18509
(+)-trans-Chrysanthemic acid
≥97.0% (GC)
Synonym(s):
(1R,3R)-trans-2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropane-1-carboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C10H16O2
CAS Number:
Molecular Weight:
168.23
Beilstein:
4904351
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
≥97.0% (GC)
optical activity
[α]/D +14±1°, c = 2% in ethanol
refractive index
n20/D 1.477
functional group
carboxylic acid
SMILES string
C\C(C)=C/[C@@H]1[C@@H](C(O)=O)C1(C)C
InChI
1S/C10H16O2/c1-6(2)5-7-8(9(11)12)10(7,3)4/h5,7-8H,1-4H3,(H,11,12)/t7-,8+/m1/s1
InChI key
XLOPRKKSAJMMEW-SFYZADRCSA-N
General description
(+)-trans-Chrysanthemic acid is the acidic component of synthetic pyrethroid insecticides. It can be prepared from (+)-Δ3-carene.
Application
(+)-trans-Chrysanthemic acid may be used in the preparation of (+)-trans-pyrethric acid, a building block for rethrin II.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Mandar Paingankar et al.
Biotechnology letters, 27(23-24), 1909-1913 (2005-12-06)
Allethrin is a major mosquito repellent agent. To degrade allethrin present in used mats and the environment, a bacterium capable of utilizing allethrin was isolated. This isolate, an Acidomonas sp., grew in minimal medium with 16 mM: allethrin as sole
Wolfgang Bicker et al.
Journal of chromatography. A, 1035(1), 37-46 (2004-05-01)
This study reports on the direct HPLC stereoisomer separation of selected pyrethroic acids employing commercial cinchona alkaloid derived chiral stationary phases (CSPs). cis/trans-Chrysanthemic acid (cis/trans-CA), cis/trans-chrysanthemum dicarboxylic acid (cis/trans-CDCA), cis/trans-permethrinic acid (cis/trans-PA), and fenvaleric acid (FA) were resolved into the
Gabriele Leng et al.
Toxicology letters, 162(2-3), 195-201 (2005-11-01)
Pyrethrum as well as synthetic pyrethroids like allethrin, resmethrin, phenothrin, tetramethrin, cyfluthrin, cypermethrin, deltamethrin or permethrin are among the insecticides most often used worldwide. With a sensitive and valid gas-chromatographic-high resolution mass spectrometric method, it is possible to detect all
Alain Krief et al.
Chemical communications (Cambridge, England), (39)(39), 4753-4755 (2008-10-03)
(1S)-cis-Chrysanthemic acid has been prepared in a few steps with complete control of the relative and absolute stereochemistry using regiocontrolled epoxide ring opening, diol mono-oxidation and cyclopropanation.
Aldana M Ramirez et al.
The Plant cell, 24(10), 4252-4265 (2012-10-30)
Glandular trichomes are currently known only to store mono- and sesquiterpene compounds in the subcuticular cavity just above the apical cells of trichomes or emit them into the headspace. We demonstrate that basipetal secretions can also occur, by addressing the
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