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Dimefluthrin
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Name

Dimefluthrin

 EINECS 200-001-8
CAS No. 271241-14-6 Density 1.255 g/cm3
PSA 71.06000 LogP 9.34200
Solubility N/A Melting Point N/A
Formula C19H22F4O3 Boiling Point 352.4 °C at 760 mmHg
Molecular Weight 374.375 Flash Point 161.4 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 271241-14-6 (Dimefluthrin) Hazard Symbols N/A
Synonyms

Cyclopropanecarboxylicacid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-,[2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl ester (9CI);2,3,5,6-Tetrafluoro-4-(methoxymethyl)benzyl2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate;4-Methoxymethyl-2,3,5,6-tetrafluorobenzyl 3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarboxylate;[2,3,5,6-Tetrafluoro-4-(methoxymethyl)phenyl]methyl2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate;

Article Data 4

Dimefluthrin Synthetic route

83282-91-1

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol

10453-89-1

chrysanthemumic acid

A

271241-14-6

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

B

n-propyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions
ConditionsYield
Stage #1: 2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol With zircornium(IV) n-propoxide In propan-1-ol; xylene at 143 - 145℃;
Stage #2: chrysanthemumic acid With 2,6-di-tert-butyl-4-methyl-phenol In propan-1-ol; xylene at 145 - 147℃; for 8h; Product distribution / selectivity;		A 97%
B n/a
83282-91-1

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol

10453-89-1

chrysanthemumic acid

271241-14-6

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene70%
83282-91-1

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol

10026-11-6

zirconium(IV) chloride

10453-89-1

chrysanthemumic acid

271241-14-6

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene68%
83282-91-1

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol

4489-14-9

(1R)-trans-3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride

53955-46-7

(1R)-cis-3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarboxylic chloride

26770-95-6

(1S)-trans-chrysanthemumic acid-chloride

56650-12-5

(1S)-cis-3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarboxylic chloride

271241-14-6

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 8h;
...Expand

tetra{2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyloxy}zirconium

10453-89-1

chrysanthemumic acid

271241-14-6

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions
ConditionsYield
In propan-1-ol; xylene at 145 - 147℃; for 8h; Product distribution / selectivity;
83282-91-1

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol

4489-12-7, 4489-14-9, 26770-95-6, 28684-92-6, 34909-52-9, 51348-74-4, 53955-46-7, 56650-12-5, 14297-81-5

3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride

271241-14-6

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions
ConditionsYield
With pyridine In tetrahydrofuran
271241-14-6

2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

609346-30-7

4-methoxymethyl-2,3,5,6-tetrafluorobenzyl 2,2-dimethyl-3-formylcyclopropanecarboxylate

Conditions
ConditionsYield
With osmium(VIII) oxide; potassium metaperiodate In tetrahydrofuran; 1,4-dioxane; water at 20℃; for 2h; Heating / reflux;

Dimefluthrin Specification

The Dimefluthrin is an organic compound with the formula C19H22F4O3. The systematic name of this chemical is 2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate. With the CAS registry number 271241-14-6, it is also named as cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl ester. The product's classification code is Insecticides.

Physical properties about Dimefluthrin are: (1)CD/LogP: 5.46; (2)# of Rule of 5 Violations: 1; (3)#H bond acceptors: 3; (4)#Freely Rotating Bonds: 7; (5)Polar Surface Area: 35.53 Å2; (6)Index of Refraction: 1.516; (7)Molar Refractivity: 90.08 cm3; (8)Molar Volume: 298.1 cm3; (9)Polarizability: 35.71×10-24cm3; (10)Surface Tension: 38.8 dyne/cm; (11)Density: 1.255 g/cm3; (12)Flash Point: 161.4 °C; (13)Enthalpy of Vaporization: 59.73 kJ/mol; (14)Boiling Point: 352.4 °C at 760 mmHg; (15)Vapour Pressure: 3.84E-05 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Fc1c(F)c(c(F)c(F)c1COC(=O)C2C(/C=C(/C)C)C2(C)C)COC
(2)InChI: InChI=1/C19H22F4O3/c1-9(2)6-12-13(19(12,3)4)18(24)26-8-11-16(22)14(20)10(7-25-5)15(21)17(11)23/h6,12-13H,7-8H2,1-5H3
(3)InChIKey: OOWCJRMYMAMSOH-UHFFFAOYAM
(4)Std. InChI: InChI=1S/C19H22F4O3/c1-9(2)6-12-13(19(12,3)4)18(24)26-8-11-16(22)14(20)10(7-25-5)15(21)17(11)23/h6,12-13H,7-8H2,1-5H3
(5)Std. InChIKey: OOWCJRMYMAMSOH-UHFFFAOYSA-N

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