Chavibetol
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Identifiers
CAS number
501-19-9Molecular formula
C10H12O2SMILES
COC1=C(C=C(C=C1)CC=C)O
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Odor profile
Spicy 85.71% Phenolic 71.06% Sweet 65.87% Woody 63.26% Smoky 59.8% Clove 57.91% Medicinal 42.18% Warm 41.77% Herbal 35.78% Vanilla 35.38% Scent© AI
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Properties
XLogP3-AA
2.0pKa est.
8.89 (weak base)Molecular weight
164.2 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
SlowBoiling point est.
250°CFlash point est.
110.49 ˚C -
Synonyms
- Chavibetol
- 501-19-9
- m-Eugenol
- 5-Allyl-2-methoxyphenol
- 2-methoxy-5-prop-2-enyl-phenol
- 2-methoxy-5-prop-2-enylphenol
- Phenol, 5-allyl-2-methoxy-
- 2-methoxy-5-(prop-2-en-1-yl)phenol
- UNII-OE7NQ16G4D
- OE7NQ16G4D
- 3-hydroxy-4-methoxyallylbenzene
- 2-Methoxy-5-(2-propenyl)phenol
- 3-Allyl-6-methoxyphenol
- Phenol, 2-methoxy-5-(2-propenyl)-
- DTXSID70198206
- 3-ALLYL-6-METHOXY PHENOL
- 1-METHOXY-2-HYDROXY-4-ALLYLBENZENE
- 5-allyl-2-methoxy-phenol
- 5-Allyl-2-methoxyphenol #
- phenol, 3-allyl-6-methoxy-
- SCHEMBL901503
- CHEMBL259093
- DTXCID60120697
- CHEBI:167418
- BBL028696
- STL371291
- AKOS006243252
- VS-08911
- CS-0331965
- NS00123832
- Q2961728
- Z56778513
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Applications
Chavibetol (CAS 501-19-9), also known as hydroxychavicol/allylpyrocatechol, is a natural phenolic from Piper betle with multiple applications and prospects: used in flavors and personal care for its warm-spicy note and antioxidant capacity, investigated as a bio-based preservative that suppresses bacteria, yeasts, and biofilms in food; in biomedicine, in vitro/in vivo studies report oral-antimicrobial effects (e.g., antiplaque, S. mutans, Candida), synergy with antibiotics, anti-inflammatory and redox-modulating actions, and anticancer potential via apoptosis in certain cell lines, suggesting use in mouthwashes, dental materials, and oral-care products; it is also explored as an eco-friendly insecticidal/larvicidal agent, an antimicrobial additive for packaging, coatings, and hydrogels, and as an analytical standard and synthetic intermediate in pharma–fragrance chemistry; any therapeutic deployment requires toxicology, stability evaluation, and regulatory compliance before commercialization.
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 1891.43 methanol 2244.14 isopropanol 942.97 water 0.42 ethyl acetate 1904.22 n-propanol 1289.19 acetone 1505.28 n-butanol 864.86 acetonitrile 1651.11 DMF 1126.29 toluene 211.68 isobutanol 610.35 1,4-dioxane 1964.23 methyl acetate 1399.86 THF 2101.48 2-butanone 1051.56 n-pentanol 451.2 sec-butanol 678.79 n-hexane 26.48 ethylene glycol 264.04 NMP 502.14 cyclohexane 73.57 DMSO 1916.0 n-butyl acetate 683.63 n-octanol 137.5 chloroform 997.63 n-propyl acetate 566.05 acetic acid 1095.68 dichloromethane 1337.07 cyclohexanone 886.5 propylene glycol 322.84 isopropyl acetate 514.92 DMAc 442.25 2-ethoxyethanol 783.71 isopentanol 505.07 n-heptane 34.04 ethyl formate 764.59 1,2-dichloroethane 1055.22 n-hexanol 507.6 2-methoxyethanol 1745.06 isobutyl acetate 237.67 tetrachloromethane 122.44 n-pentyl acetate 197.99 transcutol 1852.87 n-heptanol 143.58 ethylbenzene 93.26 MIBK 349.7 2-propoxyethanol 795.35 tert-butanol 1081.72 MTBE 803.43 2-butoxyethanol 286.2 propionic acid 669.06 o-xylene 103.56 formic acid 388.09 diethyl ether 1550.78 m-xylene 139.05 p-xylene 100.36 chlorobenzene 316.44 dimethyl carbonate 307.45 n-octane 13.14 formamide 911.6 cyclopentanone 1058.38 2-pentanone 926.48 anisole 290.06 cyclopentyl methyl ether 699.07 gamma-butyrolactone 1343.85 1-methoxy-2-propanol 910.86 pyridine 813.16 3-pentanone 557.33 furfural 762.84 n-dodecane 11.9 diethylene glycol 606.69 diisopropyl ether 182.18 tert-amyl alcohol 663.85 acetylacetone 695.48 n-hexadecane 13.83 acetophenone 228.49 methyl propionate 1039.49 isopentyl acetate 428.65 trichloroethylene 1502.34 n-nonanol 120.54 cyclohexanol 508.84 benzyl alcohol 239.02 2-ethylhexanol 214.28 isooctanol 112.79 dipropyl ether 315.79 1,2-dichlorobenzene 239.78 ethyl lactate 172.14 propylene carbonate 560.82 n-methylformamide 1020.72 2-pentanol 478.43 n-pentane 38.96 1-propoxy-2-propanol 444.36 1-methoxy-2-propyl acetate 466.65 2-(2-methoxypropoxy) propanol 262.96 mesitylene 83.82 ε-caprolactone 715.61 p-cymene 70.21 epichlorohydrin 1689.37 1,1,1-trichloroethane 659.9 2-aminoethanol 534.6 morpholine-4-carbaldehyde 712.11 sulfolane 976.53 2,2,4-trimethylpentane 22.83 2-methyltetrahydrofuran 1283.22 n-hexyl acetate 268.68 isooctane 23.17 2-(2-butoxyethoxy)ethanol 419.78 sec-butyl acetate 261.18 tert-butyl acetate 433.39 decalin 28.55 glycerin 370.55 diglyme 791.92 acrylic acid 468.33 isopropyl myristate 103.58 n-butyric acid 943.38 acetyl acetate 523.52 di(2-ethylhexyl) phthalate 87.97 ethyl propionate 418.82 nitromethane 1953.96 1,2-diethoxyethane 651.87 benzonitrile 301.01 trioctyl phosphate 72.41 1-bromopropane 511.93 gamma-valerolactone 1118.81 n-decanol 93.18 triethyl phosphate 115.69 4-methyl-2-pentanol 185.12 propionitrile 877.26 vinylene carbonate 476.61 1,1,2-trichlorotrifluoroethane 664.83 DMS 246.65 cumene 62.65 2-octanol 90.72 2-hexanone 421.83 octyl acetate 129.25 limonene 118.16 1,2-dimethoxyethane 1077.63 ethyl orthosilicate 116.93 tributyl phosphate 95.95 diacetone alcohol 475.02 N,N-dimethylaniline 134.07 acrylonitrile 921.18 aniline 346.3 1,3-propanediol 781.96 bromobenzene 298.06 dibromomethane 828.98 1,1,2,2-tetrachloroethane 950.35 2-methyl-cyclohexyl acetate 180.3 tetrabutyl urea 113.22 diisobutyl methanol 119.58 2-phenylethanol 235.47 styrene 131.72 dioctyl adipate 141.08 dimethyl sulfate 330.78 ethyl butyrate 354.95 methyl lactate 266.1 butyl lactate 150.66 diethyl carbonate 217.71 propanediol butyl ether 251.31 triethyl orthoformate 195.61 p-tert-butyltoluene 68.67 methyl 4-tert-butylbenzoate 164.94 morpholine 2206.07 tert-butylamine 536.75 n-dodecanol 71.99 dimethoxymethane 1168.61 ethylene carbonate 457.53 cyrene 214.3 2-ethoxyethyl acetate 357.7 2-ethylhexyl acetate 294.08 1,2,4-trichlorobenzene 265.7 4-methylpyridine 586.15 dibutyl ether 214.41 2,6-dimethyl-4-heptanol 119.58 DEF 654.4 dimethyl isosorbide 408.51 tetrachloroethylene 583.19 eugenol 176.23 triacetin 241.13 span 80 192.11 1,4-butanediol 218.65 1,1-dichloroethane 923.09 2-methyl-1-pentanol 301.96 methyl formate 856.83 2-methyl-1-butanol 459.09 n-decane 19.51 butyronitrile 794.68 3,7-dimethyl-1-octanol 142.32 1-chlorooctane 93.76 1-chlorotetradecane 37.0 n-nonane 18.91 undecane 14.69 tert-butylcyclohexane 26.72 cyclooctane 22.59 cyclopentanol 559.79 tetrahydropyran 1776.95 tert-amyl methyl ether 400.59 2,5,8-trioxanonane 484.51 1-hexene 138.58 2-isopropoxyethanol 425.38 2,2,2-trifluoroethanol 249.22 methyl butyrate 529.92 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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Category 1
Products applied to the lips
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No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
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No restriction |
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Category 2
Products applied to the axillae
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No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
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No restriction |
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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
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No restriction |
Category 10A
Household care products with mostly hand contact
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No restriction |
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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 |
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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
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No restriction |
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Category 5D
Baby Creams, baby Oils and baby talc
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No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
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No restriction |
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Category 6
Products with oral and lip exposure
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No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
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No restriction |
| Name | CAS | Botanical | Proportion |
|---|---|---|---|
| Mentha sylvestris var. incana | Mentha sylvestris var. incana, fam Lamiacae (Labiatae) | 1.82% | |
| Chervil (France) | 8000-44-0 | Anthriscus cerefolium (L.) Hoffm. (Cerefolium sativum Lam.), fam. Apiaceae | 0.1% |
| Betel leaf Bangla (India) | Piper betle L. var. Bangla, fam. Piperaceae | 0.5% |