(2R-trans)-2-Methyl-5-(1-methylvinyl)cyclohexan-1-on

(+)-Dihydrocarvone

HCID 22227CAS 5524-05-0

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Grundinformationen

Standard-SMILES: C=C(C)[C@@H]1CC[C@@H](C)C(=O)C1
InChIKey: AZOCECCLWFDTAP-UHFFFAOYSA-N
Summenformel: C10H16O
Durchschnittliche Molmasse: 152,23 g/mol

Überblick

(+)-dihydrocarvone is a dihydrocarvone in (R,R) configuration. It is an enantiomer of a (-)-dihydrocarvone.

Namen und Bezeichner

Bevorzugter Name: (+)-Dihydrocarvone
IUPAC: trans-(2R,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-one
Lokaler Name: (2R-trans)-2-Methyl-5-(1-methylvinyl)cyclohexan-1-on
Englischer Name: (+)-DIHYDROCARVONE MIXTURE OF ISOMERS
Summenformel: C10H16O
Molmasse: 152.23

Namen und Synonyme

5524-05-0(+)-Dihydrocarvone(1R,4R)-Dihydrocarvoned-Dihydrocarvone(+)-trans-dihydrocarvonetrans-(+)-dihydrocarvone(E)-dihydrocarvone(2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one(2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexanonerel-(2R,5R)-2-Methyl-5-(prop-1-en-2-yl)cyclohexan-1-one(1R,4R)-(+)-Dihydrocarvone(2R,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-one

Weitere Namen anzeigen

trans-DihydrocarvoneCarvone,dihydro-8-p-Menthen-2-one2R,5R-DIHYDROCARVONEp-Menth-8(9)-en-2-onep-Menth-8-en-2-one,trans-(2theta-trans)-cyclohexanon(+)-dihydrocarvone,mixtureofisomers

MFCD28125830CHEBI:154VTA43H364Z5948-04-9(+)-Dihydrocarvone (Mixture of (2S)/(2R) isomers)(2R-trans)-2-Methyl-5-(1-methylvinyl)cyclohexan-1-oneCyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5R)-(2R,5R)-5-Isopropenyl-2-methylcyclohexanone

Datenbank-Bezeichner

CAS: 5524-05-0、5948-04-9
PubChem CID: 22227
DTXSID: DTXSID60895818
ChEMBL: CHEMBL2268553
ChEBI: CHEBI:154
UNII: VTA43H364Z
EC Number: 226-872-4、611-836-6
Nikkaji: J995.644A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,7
Polarare Oberfläche (TPSA): 17,1 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 181

Experimentelle und physikochemische Eigenschaften

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

SpringerMaterials PropertiesBoiling point

FragrancesFragrance Ingredient (Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5R)-) -> IFRA transparency List

Physikochemische Eigenschaften

Siedepunkt: 87 · 87-88°C/6mmHg
Dichte: 0.928 g/mL · 0.928 g/mL at 20 °C(lit.)
Brechungsindex: 20 · n20/D 1.471
FEMA: 3565 · 3565 | P-MENTH-8-EN-2-ONE
Flammpunkt: 102 °C · 102 °C
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
Aggregatzustand: Liquid
Wichte: 0.929 · 0.929
Farbe: Clear
Geruch (Odor): 100 % · at 100.00 %. herbal minty mentholic
Geruchsart: minty
JECFA Number: 377 · 377
BRN: 2044615 · 2044615
InChI: 1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3
InChIKey: AZOCECCLWFDTAP-UHFFFAOYSA-N
SMILES: CC1CCC(CC1=O)C(C)=C
LogP: 3.225 · 3.225 (est)
EPA chemische Informationen: 2 · Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5R)- (5524-05-0)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

Warning

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationChemical: Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, trans-

Hazard Classes and CategoriesAcute Tox. 4 (50%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29142900
safety_code: 23-24/25
Speicherklasse: 10 - Combustible liquids

Chemie und Industrie

Verwendung und Herstellung

Use ClassificationFragrance Ingredients

General Manufacturing InformationCyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2R,5R)-: INACTIVE

Anwendungen · 1 Eintrag

Verwenden(+)-Dihydrocarvone may be used in the following processes:Synthesis of dispiro 1,2,4,5-tetraoxanes, which show potent anti-malarial activity.Synthesis of an epoxylactone by oxidation, which can undergo copolymerization with ε-caprolactone to form cross-linked copolymers with shape memory properties.Synthesis of α-Cyperone, a eudesmane type sesquiterpenoid compound with potent insecticidal activity.