Ethyl chrysanthemumate

Synonym(s):2,2-Dimethyl-3-(1-isobutenyl)cyclopropane-1-carboxylic acid ethyl ester;Chrysanthemum monocarboxylic acid ethyl ester

CAS NO.：97-41-6
Empirical Formula: C12H20O2
Molecular Weight: 196.29
MDL number: MFCD00001304
EINECS: 202-579-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-04 20:04:50

What is Ethyl chrysanthemumate?

Chemical properties

clear colorless to yellow liquid. Very slightly soluble in water, soluble in alcohol and oils. Powerful, winey-herbaccous, sweet and ethereal, very pleasant odor of intriguing complexity, and with a powerfully lifting minty undertone. The spicy-hcrbaccous, warm and almost green-floral notes resemble certain notes in the Jasmin complex.

The Uses of Ethyl chrysanthemumate

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.]

Properties of Ethyl chrysanthemumate

Boiling point:	112 °C10 mm Hg(lit.)
Density	0.906 g/mL at 25 °C(lit.)
refractive index	n20/D 1.461(lit.)
Flash point:	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
BRN	2045740
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 for Ethyl chrysanthemumate

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H227:Flammable liquids H303:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P370+P378:In case of fire: Use … for extinction. P405:Store locked up. P403+P235:Store in a well-ventilated place. Keep cool. P501:Dispose of contents/container to..…