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(+)-Piperitone

HCID 61362
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
4573-50-6
Standard SMILES
CC1=CC(=O)[C@H](C(C)C)CC1
InChIKey
YSTPAHQEHQSRJD-VIFPVBQESA-N
Molecular formula
C10H16O
Average molar mass
152.23 g/mol
Monoisotopic mass
152.12011513

Overview

(+)-piperitone is the (6S)-enantiomer of piperitone. It is an enantiomer of a (-)-piperitone.

Names & identifiers

Preferred name
(+)-Piperitone
IUPAC
(6S)-3-methyl-6-propan-2-ylcyclohex-2-en-1-one
English name
D-Piperitone
Molecular formula
C10H16O
Molecular weight
152.23

Names & synonyms

d-Piperitone6091-50-5(+)-PiperitonePIPERITONE, D-Piperitone, alpha-d-Piperitone (natural)(S)-piperitoneFEMA No. 2910(6S)-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-onealpha-PiperitoneUNII-8ZZ2GU5WBU8ZZ2GU5WBU
Show more names
FEMA 2910dextro-piperitone(S)-Piperitone97%2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-, (6S)-
3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-one, (S)-2-Cyclohexen-1-one, 3-methyl-6-(1-methyethyl)-, (S)-CHEBI:41D-PIPERITONE [FHFI]FEMA NO. 2910, D-2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-, (S)-(S)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-oneRefChem:67492

Database identifiers

CAS
4573-50-6、6091-50-5
PubChem CID
61362
DTXSID
DTXSID401317272
ChEBI
CHEBI:41
UNII
8ZZ2GU5WBU
EC Number
639-124-0
Nikkaji
J564.480A

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
11
Formal charge
0
Complexity
189

Experimental & physicochemical properties

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
FragrancesFragrance Ingredient (d-Piperitone) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.929-0.934
Solubility · 2 items

insoluble in water; soluble in alcohol

(in ethanol)

Boiling Point · 2 items

233.00 to 235.00 °C. @ 760.00 mm Hg

233-235 °C

Melting Point-29 °C
Refractive Index1.483-1.487
Physical Description · 2 items

Liquid

clear, light yellowish to yellow liquid

Physicochemical properties

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 89 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 2 items

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

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

Other Safety InformationIMAP assessments - 2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-, (S)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

hs_code
2916310090
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

Use Classification · 3 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Applications · 1 item

OccurrenceThe structure has been defined by the work of several authors; the d-, l- and dl-forms are known; the d-form is found in the essential oils of Mentha silvestris, Cymbopogon sennaarensis and Japanese peppermint oil; the dl-form is found in the essential oils of Andropogon iwarancusa, Mentha pulegium var. hirsuta and in mixture with the l-form, Eucalyptus dives; the l-form, the most abundant, is found in about 30 varieties of eucalyptus and in other plants. It is also reported found in lemon and lime peel oil, lime juice, other citrus peel oils, black currants, raspberry, celery seed, cinnamon bark, peppermint oil, corn mint oil, other Mentha oils, nutmeg, pepper, mace, parsley seed oil, rose apple, starfruit, tamarind, elder flower, rosemary, buchu oil, lemon balm, sweet grass oil, eucalyptus oil and mastic gum fruit and leaf oil.

Preparation methods

PreparationIsolated from Japanese mint oil; l-form from Eucalyptus dives oil; by hydrogenation of diosphenol; by reduction of 5-methyl-2-isopropylanisole with sodium in liquid NH4.

Suppliers4 total

BOC Sciences[email protected]
陕西缔都医药化工有限公司029-81154043 17391733319 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Boiling point
234.73 °C · 234.73°C (rough estimate)
Density
0.8899 · 0.8899 (rough estimate)
refractive index
1.4884 · 1.4884 (estimate)
FEMA
2910 · 2910 | D-PIPERITONE
form
liquid
color
Clear, Pale Yellow
Odor
10 % · at 10.00 % in dipropylene glycol. herbal minty mentholic peppermint
Odor Type
mentholic
JECFA Number
435 · 435
LogP
2.41 · 2.41
Substances Added to Food (formerly EAFUS)
D-PIPERITONE
FDA UNII
8 ZZ2GU5WBU · 8ZZ2GU5WBU
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315
Precautionary statements
264 · P264-P280-P302+P352-P321-P332+P313-P362
HS Code
2916310090 · 2916310090
BOC Sciences+1-631-485-4226 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +8619957148339 · [email protected]

Additional notes

DefinitionChEBI: The (6S)-enantiomer of piperitone.