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Piperitone

analytical standard

Synonym(s):

3-Carvomenthenone, 6-Isopropyl-3-methyl-2-cyclohexen-1-one, p-Menth-1-en-3-one

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Assay

≥98.0% (mixture of enantiomers, predominantly (-)-enantiomer, GC)

shelf life

limited shelf life, expiry date on the label

format

neat

storage temp.

2-8°C

SMILES string

CC(CCC1C(C)C)=CC1=O

InChI

1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3

InChI key

YSTPAHQEHQSRJD-UHFFFAOYSA-N

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General description

Piperitone is a monocyclic monoterpenoid, which occurs in eucalyptus oil. It is a good source of menthone and thymol.

Application


  • Biocontrol Activity of Essential Oils: Piperitone is studied for its role in the chemical composition and biocontrol efficacy of essential oils against soil-borne fungal pathogens. Its inclusion enhances the antifungal properties of essential oil blends, contributing significantly to sustainable agricultural practices (Akdeniz and Kesimci, 2024).

  • Antimicrobial Activity of Mentha suaveolens: Research includes analyzing the quality and chemical composition of Mentha suaveolens essential oil, in which piperitone is a major component. This study elucidates its antimicrobial potential, indicating its broad applications in pharmaceutical and cosmetic industries (Afrokh et al., 2024).

  • Attraction Influence by Fungal Symbionts: Piperitone′s role is examined in the context of how volatiles from nutritional fungal symbionts influence the attraction behaviors of specific beetle species to ethanol-baited traps. This research provides insights into ecological interactions and pest management strategies (Tobin et al., 2024).

  • Aging Aroma Compounds in Baijiu: Piperitone is characterized within key aging aroma compounds in aged Jiangxiangxing Baijiu. The study highlights factors influencing its formation during storage, important for improving product quality in the beverage industry (Wang et al., 2024).

  • Essential Oil Yield and Composition: Research on Clinopodium nepeta subsp. spruneri investigates how harvest season and cultivation methods affect the yield and composition of essential oil, with piperitone as a focus. This provides valuable information for optimizing cultivation practices to maximize therapeutic and commercial outputs (Vlachou et al., 2023).

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Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

182.3 °F - closed cup

Flash Point(C)

83.5 °C - closed cup


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Organic Chemistry, Volume 2: Stereochemistry And The Chemistry Natural Products, 5/E (1956)
Essential Oil Safety - E-Book: A Guide for Health Care Professionals (2013)
Terpenoids (2009)
Magali Picard et al.
Journal of agricultural and food chemistry, 64(40), 7576-7584 (2016-10-01)
Piperitone was recently identified in red Bordeaux wines, and this study was designed to further explore its contribution to wine aroma. Firstly, a geographical origin effect was detected within the Bordeaux region (left versus right banks of the Gironde estuary)
Lucyna Balcerzak et al.
Food chemistry, 301, 125283-125283 (2019-08-05)
A small library of 57 low molecular weight oximes was prepared from fragrant aldehydes and ketones, and their olfactory profiles were determined. The most substantive and interesting in terms of the sensory impressions were (+)-isomenthone oxime (fresh, musty, green) and

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