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Merck
CN

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:
4638-92-0
Molecular Weight:
168.23
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
57647664
EC Number:
225-067-5
Beilstein/REAXYS Number:
4904351
MDL number:
MFCD01941572
Assay:
≥97.0% (GC)

Key Documents

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InChI key

XLOPRKKSAJMMEW-SFYZADRCSA-N

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

SMILES string

C\C(C)=C/[C@@H]1[C@@H](C(O)=O)C1(C)C

assay

≥97.0% (GC)

optical activity

[α]/D +14±1°, c = 2% in ethanol

refractive index

n20/D 1.477

functional group

carboxylic acid

Quality Level

100

Related Categories

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN7844
BCCM7036
BCCL6620
BCCL0025
BCCK1900

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James R Durig et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 61(7), 1357-1373 (2005-04-12)
Infrared spectra of gaseous and solid 2-cyclopropylpropene (2-CPP, c-C3H5C (CH3)CH2) have been recorded from 3500 to 40 cm-1, and Raman spectra (3200-150 cm-1) of the liquid as well as mid-infrared spectra of 2-CPP in liquid krypton solution (from -105 to
R Iványi et al.
Electrophoresis, 22(15), 3232-3236 (2001-10-09)
Enantiomers and diastereomers of chrysanthemic, permethrinic, and deltamethrinic pyrethroic acids were separated from each other, using positively ionizable permethyl monoamino beta-cyclodextrin (PMMAbetaCD). The highest chiral resolution value was 20.0. The optimum conditions of separation were found to be 16 mM
[Data providing a basis for the MAC of chrysanthemic acid, its ethyl ester and chloranhydride in workplace air].
A I Gurova et al.
Gigiena truda i professional'nye zabolevaniia, (7)(7), 53-54 (1987-07-01)
L Elflein et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 795(2), 195-207 (2003-10-03)
This work describes a gas chromatographic-mass spectrometric method employing negative chemical ionization (NCI) for the determination of E-cis/trans-chrysanthemumdicarboxylic acid (CDCA) in human urine used as a biomarker for the exposure to pyrethrum and/or certain pyrethroids in insecticide formulations applied indoors.
(+)-Trans-chrysanthemic acid from (+)-?3-carene.
Sobti R and Dev S.
Tetrahedron, 30(16), 2927-2929 (1974)
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