(+)-trans-Chrysanthemic acid
(+)-trans-Chrysanthemic acid (2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid, 2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid, CAS#4638-92-0), is an organic compound that is related to a variety of natural and synthetic insecticides. It is related to the pyrethrin I and II, as well as the pyrethroids. One of the four stereoisomers, (1R,3R)- or (+)-trans-chrysanthemic acid (pictured), is the acid-derived group of pyrethrin I, which occurs naturally in the seed cases of Chrysanthemum cinerariaefolium. Many synthetic pyrethroids, for example the allethrins, are esters of all four stereoisomers.
Biosynthesis: Chrysanthemic acid is derived from its pyrophosphate ester, which in turn is produced naturally from dimethylallyl diphosphate:
Synthesis: Chrysanthemic acid is produced industrially in a cyclopropanation reaction of a diene as a mixture of cis- and trans isomers, followed by hydrolysis of the ester:
Many pyrethroids are accessible by re-esterification of chrysanthemic acid ethylester.
Uses
Package & Transporttt
Package Size: 50kg/drum
UN Number: 3080
Hazard Class: 6.1
Notice
1. Store in a cool, dry place.
2. Keep container closed when not in use. Corrosives area.
3. Keep containers tightly closed.
(+)-trans-Chrysanthemic acid
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Molecular formula | C10H16O2 |
Molar massss | 168.23 g/mol |
IUPAC Name
Identifiers
SMILES[hide]
InChI[hide]
Key: XLOPRKKSAJMMEW-JGVFFNPUSA-N
Properties
Appearance | Clear viscous liquid |
Density | 1.01 g/cm3 |
Melting point | 17-21℃ |
Boiling point | 80 ℃ (0.5 torr) |
Vapour pressure | 0.00925 mmHg |
Solubility in water | 164 mg/L |
Hazards[hide]
MSDS | ChrysanthemicAcid_MSDS.pdf |
R-phrases | R36/37/38 |
S-phrases | S26, S37/39 |
Main hazards | XI |
Flash point | 119℃ |
Supplementary data[hide]
Spectral data | UV, IR, NMR, MS |
TDS | ChrysanthemicAcid_TDS.pdf |
Others Data | Analysis_report; Toxic_report; Etoxic_report; SGS_report, etc. |