p-METHOXYCINNAMALDEHYDE

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    1963-36-6

    Molecular formula
    C10H10O2

    SMILES
    COC1=CC=C(C=C1)/C=C/C=O

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1561.0

  • Odor profile

    Sweet 91.9%
    Spicy 85.87%
    Cinnamon 78.37%
    Floral 64.31%
    Vanilla 62.85%
    Warm 57.06%
    Balsamic 56.72%
    Powdery 54.84%
    Cherry 54.43%
    Anisic 52.85%

    Scent© AI

  • Properties

    XLogP3-AA
    1.8

    Molecular weight
    162.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 58 - 59 °C

    Boiling point

    • 160.00 °C. @ 3.00 mm Hg

    Flash point est.
    125.03 ˚C

    Solubility expt.

    • insoluble in water; soluble in fats
    • moderately soluble (in ethanol)

  • Synonyms

    • 4-Methoxycinnamaldehyde
    • 24680-50-0
    • 1963-36-6
    • trans-p-Methoxycinnamaldehyde
    • 3-(4-methoxyphenyl)acrylaldehyde
    • p-Methoxycinnamaldehyde
    • (E)-3-(4-Methoxyphenyl)acrylaldehyde
    • trans-4-Methoxycinnamaldehyde
    • 2-propenal, 3-(4-methoxyphenyl)-, (2E)-
    • 3-(4-Methoxyphenyl)-2-propenal
    • p-Methoxycinnamic aldehyde
    • p-Methoxy cinnamaldehyde
    • Methoxycinnamaldehyde, p-
    • (E)-3-(4-methoxyphenyl)prop-2-enal
    • Cinnamaldehyde, p-methoxy-
    • NSC-134287
    • Cinnamaldehyde, p-methoxy-, (E)-
    • para-Methoxy cinnamic aldehyde
    • (2E)-3-(4-methoxyphenyl)acrylaldehyde
    • FEMA No. 3567
    • (2E)-3-(4-methoxyphenyl)prop-2-enal
    • EINECS 217-807-0
    • NSC 26454
    • NSC-26454
    • (E)-4-methoxycinnamaldehyde
    • AI3-05957
    • 54098389BL
    • 2-Propenal, 3-(4-methoxyphenyl)-
    • (E)-3-(4-methoxyphenyl)-2-propenal
    • MFCD00017343
    • UNII-54098389BL
    • p-Methoxycinnaldehyde
    • p-methoxy-cinnamaldehyde
    • 4-methoxy-cinnamaldehyde
    • Para-methoxy cinnamaldehyde
    • bmse010142
    • ghl.PD_Mitscher_leg0.403
    • SCHEMBL514958
    • trans-4-methoxy cinnamaldehyde
    • CHEMBL452173
    • DTXSID1044308
    • DTXSID7042300
    • CHEBI:196005
    • Cinnamaldehyde, p-methoxy-(8CI)
    • Cinnamaldehyde, p-methoxy- (8CI)
    • HY-W013605A
    • NSC26454
    • ZAA68050
    • NSC134287
    • AKOS015851928
    • AT28551
    • FS-4297
    • (E)-3-(4-methoxyphenyl)-acrylaldehyde
    • (2E)-3-(4-Methoxyphenyl)-2-propenal
    • 3-(4-Methoxyphenyl)-(2E)-2-propenal
    • NCGC00171001-01
    • DA-49728
    • (2E)-3-(4-Methoxyphenyl)-2-propenal #
    • CS-0144244
    • M1012
    • NS00012819
    • EN300-96338
    • PK04_096267
    • D82618
    • trans-p-Methoxycinnamaldehyde, >=98%, stabilized
    • trans-p-Methoxycinnamaldehyde, analytical standard
    • BRD-K19243101-001-01-6
    • Q15410215
    • 679-263-4

  • Applications

    p-METHOXYCINNAMALDEHYDE (CAS 1963-36-6) is primarily used as a versatile synthetic intermediate: a building block for UV-absorbing cinnamate esters, coumarins, chalcones, hydrazones/oximes and diverse heterocycles, and as a benchmark enal in Michael 1,4-additions, Diels–Alder, asymmetric aldol, and Schiff-base formation; a flavor and fragrance ingredient imparting sweet, warm, spicy, anisic nuances to perfumes, flavors, soaps, and detergents; an analytical standard/substrate in organocatalysis and stereocontrol studies; a precursor for photoresponsive polymers, UV-curable coatings, and surface functionalization via imine chemistry; and it has been investigated for potential antimicrobial, antioxidant, anti-tyrosinase, and anti-inflammatory activities in vitro/in vivo, as well as for chemosensors and metal–organic ligand design.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 159.21
    methanol 160.65
    isopropanol 85.11
    water 0.39
    ethyl acetate 429.13
    n-propanol 97.95
    acetone 144.58
    n-butanol 71.99
    acetonitrile 242.87
    DMF 120.43
    toluene 108.13
    isobutanol 51.84
    1,4-dioxane 605.01
    methyl acetate 308.13
    THF 359.48
    2-butanone 168.22
    n-pentanol 55.01
    sec-butanol 61.51
    n-hexane 2.59
    ethylene glycol 69.74
    NMP 87.1
    cyclohexane 6.81
    DMSO 337.2
    n-butyl acetate 107.98
    n-octanol 21.1
    chloroform 473.42
    n-propyl acetate 116.74
    acetic acid 164.88
    dichloromethane 640.81
    cyclohexanone 140.53
    propylene glycol 80.89
    isopropyl acetate 124.66
    DMAc 170.22
    2-ethoxyethanol 203.54
    isopentanol 55.31
    n-heptane 6.46
    ethyl formate 121.7
    1,2-dichloroethane 397.48
    n-hexanol 53.61
    2-methoxyethanol 305.55
    isobutyl acetate 64.63
    tetrachloromethane 34.64
    n-pentyl acetate 40.68
    transcutol 731.6
    n-heptanol 20.82
    ethylbenzene 38.74
    MIBK 67.25
    2-propoxyethanol 150.84
    tert-butanol 134.53
    MTBE 110.22
    2-butoxyethanol 64.5
    propionic acid 124.07
    o-xylene 51.01
    formic acid 93.49
    diethyl ether 189.9
    m-xylene 51.12
    p-xylene 43.67
    chlorobenzene 112.3
    dimethyl carbonate 99.82
    n-octane 2.97
    formamide 197.11
    cyclopentanone 162.25
    2-pentanone 109.43
    anisole 137.86
    cyclopentyl methyl ether 123.97
    gamma-butyrolactone 279.11
    1-methoxy-2-propanol 181.14
    pyridine 306.8
    3-pentanone 105.99
    furfural 264.53
    n-dodecane 3.39
    diethylene glycol 181.49
    diisopropyl ether 36.4
    tert-amyl alcohol 77.52
    acetylacetone 181.29
    n-hexadecane 3.81
    acetophenone 97.15
    methyl propionate 227.58
    isopentyl acetate 89.01
    trichloroethylene 661.84
    n-nonanol 22.17
    cyclohexanol 58.62
    benzyl alcohol 89.9
    2-ethylhexanol 35.94
    isooctanol 19.66
    dipropyl ether 69.23
    1,2-dichlorobenzene 93.71
    ethyl lactate 57.26
    propylene carbonate 133.51
    n-methylformamide 126.06
    2-pentanol 46.35
    n-pentane 2.78
    1-propoxy-2-propanol 91.09
    1-methoxy-2-propyl acetate 155.09
    2-(2-methoxypropoxy) propanol 112.49
    mesitylene 30.71
    ε-caprolactone 150.73
    p-cymene 26.74
    epichlorohydrin 488.8
    1,1,1-trichloroethane 236.61
    2-aminoethanol 97.8
    morpholine-4-carbaldehyde 238.11
    sulfolane 238.49
    2,2,4-trimethylpentane 4.13
    2-methyltetrahydrofuran 215.26
    n-hexyl acetate 55.85
    isooctane 3.5
    2-(2-butoxyethoxy)ethanol 140.92
    sec-butyl acetate 79.5
    tert-butyl acetate 121.31
    decalin 7.88
    glycerin 127.78
    diglyme 297.81
    acrylic acid 113.79
    isopropyl myristate 32.17
    n-butyric acid 132.87
    acetyl acetate 177.43
    di(2-ethylhexyl) phthalate 32.18
    ethyl propionate 119.83
    nitromethane 369.65
    1,2-diethoxyethane 210.87
    benzonitrile 94.39
    trioctyl phosphate 19.69
    1-bromopropane 131.19
    gamma-valerolactone 255.68
    n-decanol 18.63
    triethyl phosphate 57.35
    4-methyl-2-pentanol 27.86
    propionitrile 155.26
    vinylene carbonate 134.72
    1,1,2-trichlorotrifluoroethane 246.66
    DMS 117.29
    cumene 26.73
    2-octanol 13.84
    2-hexanone 79.78
    octyl acetate 34.98
    limonene 35.37
    1,2-dimethoxyethane 295.96
    ethyl orthosilicate 55.13
    tributyl phosphate 30.33
    diacetone alcohol 117.3
    N,N-dimethylaniline 70.65
    acrylonitrile 199.25
    aniline 129.55
    1,3-propanediol 134.11
    bromobenzene 122.94
    dibromomethane 317.72
    1,1,2,2-tetrachloroethane 399.79
    2-methyl-cyclohexyl acetate 68.5
    tetrabutyl urea 39.9
    diisobutyl methanol 28.55
    2-phenylethanol 77.26
    styrene 60.15
    dioctyl adipate 55.91
    dimethyl sulfate 133.8
    ethyl butyrate 100.83
    methyl lactate 82.56
    butyl lactate 36.7
    diethyl carbonate 88.7
    propanediol butyl ether 55.62
    triethyl orthoformate 75.75
    p-tert-butyltoluene 25.7
    methyl 4-tert-butylbenzoate 73.91
    morpholine 473.84
    tert-butylamine 61.92
    n-dodecanol 16.69
    dimethoxymethane 237.13
    ethylene carbonate 113.12
    cyrene 90.97
    2-ethoxyethyl acetate 111.46
    2-ethylhexyl acetate 72.3
    1,2,4-trichlorobenzene 125.74
    4-methylpyridine 174.27
    dibutyl ether 49.82
    2,6-dimethyl-4-heptanol 28.55
    DEF 126.35
    dimethyl isosorbide 185.64
    tetrachloroethylene 228.47
    eugenol 77.13
    triacetin 105.3
    span 80 62.66
    1,4-butanediol 47.22
    1,1-dichloroethane 276.61
    2-methyl-1-pentanol 47.45
    methyl formate 114.91
    2-methyl-1-butanol 48.2
    n-decane 4.61
    butyronitrile 100.29
    3,7-dimethyl-1-octanol 30.46
    1-chlorooctane 19.83
    1-chlorotetradecane 10.79
    n-nonane 4.08
    undecane 3.87
    tert-butylcyclohexane 7.75
    cyclooctane 3.33
    cyclopentanol 59.84
    tetrahydropyran 274.15
    tert-amyl methyl ether 75.51
    2,5,8-trioxanonane 222.63
    1-hexene 18.23
    2-isopropoxyethanol 117.31
    2,2,2-trifluoroethanol 68.94
    methyl butyrate 124.17

    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
Basil (Comoro Islands) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.4%
Basil (Madagascar) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.5%
Basil (Nigeria) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.67%
Basil (Pakistan) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.35%
Basil (Vietnam) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.22%
Tarragon (Italy) 1 8016-88-4 Artemisia dracunculus L. (French type), fam. Asteraceae (Compositae) 0.11%
Basil (Madagascar) 2 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.24%
Tagetes lucida Tagetes lucida Cav. ssp. lucida, fam. Asteraceae (Compositae) 0.01%
Tarragon (Italy) 3 8016-88-4 Artemisia dracunculus L. (French type), fam. Asteraceae (Compositae) 0.1%