6-Isopropyl-3-methylcyclohex-2-enon

(+-)-Piperitone

HCID 6987

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Grundinformationen

CAS: 89-81-6
Standard-SMILES: CC1=CC(=O)C(C(C)C)CC1
InChIKey: YSTPAHQEHQSRJD-UHFFFAOYSA-N
Summenformel: C10H16O
Durchschnittliche Molmasse: 152,23 g/mol
Monoisotopische Masse: 152,12011513

Überblick

Piperitone is a p-menthane monoterpenoid that is cyclohex-2-en-1-one substituted by a methyl group at position 3 and an isopropyl group at position 6. It has a role as a volatile oil component and a plant metabolite. It is a p-menthane monoterpenoid and a cyclic terpene ketone.

Namen und Bezeichner

Bevorzugter Name: (+-)-Piperitone
IUPAC: 3-methyl-6-propan-2-ylcyclohex-2-en-1-one
Lokaler Name: 6-Isopropyl-3-methylcyclohex-2-enon
Englischer Name: Piperitone
Summenformel: C10H16O
Molmasse: 152.23

Namen und Synonyme

PIPERITONE89-81-63-Carvomenthenone2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-3-methyl-6-propan-2-ylcyclohex-2-en-1-one(+-)-Piperitone1VZ8RG269RDTXSID7052604CHEBI:48933RefChem:863609DTXCID1031177p-Menth-1-en-3-one

Weitere Namen anzeigen

PIPERITONPIPERTONEALPHA-PIPERITONE1-P-MENTHEN-3-ONEPiperitone (mixture of enantiomers, predominantly (R)-(-)-form)94.0%(GC)

6-Isopropyl-3-methylcyclohex-2-enone1-Methyl-4-isopropyl-1-cyclohexen-3-oneDL-Piperitone3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one3-methyl-6-(1-methylethyl)-2-cyclohexen-1-oneMFCD000455323-Methyl-6-isopropyl-2-cyclohexen-1-oneNSC-251528

Datenbank-Bezeichner

CAS: 89-81-6
PubChem CID: 6987
DTXSID: DTXSID7052604
ChEMBL: CHEMBL2252746
ChEBI: CHEBI:48933
UNII: 1VZ8RG269R
EC Number: 201-942-7
Nikkaji: J4.308G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,2
Polarare Oberfläche (TPSA): 17,1 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 189

Experimentelle und physikochemische Eigenschaften

FragrancesFragrance Ingredient (Piperitone) -> IFRA transparency List

LogP · 2 Einträge

2.85

Flavoring AgentsEU Flavoring substances

Solubilityvery slightly

Boiling Point233.00 to 235.00 °C. @ 760.00 mm Hg

Melting Point< 25 °C

Physikochemische Eigenschaften

Schmelzpunkt: -29 °C · -29 °C
Siedepunkt: 233 °C · 233°C
Dichte: 0 · 0,93 g/cm3
FEMA: 2910 · 2910 | D-PIPERITONE
Brechungsindex: -60 ° · -60 ° (C=4, benzene)
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand: Oil
Farbe: Colourless to Pale Yellow
Geruch (Odor): 10 % · at 10.00 % in dipropylene glycol. herbal minty camphor medicinal
Geruchsart: herbal
JECFA Number: 435 · 435
Merck: 7473 · 7473
Kosmetik-Inhaltsstoffe Funktionen: PERFUMING
InChI: 1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3
InChIKey: YSTPAHQEHQSRJD-UHFFFAOYSA-N
SMILES: CC(CCC1C(C)C)=CC1=O
LogP: 2.4 · 2.4
EPA chemische Informationen: Piperitone (89-81-6)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1% (16 of 1634) of reports.

Warning

H315 (99%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 1634 reports by companies from 5 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

REACH registered substance: 6-isopropyl-3-methylcyclohex-2-enone (EC: 201-942-7)

2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (99%)

Sicherheitsdaten

wgk: WGK 1
tsca: TSCA listed
hs_code: 2914.29.5000
RTECS-Nr.: OT0257000
safety_code: 23-24/25
Speicherklasse: 10 - Combustible liquids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsExtracellular

Verwendung und Herstellung

Use Classification · 4 Einträge

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-: ACTIVE

Anwendungen · 1 Eintrag

VerwendenPiperitone is a monoterpene compound that has a fresh minty camphor-like odour, and naturally occurs in extracts of commercial oil of peppermint. Piperitone is also used as a starting material in the synthesis of Thymol (T413000), a phenolic compound that is used for its antibacterial properties. The cyclic ketone is more commonly used in flavour compositions, particularly in spice complexes with Caraway, Estragon, etc., and in fruit complexes with mint flavours, etc. Now and then, it has become “fashionable” in dentifrice preparations where larger amounts are used. The concentration normally used is equivalent to about 1 to 20 ppm in the finished product.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Natriumhydrogensulfit Eucalyptus oil

Nachgelagerte Produkte

p-Menthan-3-on Isomenthon

Anbieter95 Anbieter

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A p-menthane monoterpenoid that is cyclohex-2-en-1-one substituted by a methyl group at position 3 and an isopropyl group at position 6.

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