Basic information
- CAS
89-81-6- Standard SMILES
CC1=CC(=O)C(C(C)C)CC1- InChIKey
YSTPAHQEHQSRJD-UHFFFAOYSA-N- Molecular formula
- C10H16O
- Average molar mass
- 152.23 g/mol
- Monoisotopic mass
- 152.12011513
Overview
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.
Names & identifiers
- Preferred name
- (+-)-Piperitone
- IUPAC
- 3-methyl-6-propan-2-ylcyclohex-2-en-1-one
- English name
- Piperitone
- Molecular formula
- C10H16O
- Molecular weight
- 152.23
Names & synonyms
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
Show more names
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
Database identifiers
- CAS
89-81-6- PubChem CID
- 6987
- DTXSID
DTXSID7052604- ChEMBL
CHEMBL2252746- ChEBI
CHEBI:48933- UNII
- 1VZ8RG269R
- EC Number
- 201-942-7
- Nikkaji
- J4.308G
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
FragrancesFragrance Ingredient (Piperitone) -> IFRA transparency List
LogP
2.85
2.85
Flavoring AgentsEU Flavoring substances
Solubilityvery slightly
Boiling Point233.00 to 235.00 °C. @ 760.00 mm Hg
Melting Point< 25 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- -29 °C · -29 °C
- Boiling point
- 233 °C · 233°C
- Density
- 0 · 0,93 g/cm3
- FEMA
- 2910 · 2910 | D-PIPERITONE
- refractive index
- -60 ° · -60 ° (C=4, benzene)
- FLAVIS Number
- 7.175 · 07.175 | p-Menth-1-en-3-one
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Oil
- color
- Colourless to Pale Yellow
- Odor
- 10 % · at 10.00 % in dipropylene glycol. herbal minty camphor medicinal
- Odor Type
- herbal
- Merck
- 7473 · 7473
- JECFA Number
- 435 · 435
- Cosmetics Ingredients Functions
- 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
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 1 VZ8RG269R · 1VZ8RG269R
- EPA Substance Registry System
- Piperitone (89-81-6)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 302 · P302+P352-P305+P351+P338
- Safety Statements
- 23 · 23-24/25
- WGK Germany
- 1 · WGK 1
- RTECS
- 257000 · OT0257000
- TSCA
- TSCA listed
- HS Code
- 2914.29 · 2914.29.5000
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2
- REACH Registrations
- Active
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
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.
Hazard information
Regulatory Information
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%)
Safety data
- wgk
- WGK 1
- tsca
- TSCA listed
- rtecs
- OT0257000
- hs_code
- 2914.29.5000
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H315-H319
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
- Precautionary statements
- P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information2-Cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-: ACTIVE
Applications
UsesPiperitone 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.
General DescriptionThis 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
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers95 total
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]
杭州品高化工有限公司0571-87658025 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
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成都普睿法药物研发有限公司82633860 18982077548 · [email protected]
武汉绿景丰华生物科技有限公司19972070065 · [email protected]
Syntechem Co.,Ltd[email protected]
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北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
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武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
武汉市皇臻生物化工有限公司13795480948 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
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TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
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Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
康迪斯化工(湖北)有限公司13343438265 · [email protected]
TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
艾吉析科技（上海）有限公司17721401538;17717235263 17721401538 · [email protected]
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广东翁江化学试剂有限公司0751-2886750 13927877953 · [email protected]
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BOC Sciences[email protected]
上海贤鼎生物科技有限公司021-021-52271985 17721149837 · [email protected]
Additional notes
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.
Related reactions
1 records
Compound notes
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