CAS No.97-41-6,Ethyl chrysanthemumate Suppliers

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Basic Information

Molecular Structure:
CAS No.:	97-41-6
Name:	Ethyl chrysanthemumate
Article Data:	55

Formula:	C₁₂H₂₀O₂
Molecular Weight:	196.29
Synonyms:	NSC 10819;Ethylchrysanthemate;Chrysanthemumic acid ethyl ester;Ethyl2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate;Chrysanthemic acid ethyl ester;Chrysanthemummonocarboxylicacid, ethyl ester (6CI);Cyclopropanecarboxylic acid,2,2-dimethyl-3-(2-methyl-1-propenyl)-, ethyl ester (9CI);
EINECS:	202-579-7
Density:	0.991 g/cm³
Melting Point:	0oC
Boiling Point:	240.8 °C at 760 mmHg
Flash Point:	84.4 °C
Appearance:	clear colorless to yellow liquid
Safety:	24/25
PSA:	26.30000
LogP:	2.78790

Synthetic route

: 764-13-6
2,5-Dimethyl-2,4-hexadiene

: 459-73-4
GlyOEt*HCl

: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
Stage #1: GlyOEt*HCl With acetic acid; carbonic acid dimethyl ester at 20 - 28℃; pH=3.5 - 4.53; Large scale; Stage #2: 2,5-Dimethyl-2,4-hexadiene With copper(l) chloride at 90 - 95℃; Large scale;	92%

: 623-73-4
diazoacetic acid ethyl ester

: 764-13-6
2,5-Dimethyl-2,4-hexadiene

A: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

B: 623-91-6
diethyl Fumarate

C: 141-05-9
Diethyl maleate

Conditions

Conditions	Yield
hexarhodium hexadecacarbonyl at 60℃; for 7h;	A 91% B n/a C n/a

...Expand

: 623-73-4
diazoacetic acid ethyl ester

: 764-13-6
2,5-Dimethyl-2,4-hexadiene

: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
K-PFIEP[SO3 H] In dichloromethane	89.6%
Stage #1: 2,5-Dimethyl-2,4-hexadiene With dirhodium tetraacetate In dichloromethane for 0.5h; Stage #2: diazoacetic acid ethyl ester In dichloromethane at 20℃; for 24h; Reagent/catalyst;	80%
dirhodium tetraacetate at 25℃; Yield given;

: 623-73-4
diazoacetic acid ethyl ester

: 764-13-6
2,5-Dimethyl-2,4-hexadiene

A: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

B: 41641-25-2
ethyl 2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylate

C: 41641-27-4
ethyl 2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylate

Conditions

Conditions	Yield
Stage #1: 2,5-Dimethyl-2,4-hexadiene With C30H27FeN2P; 2Cu(1+)2CF3O3S(1-)0.5C6H6 In 1,2-dichloro-ethane at 60℃; for 0.5h; Inert atmosphere; Molecular sieve; Industrial scale; Stage #2: diazoacetic acid ethyl ester In 1,2-dichloro-ethane for 18h; Reagent/catalyst; Inert atmosphere; Molecular sieve; Industrial scale; enantioselective reaction;	A n/a B 80% C n/a

...Expand

: 167690-92-8
ethyl oxido-chrysanthemate

: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With pyridine; carbon disulfide; phosphorous triiodide for 4h; Heating;	77%

: 167690-92-8
ethyl oxido-chrysanthemate

A: (E)-6-Hydroxy-3,3,6-trimethyl-hept-4-enoic acid ethyl ester

B: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With samarium diiodide; tert-butyl alcohol In tetrahydrofuran at 20℃; for 2h;	A 70% B 12%

: 764-13-6
2,5-Dimethyl-2,4-hexadiene

: 623-33-6
glycine ethyl ester hydrochloride

: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite; iodo(5,10,15,20-tetraphenylporphyrinato-κ4N)rhodium(III) In dichloromethane; water at 20℃; for 96h;	52%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 77600-82-9
(3-Methyl-2-butenyl)(nonafluorbutyl)sulfon

: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With sodium hydroxide; tertamethylammonium iodide In N,N-dimethyl-formamide 1.) -15 deg C, 3 d; 2.) 0 deg C, 3 d; 3.) 10 deg C, 3 d; 4.) room temperature, 120 d;	50%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at -10 - 20℃; for 1200h; Product distribution; other PT-catalysts, bases, temperatures, times and catalyst/reactant ratios;	35%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 15543-64-3
prenyl tolyl sulfone

: 124-41-4
sodium methylate

A: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

B: 5460-63-9
chrysanthemumic acid methyl ester

C: 75100-65-1
methyl 2,4,4-trimethyl-6-oxo-1-cyclohexene-1-carboxylate

D: 80348-45-4
ethyl 2,2,4-trimethyl-6-oxo-1-cyclohexene-1-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

...Expand

: 638-10-8
ethyl 3-methylbut-2-enoate

: 15543-64-3
prenyl tolyl sulfone

A: 97-41-6
ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

B: 5460-63-9
chrysanthemumic acid methyl ester

C: 75100-65-1
methyl 2,4,4-trimethyl-6-oxo-1-cyclohexene-1-carboxylate

D: 72410-97-0
methyl 3,3,6-trimethyl-4,6-heptadienoate

E: 80348-48-7
ethyl 3,3,6-trimethyl-4,6-heptadienoate

F: 80348-45-4
ethyl 2,2,4-trimethyl-6-oxo-1-cyclohexene-1-carboxylate

Conditions

Conditions	Yield
With sodium methylate In N,N-dimethyl-formamide Product distribution; different ratio of sodium methoxide to the title compounds;

...Expand

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Chemistry

Ethyl chrysanthemumate(97-41-6)'s molecular formula is C₁₂H₂₀O₂ and its formula weight is 196.29.
The density of ethyl chrysanthemumate(97-41-6) is 0.906 g/mL at 25 °C(lit.) and it has a boiling point of 112 °C 10 mm Hg(lit.). The refractive index is about 1.461(lit.). Its flash point is 184 °F.
Ethyl chrysanthemumate(97-41-6) has the property of being dissolved in ethanol, methanol, acetone, benzene, toluene. It is not soluble in water.
The molecular structure of ethyl chrysanthemumate(97-41-6):

Uses

Ethyl chrysanthemumate(97-41-6) is mainly used as the key intermediate of pesticides such as propylene permethrin, tetramethrin, phenothrin, prallethrin , etc.

Toxicity Data With Reference

1.	mrc-smc 1 pph	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB85-193761 .
2.	orl-rat LD50:2600 mg/kg	GISAAA Gigiena i Sanitariya. 51 (1)(1986),16. GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 31 (7)(1987),53.
3.	orl-mus LD50:2600 mg/kg	GISAAA Gigiena i Sanitariya. 51 (1)(1986),16.
4.	skn-mus LD50:>5 g/kg	GISAAA Gigiena i Sanitariya. 51 (1)(1986),16.
5.	orl-gpg LD50:1900 mg/kg	GISAAA Gigiena i Sanitariya. 51 (1)(1986),16.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion. Mildly toxic by skin contact. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.

Specification

Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Keep container closed when not in use.