18509
(+)-反式-菊酸
≥97.0% (GC)
别名:
(1R,3R)-反式-2,2-二甲基-3-(2-甲基-1-丙烯基)环丙烷-1-羧酸
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关于此项目
经验公式（希尔记法）:
C10H16O2
化学文摘社编号:
分子量:
168.23
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
225-067-5
Beilstein/REAXYS Number:
4904351
MDL number:
Assay:
≥97.0% (GC)
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
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
[Evaluation of the toxicity of chrysanthemic acid and its derivatives].
A I Gurova et al.
Gigiena i sanitariia, (1)(1), 16-18 (1986-01-01)
M Dondi et al.
Journal of chromatography. A, 859(2), 133-142 (1999-11-26)
The direct enantioseparation of chrysanthemic acid [2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylic acid] and its halogen-substituted analogues was systematically studied by HPLC using a terguride-based chiral stationary phase in combination with a UV diode array and chiroptical detectors. Isomers with (1R) configuration always eluted before
Studies on Chrysanthemic Acid: Part VIII. Synthesis of Pyrethric Acids Part IX. Alternate Preparation of (+)-trans-pyrethric Acid and Methyl (+)-trans-2, 2-Dimethyl-3-(2'-carboxy-1' propenyl)-cyclopropanecarboxylate.
Matsui M, et al.
Agricultural and Biological Chemistry, 27(5), 373-380 (1963)
M Nishizawa et al.
Applied and environmental microbiology, 61(9), 3208-3215 (1995-09-01)
The gene coding for a novel esterase which stereoselectively hydrolyzes the (+)-trans (1R,3R) stereoisomer of ethyl chrysanthemate was cloned from Arthrobacter globiformis SC-6-98-28 and overexpressed in Escherichia coli. The cellular content of the active enzyme reached 33% of the total
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.
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