TRANS-(+)-CHRYSANTHEMIC ACID

TRANS-(+)-CHRYSANTHEMIC ACID Basic information
Product Name:TRANS-(+)-CHRYSANTHEMIC ACID
Synonyms:(1R,3R)-TRANS-2,2-DIMETHYL-3-(2-METHYL-1-PROPENYL)CYCLOPROPANE-1-CARBOXYLIC ACID;(+)-(1r,3r)-2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylicacid;(1r-trans)-chrysanthemicacid;2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropanecarboxylicaci(1r-trans;2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropanecarboxylicaci(1theta-tr;2,2-dimethyl-3-(2-methylpropenyl)-,(1r,3r)-(+)-cyclopropanecarboxylicaci;(1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid;trans-(+)-Chrysanthemic acid, 99+%
CAS:4638-92-0
MF:C10H16O2
MW:168.23
EINECS:225-067-5
Product Categories:
Mol File:4638-92-0.mol
TRANS-(+)-CHRYSANTHEMIC ACID Structure
TRANS-(+)-CHRYSANTHEMIC ACID Chemical Properties
Melting point 17-21 °C
alpha D25 +14.16° (c = 1.554 in abs alc)
Boiling point 255.81°C (rough estimate)
density 0.9934 (rough estimate)
refractive index n20/D 1.477
storage temp. 0-6°C
pka4.90±0.33(Predicted)
form Liquid
color Clear colorless to yellow
optical activity[α]/D +14±1°, c = 2% in ethanol
BRN 4904351
CAS DataBase Reference4638-92-0
EPA Substance Registry SystemCyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)- (4638-92-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 26
WGK Germany 3
RTECS GZ1280000
10-23
HS Code 29162090
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
TRANS-(+)-CHRYSANTHEMIC ACID Usage And Synthesis
Chemical Propertiesclear colorless to yellow liquid
Uses(+)-trans-Chrysanthemic Acid is a reactant in the synthesis of (1R,3R)-[2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl]methyl (R)-2-acetoxy-3-methylbutanoate, the sex pheromone of Pseudococcus calceolariae, the citrophilous mealybug
Uses(+)-trans-Chrysanthemic acid may be used in the preparation of (+)-trans-pyrethric acid, a building block for rethrin II.
DefinitionChEBI: (+)-trans-chrysanthemic acid is a trans-chrysanthemic acid in which both stereocentres have R configuration. It is functionally related to a (R,R)-chrysanthemal. It is a conjugate acid of a (R,R)-chrysanthemate. It is an enantiomer of a (-)-trans-chrysanthemic acid.
General Description(+)-trans-Chrysanthemic acid is the acidic component of synthetic pyrethroid insecticides. It can be prepared from (+)-Δ3-carene.
TRANS-(+)-CHRYSANTHEMIC ACID Preparation Products And Raw materials
Preparation ProductsAllethrin-->trans-(±)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid-->1R,3R-chrysanthemic acid-->1R-cis crysanthemic acid-->cis-(±)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid-->PYRETHRIN 2-->3-(but-2-enyl)-2-methyl-4-oxocyclopent-2-enyl2,2-dimethyl-3-(3-methoxy-2-methyl-3-oxoprop-1-enyl)cyclopropanecarboxylate
TRANS,CIS-2,6-NONADIEN-1-OL TRANS,TRANS-2,4-HEXADIENYL ACETATE PYRETHRIN 2 TRANS-(+)-CHRYSANTHEMIC ACID (1,3,4,5,6,7-Hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (1R,3R)-2,2-DIMETHYL-3-(2-METHYL-PROPENYL)-CYCLOPROPANECARBOXYLIC ACID ETHYL ESTER BIORESMETHRIN PYRETHRIN 1 :(S)-2-Methyl-3-(2-propynyl)-4-oxocyclopent-2-enyl-(lR)-cis,trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate Permethric acid Phenothrin S-BIOALLETHRIN Cyphenothrin 2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)CYCLOPROPANECARBOXYLIC ACID D-Phenothrin

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