(1R-trans)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropancarbonsure

chrysanthemic acid d-trans-form

HCID 16747CAS 4638-92-0

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Grundinformationen

Standard-SMILES: CC(C)=C[C@@H]1[C@@H](C(=O)O)C1(C)C
InChIKey: XLOPRKKSAJMMEW-SFYZADRCSA-N
Summenformel: C10H16O2
Durchschnittliche Molmasse: 168,23 g/mol
Monoisotopische Masse: 168,11502975

Überblick

(+)-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.

Namen und Bezeichner

Bevorzugter Name: chrysanthemic acid d-trans-form
IUPAC: cis-(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid
Lokaler Name: (1R-trans)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropancarbonsure
Englischer Name: TRANS-(+)-CHRYSANTHEMIC ACID
Summenformel: C10H16O2
Molmasse: 168.23

Namen und Synonyme

(+)-trans-Chrysanthemic acidTRANS-(+)-CHRYSANTHEMIC ACIDTrans-chrysanthemic acidChrysanthemic acid d-trans-form(1R-trans)-Chrysanthemic acid(1R,3R)-chrysanthemic acid23FP207VLYEINECS 225-067-5(R,R)-chrysanthemic acidBRN 2043419(1R-trans)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylic acid(1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylic acid

Weitere Namen anzeigen

ChrysantheMic Acid Chloride2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylic acidd-trans-Formrans-Chrysanthemicaci(1r-trans)-chrysanthemicacidtrans-(+)-Chrysanthemic acid, 99+%(1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanec...2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropanecarboxylicaci(1r-trans

Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)-(+)-trans-ChrysanthemumsaeureCHEBI:39100DTXSID101033188(+)-(1R,3R)-2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acidCyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R-trans)-CHRYSANTHEMIC ACID, TRANS-(+)-CHRYSANTHEMIC ACID D-TRANS-FORM [MI]

Datenbank-Bezeichner

CAS: 4638-92-0、705-16-8
PubChem CID: 16747
DTXSID: DTXSID101033188
ChEBI: CHEBI:39100
UNII: 23FP207VLY
EC Number: 211-883-9、225-067-5
Nikkaji: J52.428J

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,4
Polarare Oberfläche (TPSA): 37,3 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 2
Schwere Atome: 12
Formalladung: 0
Komplexität: 234

Experimentelle und physikochemische Eigenschaften

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]

PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

Physikochemische Eigenschaften

Schmelzpunkt: 17 · 17-21 °C
Siedepunkt: 255.81 °C · 255.81°C (rough estimate)
Dichte: 0.9934 · 0.9934 (rough estimate)
Brechungsindex: 20 · n20/D 1.477
storage temp.: 0 · 0-6°C
pka: 4.9 · 4.90±0.33(Predicted)
Aggregatzustand: Liquid
Farbe: Clear colorless to yellow
BRN: 4904351 · 4904351
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
InChIKey: XLOPRKKSAJMMEW-SFYZADRCSA-N
SMILES: C\C(C)=C/[C@@H]1[C@@H](C(O)=O)C1(C)C
CAS Datenbank: 4638 · 4638-92-0
EPA chemische Informationen: 2 · Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R,3R)- (4638-92-0)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 2.3% (1 of 43) of reports.

Warning

H315 (97.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (97.7%)

Sicherheitsdaten

F: 10-23
wgk: 3
tsca: TSCA listed
hs_code: 29162090
RTECS-Nr.: GZ1280000
risk_code: 36/38
hazard_code: Xi
safety_code: 26
Speicherklasse: 10 - Combustible liquids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2

Chemie und Industrie

Verwendung und Herstellung

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

General Manufacturing InformationCyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (1R,3R)-: ACTIVE

Anwendungen

Verwenden(+)-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