Ethyl chrysanthemumate

Ethyl chrysanthemumate Basic information

Product Name:	Ethyl chrysanthemumate
Synonyms:	(1R,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)-1-cyclopropanecarboxylic acid ethyl ester;2,2-DIMETHYL-3-(2-METHYL-1-PROPENYL)CYCLOPROPANE CARBOXYLIC ACID ETHYL ESTER;2,2-DIMETHYL-3-(1-ISOBUTENYL)CYCLOPROPANE-1-CARBOXYLIC ACID ETHYL ESTER;ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate;CHRYSANTHEMUM MONOCARBOXYLIC ACID ETHYL ESTER;CHRYSANTHEMYLMONOCARBOXYLIC ACID ETHYL ESTER;ETHYL CHRYSANTHEMATE;ETHYL CHRYSANTHEMUMATE
CAS:	97-41-6
MF:	C12H20O2
MW:	196.29
EINECS:	202-579-7
Product Categories:	Cyclopropanes;Simple 3-Membered Ring Compounds;Pharmaceutical Intermediates;3
Mol File:	97-41-6.mol

Ethyl chrysanthemumate Chemical Properties

Boiling point	112 °C10 mm Hg(lit.)
density	0.906 g/mL at 25 °C(lit.)
refractive index	n20/D 1.461(lit.)
Fp	184 °F
storage temp.	2-8°C
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Liquid
color	Yellow
Odor	at 10.00 % in dipropylene glycol. herbal wine fruity everlasting flower chrysanthemum sweet
Odor Type	herbal
BRN	2045740
LogP	4.181 (est)
CAS DataBase Reference	97-41-6(CAS DataBase Reference)
NIST Chemistry Reference	Ethyl chrysanthemate(97-41-6)
EPA Substance Registry System	Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, ethyl ester (97-41-6)

Safety Information

Safety Statements	24/25
WGK Germany	2
RTECS	GZ1727000
TSCA	Yes
HS Code	29162090

MSDS Information

Provider	Language
Ethyl 2,2-dimethyl-3-(1-isobutenyl)cyclopropane-1-carboxylate	English
ACROS	English
SigmaAldrich	English
ALFA	English

Ethyl chrysanthemumate Usage And Synthesis

Chemical Properties	clear colorless to yellow liquid
Uses	Ethyl Chrysanthemate is an organic building block used in the synthesis of various chemical compounds, such as insecticide, Resmethrin (R144685). It is used in the preparation of trans-norchrysanthemates and trans-norpyrethrates, having insecticidal activity.
Synthesis Reference(s)	Tetrahedron Letters, 22, p. 1783, 1981 DOI: 10.1016/S0040-4039(01)90438-1 Synthesis, p. 600, 1976 DOI: 10.1055/s-1976-24132
Purification Methods	Purify the ester by vacuum distillation. The free trans-acid has m 54o (from EtOAc), and the free cis-acid has m 113-116o (from EtOAc). The 4-nitrophenyl ester has m 44-45o (from pet ether) [Campbell & Harper J Chem Soc 283 1945, IR: Allen et al. J Org Chem 22 1291 1957]. [Beilstein 9 II 45.]

Ethyl chrysanthemumate Preparation Products And Raw materials

Raw materials	Ethylene glycol-->Copper-->Hydroquinone-->Methyl acetate-->methyl(±)cis，trans-2，2-dimethyl-3-(2-methyl-1-propenyl cyclopropane carboxylate)-->diazoacetic acid-->2,5-Dimethyl-2,4-hexadiene-->Ethyl diazoacetate
Preparation Products	Tetramethrin-->Allethrin-->2,2-Dimethyl-3-(2-methylpropyl)cyclopropanecarboxylic acid p-(methoxymethyl)benzyl ester-->2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)CYCLOPROPANECARBOXYLIC ACID-->trans-(±)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid-->PYRETHRIN 2

Cyclopropane Ethanol Ethyl pyruvate 2-AMINODIETHYLMALONATE Ethyl formate Ethylparaben Triethyl citrate Diethyl methylmalonate Dimethyl fumarate Ethyl acetate Dimethyl sulfoxide Ethyl propiolate Ethyl acrylate Ethyl chrysanthemumate Diethyl malonate Ethyl cinnamate RESMETHRIN Dimethyl phthalate

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