978, both to Kuraray)., Formulations, Preparations: Dust, emulsifiable concentrate, smokes, ULV, ultra low volume, wettable powder., Premix Partners: carboxin, dichlofluanid, piperonyl butoxide, tebuconazole, tetramethrin., Technical material is a mixture of ~60% trans- and 40% cis-isomers., Permethrin is typically a mixture of (+) cis and (+) trans esters ... in either a 40:60 or 25:75 ratio., For more Formulations, Preparations (Complete) data for PERMETHRIN (46 total), Consumption Patterns: In 1992, the estimated agricultural use of permethrin in the United States was about 1, 055, 097 pounds., General Manufacturing Information: The WHO Recommended Classification of Pesticides by Hazard identifies permethrin (technical grade) as Class II: moderately hazardous, Main Use: insecticide., Synthetic pyrethroid insecticide. ... Of the four possible isomers, the (1R, trans)- and the (1R, cis)-isomers are the two esters primarily responsible for insecticidal activity., Permethrin was first registered and tolerances established in the United States in 1979 for use on cotton (April 29, 1979 44FR 24287). The registration was made conditional due to the need for additional toxicology data to fully evaluate carcinogenicity and the need for additional ecological effects data to fully evaluate aquatic risk. Laboratory studies indicated that permethrin was highly toxic to fish and aquatic invertebrates and the use on cotton was classified as Restricted Use pesticide (RUP). In making its decision to conditionally register the product, EPA considered the beneficial role of this compound in cotton pest management, the reduction of use of other cotton insecticides with known carcinogenic potentials, and the absence of suitable and sufficient supplies of alternatives for control of resistant insect strains., Permethrin is a restricted use pesticide for crop and wide area applications (i.e. nurseries, sod farms) due to high toxicity to aquatic organisms. It is a general use pesticide for residential and industrial applications., For more General Manufacturing Information (Complete) data for PERMETHRIN (7 total).
(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethyl-cycloprop ane-1-carboxylate is a carbon-based organic compound with CAS registry number 52341-32-9 and molecular formula C21H20Cl2O3 (molecular weight 391.3), belonging to the organic chemicals segment of chemical raw materials.
CAS number: 52341-32-9
Its molecular formula C21H20Cl2O3 comprises 21 C, 20 H, 2 Cl, 3 O atoms.
Also known as: (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethyl-cycloprop ane-1-carboxylate · (3-苯氧基苯基)3-(2,2-二氯乙烯基)-2,2-二甲基-环丙烷-1-甲酸甲酯
Category: organic chemicals
The CAS registry number of (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethyl-cycloprop ane-1-carboxylate is 52341-32-9.
Molecular formula C21H20Cl2O3, molecular weight 391.3.
It is also registered under: (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethyl-cycloprop ane-1-carboxylate, (3-苯氧基苯基)3-(2,2-二氯乙烯基)-2,2-二甲基-环丙烷-1-甲酸甲酯.
Recorded applications: Uses: Used as an ectoparasiticide in humans and animals, [Merck Index] Used as a nematocide, acaricide, and insecticide, [Hawley], Farming (Pesticides) [Category: Industry], For permethrin (USEPA, OPP Pesticide Code: 109701) ACTIVE products with label matches., SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses., The pyrethroids are the most widely used class of insecticides in wood preservation because of their broad-spectrum activity, high efficacy especially against wood boring beetle, and high resistance to leaching., Synthetic pyrethroids, Insecticide, seed treatment, protectant., It has a potential application for forest protection and vector control for the control of noxious insects in the household and on cattle, for the control of body lice, and in mosquito nets., For more Uses (Complete) data for PERMETHRIN (12 total), please visit the HSDB record page., Use (kg, approx.) in Germany (2009): >250, Consumption (g per capita, approx.) in Germany (2009): 0.00305, Calculated removal (%): 97.4, For the treatment of infestation with <i>Sarcoptes scabiei<, i> (scabies). Pyrethroids are used as insecticides. (L857), Use Classification: Veterinary Drug -> INSECTICIDE -> JECFA Functional Classes, INSECTICIDES, Household Products: Cosmetics product ingredient: Permethrin (including cis- and trans-), Source: Permethrin is a synthetic chemical used as a pesticide and insect repellent. It is used in agriculture, veterinary health, and medication. Permethrin may be added to lotions intended to treat scabies (a skin infection caused by mites), and to sprays and shampoos used for lice control., Potential health impacts: People may be exposed to permethrin by inhalation, ingestion, or through skin contact. Studies of scabies patients have found that dermal absorption of permethrin is low, but permethrin application may cause skin irritation. Inhaling permethrin may cause headache, nasal and respiratory irritation, dizziness, and nausea or vomiting. Studies of mice fed permethrin found increased rates of benign lung and liver tumors. The U.S. Environmental Protection Agency (U.S. EPA) classifies permethrin as likely to be carcinogenic to humans when ingested., Product count: 2, Information on 256 consumer products that contain Permethrin in the following categories is provided:, • Commercial, Institutional, • Inside the Home, • Landscaping, Yard, • Personal Care, • Pesticides, • Pet Care, Methods of Manufacturing: Permethrin can be produced by condensation of 3-phenoxybenzyl alcohol with (1RS)-cis, trans-3-(2, 2-dichlorovinyl)-2, 2-dimethylcyclopropanecarboxylic acid., The starting acid is prepared by a variation of the conventional chrysanthemic acid synthesis using ethyldiazoacetate in which 1, 1-dichloro-4-methyl-1, 3-pentadiene is reacted with ethyldiazoacetate in the presence of a copper catalyst and the resulting ethyl (+, -)- cis, trans-2, 2-dimethyl-3-(2, 2-dichlorovinyl)cyclopropanecarboxylate hydrolysed to the free acid. The cis- and trans-isomers can be separated from one another by selective crystallization from n-hexane in which the cis-isomer is more soluble. The starting acid is then reacted with 3-phenoxybenzyl alcohol to give permethrin., Preparation of the racemic mixture: T. Mizutani et al, German patent 2437882 (1975 to Sumitomo), F. Mori et al, German patent 2544150, eidem, United States of America patent 4113968 (1976, 1978, both to Kuraray)., Formulations, Preparations: Dust, emulsifiable concentrate, smokes, ULV, ultra low volume, wettable powder., Premix Partners: carboxin, dichlofluanid, piperonyl butoxide, tebuconazole, tetramethrin., Technical material is a mixture of ~60% trans- and 40% cis-isomers., Permethrin is typically a mixture of (+) cis and (+) trans esters ... in either a 40:60 or 25:75 ratio., For more Formulations, Preparations (Complete) data for PERMETHRIN (46 total), Consumption Patterns: In 1992, the estimated agricultural use of permethrin in the United States was about 1, 055, 097 pounds., General Manufacturing Information: The WHO Recommended Classification of Pesticides by Hazard identifies permethrin (technical grade) as Class II: moderately hazardous, Main Use: insecticide., Synthetic pyrethroid insecticide. ... Of the four possible isomers, the (1R, trans)- and the (1R, cis)-isomers are the two esters primarily responsible for insecticidal activity., Permethrin was first registered and tolerances established in the United States in 1979 for use on cotton (April 29, 1979 44FR 24287). The registration was made conditional due to the need for additional toxicology data to fully evaluate carcinogenicity and the need for additional ecological effects data to fully evaluate aquatic risk. Laboratory studies indicated that permethrin was highly toxic to fish and aquatic invertebrates and the use on cotton was classified as Restricted Use pesticide (RUP). In making its decision to conditionally register the product, EPA considered the beneficial role of this compound in cotton pest management, the reduction of use of other cotton insecticides with known carcinogenic potentials, and the absence of suitable and sufficient supplies of alternatives for control of resistant insect strains., Permethrin is a restricted use pesticide for crop and wide area applications (i.e. nurseries, sod farms) due to high toxicity to aquatic organisms. It is a general use pesticide for residential and industrial applications., For more General Manufacturing Information (Complete) data for PERMETHRIN (7 total).
Category: Organic Chemicals.
Independent reference data for (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethyl-cycloprop ane-1-carboxylate (CAS 52341-32-9), compiled from public chemistry databases.
| CAS 号 | 52341-32-9 |
|---|---|
| PubChem CID | 40326 |
| 分子式 | C21H20Cl2O3 |
| IUPAC 名称 | (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate |
| Molecular Weight | 391.3 |
|---|---|
| XLogP3 | 6.5 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 7 |
| Exact Mass | 390.0789499 |
| Monoisotopic Mass | 390.0789499 |
| Topological Polar Surface Area | 35.5 |
| Heavy Atom Count | 26 |
| Boiling Point | 220 |
|---|---|
| Boiling Point | >290 °C at 760 mm Hg |
| Boiling Point | BP: 200 °C at 0.1 mm Hg |
| Melting Point | 34 |
| Melting Point | <20 °C (OECD Method 102) |
| Melting Point | 34 °C |
| Melting Point | 34-39 °C |
| Solubility | 0.006 |
| Solubility | In water, 6.00X10-3 mg/ml @ 20 °C. |
| Solubility | 6.91e-05 g/L |
Permethrin; 52645-53-1; Pounce; Permethrine; Permetrina; Elimite; Kudos; (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate; Permethrinum; Acticin; Ambushfog; Chinetrin; Corsair; Dragnet; Ecsumin; Ectiban
| 法规与食品接触 | INSECTICIDE: Veterinary Drug Not established TRS 900-JECFA 54/52 |
|---|---|
| GHS 通报统计 | 0.2% (1 / 519) |
| GHS 通报统计 | 0.2% (1 / 519) |
|---|---|
| 已通报的危害声明 | H302, H317, H332, H400, H410, H351, H370, H373 |
(3-苯氧基苯基)3-(2,2-二氯乙烯基)-2,2-二甲基-环丙烷-1-甲酸甲酯 · CAS 52341-32-9 · C21H20Cl2O3. Boiling Point: 220; Boiling Point: >290 °C at 760 mm Hg; Boiling Point: BP: 200 °C at 0.1 mm Hg.
Source: PubChem / Wikidata; the batch COA governs where values differ.
Supplier: Jinan Shenghe Chemical Co., Ltd.