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128198

Sigma-Aldrich

Ethyl chrysanthemate

95%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H20O2
CAS Number:
Molecular Weight:
196.29
Beilstein:
2045740
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

95%

refractive index

n20/D 1.461 (lit.)

bp

112 °C/10 mmHg (lit.)

density

0.906 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)C1C(\C=C(\C)C)C1(C)C

InChI

1S/C12H20O2/c1-6-14-11(13)10-9(7-8(2)3)12(10,4)5/h7,9-10H,6H2,1-5H3

InChI key

VIMXTGUGWLAOFZ-UHFFFAOYSA-N

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General description

Ethyl chrysanthemate is an allelochemical compound used as an attractant.

Application

Ethyl chrysanthemate was used in the preparation of trans-2,2-dimethylcyclopropyl nucleosides.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

183.2 °F - closed cup

Flash Point(C)

84 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J P Morin et al.
Comptes rendus de l'Academie des sciences. Serie III, Sciences de la vie, 319(7), 595-602 (1996-07-01)
Ethyl 4-methyloctanoate, which has already been described in Oryctes monoceros, has been identified, using extracts of effluvia collected from males, as being a major component of the male pheromone of O. rhinoceros. Field trials have been carried out in North
Min Chul Kook et al.
Archives of pharmacal research, 26(11), 887-891 (2003-12-10)
Novel trans-2,2-dimethylcyclopropyl nucleosides were synthesized as potential antiviral agents. The key intermediate, 3, was synthesized via five steps from ethyl chrysanthemate and condensed with purine bases using the Mitsunobu reaction to give six cyclopropyl nucleosides. These synthesized nucleosides did not
[Determination of chrysanthemic acid and its ethyl ester in the air of a work area].
N Ia Smoliar
Gigiena i sanitariia, (3)(3), 42-43 (1988-03-01)
K Mitsukura et al.
Journal of applied microbiology, 108(4), 1263-1270 (2009-09-26)
Alcaligenes sp. NBRC 14130 was found as a strain hydrolysing a mixture of (+/-)-trans- and (+/-)-cis ethyl chrysanthemates to (1R,3R)-(+)-trans-chrysanthemic acid. The Alcaligenes cells also have hydrolytic activity for 6-aminohexanoate-cyclic dimer (6-AHCD, 1,8-diazacyclotetradecane-2,9-dione). The correlation of function on the enzyme

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