p-Menthan-3-one
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Identifiers
CAS number
10458-14-7Molecular formula
C10H18OSMILES
CC1CCC(C(=O)C1)C(C)C
Safety labels
Irritant -
Odor profile
Herbal 86.73% Mint 86.28% Camphoreous 73.41% Green 73.01% Fresh 71.92% Cooling 71.74% Sweet 63.61% Woody 59.4% Spicy 44.05% Earthy 41.11% Scent© AI
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Properties
XLogP3-AA
2.7pKa est.
8.79 (weak base)Molecular weight
154.25 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Moderately fastBoiling point
- 210 °C
Flash point est.
78.61 ˚CSolubility expt.
- Slightly sol in water; sol in org solvents /L-form/
- SOL IN ALC, ETHER, ACETONE, ACETIC ACID, ALL PROP IN BENZENE; SLIGHTLY SOL IN WATER /D & DL-FORMS/
- SOL IN ALL PROP IN ALC, ETHER, CARBON DISULFIDE /L-FORM/
- SOL IN ACETONE /L-FORM/
- Sol in alc, fixed oils; very slightly sol in water.
- SOL IN MOST COMMON ORG SOLVENTS
- In water, 688 mg/l @ 25 °C
- soluble in alcohol and most fixed oils; very slightly soluble in water
- 1 ml in 3 ml of 70% alcohol (in ethanol)
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Synonyms
- 10458-14-7
- p-Menthan-3-one
- 2-Isopropyl-5-methylcyclohexanone
- MENTHONE
- Cyclohexanone, 5-methyl-2-(1-methylethyl)-
- 5-methyl-2-propan-2-ylcyclohexan-1-one
- 491-07-6
- 89-80-5
- p-Menthanone
- 5-Methyl-2-(1-methylethyl)cyclohexanone
- 5-Methyl-2-(isopropylcyclo)hexanone
- NSC 113134
- DL-Menthone
- CHEBI:36742
- NSC9280
- 5-methyl-2-(propan-2-yl)cyclohexan-1-one
- 5-Methyl-2-(isopropyl)cyclohexanone
- EINECS 233-944-9
- NSC113134
- 2-Isopropyl-5-methyl-cyclohexanone
- (+/-)-isomenthone
- 5-methyl-2-(propan-2-yl)cyclohexanone
- DTXSID80859154
- MFCD00001634
- MFCD00062998
- 36977-92-1
- (2S-cis)-2-(Isopropyl)-5-methylcyclohexan-1-one
- a menthone
- Menthone (Mixture of Diastereomers)
- 3-p-menthanone
- p-Menthan-3-one; 5-Methyl-2-(1-methylethyl)cyclohexanone; 2-Isopropyl-5-methylcyclohexanone
- NCGC00095606-01
- p-Menthan-3-one, (1S,4S)-(-)-
- Menthone (Standard)
- ISO-MENTHONE
- (+)-Isomenthone 100 microg/mL in Acetonitrile
- rel-(2R,5S)-2-isopropyl-5-methylcyclohexanone
- Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2S-cis)-
- SCHEMBL21710
- Menthone, analytical standard
- CHEMBL1719455
- CHEBI:36503
- HY-N2381R
- DTXCID00209894
- 5-Methyl-2-isopropylcyclohexanone
- rel-(1R,4S)-p-menthan-3-one
- BAA19631
- HY-N2381
- NSC-9280
- PAA07397
- BBL028090
- s3009
- STK803138
- AKOS000121372
- AKOS016843993
- NSC-113134
- SB44846
- p-Menthan-3-one, (1R,4R)-(+)-
- AS-61575
- FI163239
- SY067260
- 2-(1-methylethyl)-5-methyl-cyclohexanone
- DB-023475
- DB-063347
- DB-242466
- CS-0022560
- M0513
- NS00008544
- EN300-16640
- E70428
- trans-5-methyl-2-(1-methylethyl)cyclohexanone
- CYCLOHEXANONE-5-METHYL- 2-(1-METHYLETHYL)
- (2R,5S)-rel-5-methyl-2-(1-methylethyl)cyclohexanone
- Q27104381
- rel-(2R,5S)-5-methyl-2-(propan-2-yl)cyclohexanone
- Z56347247
- Cyclohexanone,5-methyl-2-(1-methylethyl)-,(2S,5R)-
- 233-944-9
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Applications
p-Menthan-3-one (CAS 10458-14-7), a monoterpene ketone in the menthone/isomenthone family, is widely used as a minty–herbal flavor and fragrance ingredient in foods and beverages (candies, chewing gum, mint-flavored drinks), and in fine fragrances and personal care (toothpastes, mouthwashes, shampoos, body washes, deodorants) to deliver freshness and odor masking; it is incorporated into household products such as cleaners, air fresheners, and scented candles; serves as an intermediate for synthesizing menthol and other terpene derivatives and as a versatile building block in organic synthesis for aroma, pharma, and agrochemical applications; has reported antimicrobial and deodorizing effects and can function as a deodorant “booster” or in fragranced packaging; occurs in mint oils and is used in aromatherapy and massage oils for a refreshing sensory effect; it is also employed as a reference/standard in analysis (e.g., GC–MS), in sensory research, and in technologies for fragrance retention and controlled release (microencapsulation, cyclodextrin inclusion) to prolong scent longevity in detergents, tissues, and cleaning products; overall, it is broadly used and generally regarded as safe when used within flavor-use limits under applicable regulations.
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 1095.96 methanol 1191.95 isopropanol 1095.65 water 1.5 ethyl acetate 604.97 n-propanol 885.75 acetone 963.8 n-butanol 841.03 acetonitrile 1569.71 DMF 633.34 toluene 522.31 isobutanol 669.03 1,4-dioxane 1513.72 methyl acetate 621.3 THF 2079.79 2-butanone 735.64 n-pentanol 468.34 sec-butanol 728.07 n-hexane 282.24 ethylene glycol 88.65 NMP 779.9 cyclohexane 553.37 DMSO 438.02 n-butyl acetate 820.24 n-octanol 401.89 chloroform 3748.49 n-propyl acetate 406.5 acetic acid 802.6 dichloromethane 2468.1 cyclohexanone 1476.44 propylene glycol 170.63 isopropyl acetate 370.69 DMAc 379.91 2-ethoxyethanol 329.39 isopentanol 648.11 n-heptane 245.12 ethyl formate 591.03 1,2-dichloroethane 1015.43 n-hexanol 864.17 2-methoxyethanol 634.82 isobutyl acetate 285.64 tetrachloromethane 634.7 n-pentyl acetate 426.69 transcutol 1099.98 n-heptanol 368.67 ethylbenzene 290.73 MIBK 381.32 2-propoxyethanol 736.24 tert-butanol 930.7 MTBE 662.69 2-butoxyethanol 400.65 propionic acid 600.85 o-xylene 303.72 formic acid 174.59 diethyl ether 804.99 m-xylene 333.73 p-xylene 396.14 chlorobenzene 923.21 dimethyl carbonate 132.36 n-octane 86.11 formamide 221.93 cyclopentanone 1365.62 2-pentanone 613.01 anisole 392.07 cyclopentyl methyl ether 764.34 gamma-butyrolactone 1417.84 1-methoxy-2-propanol 463.14 pyridine 1335.11 3-pentanone 408.37 furfural 1079.2 n-dodecane 63.86 diethylene glycol 362.45 diisopropyl ether 234.51 tert-amyl alcohol 579.44 acetylacetone 461.23 n-hexadecane 75.32 acetophenone 349.14 methyl propionate 373.26 isopentyl acetate 695.45 trichloroethylene 2087.57 n-nonanol 325.02 cyclohexanol 901.58 benzyl alcohol 350.88 2-ethylhexanol 476.85 isooctanol 297.66 dipropyl ether 494.61 1,2-dichlorobenzene 696.1 ethyl lactate 164.42 propylene carbonate 853.6 n-methylformamide 466.5 2-pentanol 570.88 n-pentane 266.82 1-propoxy-2-propanol 554.16 1-methoxy-2-propyl acetate 440.86 2-(2-methoxypropoxy) propanol 325.52 mesitylene 237.33 ε-caprolactone 1035.39 p-cymene 265.44 epichlorohydrin 1294.67 1,1,1-trichloroethane 1387.57 2-aminoethanol 252.92 morpholine-4-carbaldehyde 719.32 sulfolane 1020.35 2,2,4-trimethylpentane 87.84 2-methyltetrahydrofuran 1472.81 n-hexyl acetate 617.86 isooctane 83.41 2-(2-butoxyethoxy)ethanol 454.71 sec-butyl acetate 257.46 tert-butyl acetate 364.52 decalin 158.25 glycerin 183.11 diglyme 767.24 acrylic acid 473.23 isopropyl myristate 242.31 n-butyric acid 1010.97 acetyl acetate 359.6 di(2-ethylhexyl) phthalate 205.55 ethyl propionate 299.67 nitromethane 938.1 1,2-diethoxyethane 524.35 benzonitrile 850.96 trioctyl phosphate 166.06 1-bromopropane 912.88 gamma-valerolactone 1354.32 n-decanol 227.09 triethyl phosphate 186.58 4-methyl-2-pentanol 282.21 propionitrile 1094.97 vinylene carbonate 788.85 1,1,2-trichlorotrifluoroethane 707.33 DMS 305.08 cumene 208.3 2-octanol 292.88 2-hexanone 512.13 octyl acetate 300.15 limonene 392.1 1,2-dimethoxyethane 746.69 ethyl orthosilicate 194.4 tributyl phosphate 202.32 diacetone alcohol 374.73 N,N-dimethylaniline 242.3 acrylonitrile 1049.73 aniline 586.28 1,3-propanediol 443.83 bromobenzene 968.99 dibromomethane 1837.25 1,1,2,2-tetrachloroethane 1604.79 2-methyl-cyclohexyl acetate 371.93 tetrabutyl urea 234.07 diisobutyl methanol 264.97 2-phenylethanol 460.66 styrene 368.66 dioctyl adipate 298.18 dimethyl sulfate 180.55 ethyl butyrate 445.8 methyl lactate 172.26 butyl lactate 302.49 diethyl carbonate 296.03 propanediol butyl ether 363.84 triethyl orthoformate 312.09 p-tert-butyltoluene 242.37 methyl 4-tert-butylbenzoate 340.23 morpholine 1520.43 tert-butylamine 725.85 n-dodecanol 168.43 dimethoxymethane 395.12 ethylene carbonate 678.87 cyrene 264.83 2-ethoxyethyl acetate 409.45 2-ethylhexyl acetate 527.37 1,2,4-trichlorobenzene 727.57 4-methylpyridine 1194.01 dibutyl ether 444.71 2,6-dimethyl-4-heptanol 264.97 DEF 470.01 dimethyl isosorbide 551.06 tetrachloroethylene 1103.33 eugenol 291.88 triacetin 378.69 span 80 366.36 1,4-butanediol 154.56 1,1-dichloroethane 1508.55 2-methyl-1-pentanol 386.77 methyl formate 381.81 2-methyl-1-butanol 591.29 n-decane 116.7 butyronitrile 1288.12 3,7-dimethyl-1-octanol 347.1 1-chlorooctane 337.06 1-chlorotetradecane 126.91 n-nonane 124.12 undecane 84.86 tert-butylcyclohexane 133.74 cyclooctane 158.32 cyclopentanol 934.33 tetrahydropyran 1769.83 tert-amyl methyl ether 379.7 2,5,8-trioxanonane 475.75 1-hexene 595.16 2-isopropoxyethanol 246.31 2,2,2-trifluoroethanol 226.27 methyl butyrate 462.74 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
|
Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
|
Category 3
Products applied to the face/body using fingertips
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No restriction |
Category 8
Products with significant anogenital exposure
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No restriction |
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Category 4
Products related to fine fragrance
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No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
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No restriction |
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Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
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No restriction |
|
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
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No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
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No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
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No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |
| Name | CAS | Botanical | Proportion |
|---|---|---|---|
| Lemon balm (Finland) | 8014-71-9 | Melissa officinalis L., fam. Lamiaceae (Labiatae) | 2.5% |
| Lemon balm (Germany) | 8014-71-9 | Melissa officinalis L., fam. Lamiaceae (Labiatae) | 2.8% |
| Peppermint (France) 4 | 8006-90-4 | Mentha piperita L. cultivar Mitcham, fam. Lamiaceae (Labiatae) | 2.79% |
| Peppermint (France) 1 | 8006-90-4 | Mentha piperita L. cultivar Mitcham, fam. Lamiaceae (Labiatae) | 2.79% |
| Peppermint (France) 2 | 8006-90-4 | Mentha piperita L. cultivar Hongroise, fam. Lamiaceae (Labiatae) | 6.07% |
| Peppermint (France) 3 | 8006-90-4 | Mentha officinalis Sole forma Pallescens Camus, fam. Lamiaceae (Labiatae) | 0.91% |