Propiovanillone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    1835-14-9

    Molecular formula
    C10H12O3

    SMILES
    CCC(=O)C1=CC(=C(C=C1)O)OC

    Safety labels

    Acute Toxic
    Acute Toxic

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sweet 85.1%
    Vanilla 81.69%
    Creamy 59.15%
    Balsamic 55.28%
    Powdery 50.65%
    Floral 49.73%
    Caramellic 46.84%
    Spicy 45.8%
    Phenolic 43.81%
    Fruity 38.57%

     

    Flavor
    Sweet 72.65%
    Vanilla 47.29%
    Woody 43.76%
    Caramel 36.49%
    Powdery 35.67%
    Phenolic 35.25%
    Smoky 34.24%
    Creamy 34.14%
    Spicy 33.95%
    Spice 29.1%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    9.06 (weak base)

    Molecular weight
    180.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    306°C

    Flash point

    • 129.11 ˚C est.

  • Synonyms

    • 1835-14-9
    • 1-(4-hydroxy-3-methoxyphenyl)propan-1-one
    • Propiovanillone
    • 4-Hydroxy-3-methoxypropiophenone
    • 3-Methoxy-4-hydroxypropiophenone
    • Propioguaiacone
    • 1-Propanone, 1-(4-hydroxy-3-methoxyphenyl)-
    • Propioguaiacol
    • 1-(4-hydroxy-3-methoxyphenyl)-1-propanone
    • NSC 16691
    • B6B3PL2HRF
    • NSC-16691
    • SMR000386916
    • 1-propiovanillone
    • 1-(4-Hydroxy-3-methoxy-phenyl)-propan-1-one
    • MFCD00482070
    • Propiophenone, 4'-hydroxy-3'-methoxy
    • UNII-B6B3PL2HRF
    • 1-(4-hydroxy-3-methoxy-phenyl)propan-1-one
    • MLS000776976
    • MLS001049078
    • CHEMBL452723
    • SCHEMBL1396833
    • DTXSID2075057
    • FBGXENQFSMMBNY-UHFFFAOYSA-
    • HMS2268J24
    • NSC16691
    • BBL028691
    • STL371294
    • AKOS006242091
    • CS-W021234
    • DS-2727
    • FH67519
    • FS-3737
    • NCGC00246236-01
    • NCGC00246236-02
    • AC-15466
    • DB-044494
    • 1-(3-Methoxy-4-hydroxyphenyl)-1-propanone
    • 1-Propanone, 1-(4-hydroxy-3-methoxyphenyl)
    • 1-[4-hydroxy-3-(methyloxy)phenyl]-1-propanone
    • A812789
    • 1-(4-hydroxy-3-methoxy-phenyl)propan-1-one;1-(4-Hydroxy-3-methoxyphenyl)propan-1-one
    • InChI=1/C10H12O3/c1-3-8(11)7-4-5-9(12)10(6-7)13-2/h4-6,12H,3H2,1-2H3

  • Applications

    Propiovanillone (CAS 1835-14-9) is a vanillyl-pattern aromatic ketone (phenolic –OH and methoxy on the ring) used primarily as a versatile synthetic intermediate: it serves as a building block for phenolic ether/ester derivatives to tune solubility and stability, undergoes carbonyl transformations such as reduction, reductive amination, and oxime/hydrazone formation to generate medicinal-chemistry libraries, and acts as a precursor to vanilloid derivatives (e.g., capsaicinoid-type fatty amides) as well as phenolic stabilizers and polymer modifiers; in flavor and fragrance R&D it enables structural variants of the vanillin scaffold to fine-tune odor character and longevity; in materials and catalysis its phenol–ketone motif is used to form Schiff bases, metal complexes, and functional monomers for resins/coatings; additionally, Propiovanillone is employed as a reference/calibration standard for HPLC/GC–MS, in raw-material QC, and as a model compound for mechanistic studies of phenolic systems; its use is subject to regulatory and safety considerations and should be handled under appropriate laboratory conditions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 223.18
    methanol 453.82
    isopropanol 158.91
    water 2.46
    ethyl acetate 417.13
    n-propanol 173.11
    acetone 727.98
    n-butanol 138.43
    acetonitrile 507.83
    DMF 1048.21
    toluene 92.46
    isobutanol 106.76
    1,4-dioxane 650.36
    methyl acetate 546.24
    THF 791.21
    2-butanone 422.92
    n-pentanol 97.23
    sec-butanol 133.56
    n-hexane 4.62
    ethylene glycol 118.86
    NMP 617.62
    cyclohexane 11.95
    DMSO 1285.43
    n-butyl acetate 215.61
    n-octanol 48.05
    chloroform 540.94
    n-propyl acetate 249.13
    acetic acid 549.2
    dichloromethane 828.7
    cyclohexanone 457.59
    propylene glycol 72.3
    isopropyl acetate 183.11
    DMAc 615.04
    2-ethoxyethanol 340.3
    isopentanol 133.78
    n-heptane 4.83
    ethyl formate 283.68
    1,2-dichloroethane 588.01
    n-hexanol 84.64
    2-methoxyethanol 532.91
    isobutyl acetate 118.98
    tetrachloromethane 66.83
    n-pentyl acetate 107.5
    transcutol 787.21
    n-heptanol 47.56
    ethylbenzene 67.34
    MIBK 147.02
    2-propoxyethanol 214.02
    tert-butanol 347.26
    MTBE 265.27
    2-butoxyethanol 126.98
    propionic acid 262.77
    o-xylene 76.25
    formic acid 377.89
    diethyl ether 244.48
    m-xylene 68.34
    p-xylene 86.08
    chlorobenzene 183.95
    dimethyl carbonate 221.31
    n-octane 3.05
    formamide 948.29
    cyclopentanone 720.2
    2-pentanone 270.66
    anisole 216.57
    cyclopentyl methyl ether 213.69
    gamma-butyrolactone 919.51
    1-methoxy-2-propanol 263.98
    pyridine 439.27
    3-pentanone 228.04
    furfural 675.64
    n-dodecane 3.42
    diethylene glycol 246.61
    diisopropyl ether 51.51
    tert-amyl alcohol 234.41
    acetylacetone 428.72
    n-hexadecane 4.1
    acetophenone 222.01
    methyl propionate 334.23
    isopentyl acetate 169.21
    trichloroethylene 1014.44
    n-nonanol 44.98
    cyclohexanol 126.35
    benzyl alcohol 173.07
    2-ethylhexanol 58.26
    isooctanol 41.04
    dipropyl ether 73.44
    1,2-dichlorobenzene 184.24
    ethyl lactate 100.99
    propylene carbonate 356.65
    n-methylformamide 598.72
    2-pentanol 85.16
    n-pentane 4.93
    1-propoxy-2-propanol 125.29
    1-methoxy-2-propyl acetate 187.61
    2-(2-methoxypropoxy) propanol 150.57
    mesitylene 44.48
    ε-caprolactone 370.19
    p-cymene 40.06
    epichlorohydrin 939.79
    1,1,1-trichloroethane 334.65
    2-aminoethanol 162.11
    morpholine-4-carbaldehyde 638.19
    sulfolane 916.59
    2,2,4-trimethylpentane 7.43
    2-methyltetrahydrofuran 404.3
    n-hexyl acetate 143.22
    isooctane 4.84
    2-(2-butoxyethoxy)ethanol 198.58
    sec-butyl acetate 134.46
    tert-butyl acetate 213.99
    decalin 10.6
    glycerin 158.77
    diglyme 480.55
    acrylic acid 293.17
    isopropyl myristate 53.59
    n-butyric acid 258.85
    acetyl acetate 287.15
    di(2-ethylhexyl) phthalate 56.11
    ethyl propionate 186.32
    nitromethane 1422.08
    1,2-diethoxyethane 226.09
    benzonitrile 218.62
    trioctyl phosphate 38.68
    1-bromopropane 154.04
    gamma-valerolactone 719.46
    n-decanol 33.71
    triethyl phosphate 81.84
    4-methyl-2-pentanol 54.64
    propionitrile 284.18
    vinylene carbonate 347.27
    1,1,2-trichlorotrifluoroethane 456.74
    DMS 191.55
    cumene 44.95
    2-octanol 34.44
    2-hexanone 185.44
    octyl acetate 65.66
    limonene 54.34
    1,2-dimethoxyethane 534.75
    ethyl orthosilicate 71.56
    tributyl phosphate 55.78
    diacetone alcohol 235.03
    N,N-dimethylaniline 125.96
    acrylonitrile 458.05
    aniline 178.99
    1,3-propanediol 218.57
    bromobenzene 169.3
    dibromomethane 381.11
    1,1,2,2-tetrachloroethane 571.82
    2-methyl-cyclohexyl acetate 108.24
    tetrabutyl urea 72.39
    diisobutyl methanol 40.32
    2-phenylethanol 127.76
    styrene 93.89
    dioctyl adipate 89.04
    dimethyl sulfate 351.12
    ethyl butyrate 151.22
    methyl lactate 136.05
    butyl lactate 80.61
    diethyl carbonate 117.88
    propanediol butyl ether 117.85
    triethyl orthoformate 97.2
    p-tert-butyltoluene 37.98
    methyl 4-tert-butylbenzoate 136.91
    morpholine 627.87
    tert-butylamine 143.31
    n-dodecanol 25.72
    dimethoxymethane 551.27
    ethylene carbonate 283.85
    cyrene 176.84
    2-ethoxyethyl acetate 201.3
    2-ethylhexyl acetate 129.79
    1,2,4-trichlorobenzene 220.22
    4-methylpyridine 340.61
    dibutyl ether 71.51
    2,6-dimethyl-4-heptanol 40.32
    DEF 334.5
    dimethyl isosorbide 266.57
    tetrachloroethylene 415.52
    eugenol 138.34
    triacetin 180.29
    span 80 97.29
    1,4-butanediol 85.12
    1,1-dichloroethane 374.97
    2-methyl-1-pentanol 100.79
    methyl formate 554.78
    2-methyl-1-butanol 116.25
    n-decane 5.51
    butyronitrile 205.34
    3,7-dimethyl-1-octanol 52.23
    1-chlorooctane 33.18
    1-chlorotetradecane 13.92
    n-nonane 4.62
    undecane 4.26
    tert-butylcyclohexane 9.54
    cyclooctane 4.16
    cyclopentanol 158.93
    tetrahydropyran 376.36
    tert-amyl methyl ether 165.3
    2,5,8-trioxanonane 281.64
    1-hexene 29.63
    2-isopropoxyethanol 198.62
    2,2,2-trifluoroethanol 244.6
    methyl butyrate 250.73

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
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
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
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
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 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

Botanical

Name CAS Botanical Proportion
Narcissus poeticus absolute 8023-75-4 Narcissus poeticus L., fam. Amaryllidaceae 0.1%