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PIPERITONE

Basic information Safety Supplier Related

PIPERITONE Basic information

Product Name:
PIPERITONE
Synonyms:
  • 1-P-MENTHEN-3-ONE
  • 4-ISOPROPYL-1-METHYL-1-CYCLOHEXEN-3-ONE
  • 6-isopropyl-3-methylcyclohex-2-enone
  • P-MENTH-1-EN-3-ONE 92%
  • piperitone,3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one,p-menth-1-en-3-one
  • PIPERITONE(SG)
  • ALPHA-PIPERITONE
  • PARA-MENTH-1-EN-3-ONE
CAS:
89-81-6
MF:
C10H16O
MW:
152.23
EINECS:
201-942-7
Product Categories:
  • Biochemistry
  • Monocyclic Monoterpenes
  • Terpenes
Mol File:
89-81-6.mol
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PIPERITONE Chemical Properties

Melting point:
-29 °C
Boiling point:
233°C
Density 
0,93 g/cm3
FEMA 
2910 | D-PIPERITONE
refractive index 
-60 ° (C=4, benzene)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Oil
color 
Colourless to Pale Yellow
Odor
at 10.00 % in dipropylene glycol. herbal minty camphor medicinal
Odor Type
herbal
JECFA Number
435
Merck 
7473
LogP
2.4
EPA Substance Registry System
Piperitone (89-81-6)
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Safety Information

Safety Statements 
23-24/25
RTECS 
OT0257000
HS Code 
2914.29.5000
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PIPERITONE Usage And Synthesis

Chemical Properties

Monocyclic monoterpenes. There is a pair of enantiomers, both of which are naturally occurring. The right enantiomer has a camphoraceous odor, oily liquid, boiling point 232-235°C, relative density 0.9344, refractive index 1.4848, spin [α]20D +49.13°. Left spin body boiling point 109.5-110.5 ℃ (1.99kPa), relative density 0.9324, refractive index 1.4832, often in two optical isomers are present in a variety of essential oils.

Uses

Piperitone 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.

Production Methods

Piperitone is produced:
by isolation from Japanese Mint oil (dextro-Piperitone),
by isolation from Eucalyptus dives oil (laevo-Piperitone),
by hydrogenation of Diosphenol,
by reduction of 5-Methyl-2-iso-propylanisole with Sodium in liquid Ammonia.
laevo-Piperitone can also be produced from laevo-beta-Pinene via l-Limonene, by hydrogenation to /-Carvomenthene, and via 4 further intermediate steps to Piperitone.

Definition

ChEBI: 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.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

in vivo

The insecticidal activity of crude essential oil extracted from Cymbopogon schoenanthus and of its main constituent, Piperitone, is assessed on different developmental stages of Callosobruchus maculatus (C. maculatus). Piperitone is toxic to C. maculatus adults with a LC50 value of 1.6 μL/L. Piperitone inhibits the development of newly laid eggs and of neonate larvae, but is less toxic than the crude extract to individuals developing inside the seeds. Piperitone shows the strongest ovicidal activity. All the eggs were aborted at 6.7 μL/L. Piperitone (10 μM) kills all the neonate larvae[1].

Animal Model:Fifty pairs of C. maculatus adults[1]
Dosage:6.7, 10, 16.7 or 33.3 μL/L
Administration:24 hours
Result:Piperiton was more toxic than crude oil because the LC50 recorded was 1.6 μL/L for Piperitone vs. 2.7 μL/L for the crude oil.

PIPERITONE Preparation Products And Raw materials

Preparation Products

Raw materials

PIPERITONESupplier

Shanghai JONLN Reagent Co., Ltd. Gold
Tel
400-0066400 13621662912
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422131432@qq.com
Anhui Yunhefei Spice Co., Ltd. Gold
Tel
15755158983
Email
yunhefei@foxmail.com
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Email
jkinfo@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Email
market03@meryer.com
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Email
Sales-CN@TCIchemicals.com