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TRANS-(+)-CHRYSANTHEMIC ACID

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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
Mol File:
4638-92-0.mol
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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
pka
4.90±0.33(Predicted)
form 
Liquid
color 
Clear colorless to yellow
optical activity
[α]/D +14±1°, c = 2% in ethanol
BRN 
4904351
CAS DataBase Reference
4638-92-0
EPA Substance Registry System
Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)- (4638-92-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/38
Safety Statements 
26
WGK Germany 
3
RTECS 
GZ1280000
10-23
HS Code 
29162090

MSDS

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TRANS-(+)-CHRYSANTHEMIC ACID Usage And Synthesis

Chemical Properties

clear 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.

Definition

ChEBI: (+)-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.

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