2,4,5-Trimethoxybenzaldehyde

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    4460-86-0

    Molecular formula
    C10H12O4

    SMILES
    COC1=CC(=C(C=C1C=O)OC)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Sweet 81.05%
    Vanilla 68.65%
    Floral 59.87%
    Spicy 59.59%
    Woody 46.77%
    Green 43.91%
    Powdery 43.4%
    Phenolic 41.33%
    Anisic 40.79%
    Herbal 40.48%

    Scent© AI

  • Properties

    XLogP3-AA
    1.3

    Molecular weight
    196.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 234 to 237 °F (NTP, 1992)
    • 114 °C

    Boiling point

    • 284 °F at 4 mmHg (Sublimes) (NTP, 1992)

    Flash point est.
    122.6 ˚C

    Solubility expt.

    • less than 1 mg/mL at 72 °F (NTP, 1992)
    • Soluble in water, ethyl ether, chloroform, ligroin

  • Synonyms

    • 2,4,5-TRIMETHOXYBENZALDEHYDE
    • 4460-86-0
    • Asaraldehyde
    • Asaronaldehyde
    • Asarylaldehyde
    • Azarylaldehyde
    • Benzaldehyde, 2,4,5-trimethoxy-
    • Gazarin
    • 3,4,6-Trimethoxybenzaldehyde
    • 14374-62-0
    • NSC 89299
    • NCI-C61632
    • MFCD00003312
    • CCRIS 1296
    • 2,4,5-trimethoxy-benzaldehyde
    • HSDB 4502
    • UNII-NDU8J2Q00D
    • EINECS 224-713-3
    • 2,4,5-trimethoxylbenzaldehyde
    • BRN 1951403
    • DTXSID1022217
    • AI3-36671
    • NSC-89299
    • NDU8J2Q00D
    • DTXCID702217
    • 2,4,5-Trimethoxy benzaldehyde
    • 4-08-00-02715 (Beilstein Handbook Reference)
    • NCGC00091253-05
    • TRIMETHOXYBENZALDEHYDE, 2,4,5-
    • 2,4,5-TRIMETHOXYBENZALDEHYDE [HSDB]
    • SMR000112148
    • Acrolein(Propenal)
    • Spectrum_000818
    • Asaraldehyde (Standard)
    • Spectrum2_000386
    • Spectrum3_000170
    • Spectrum4_001759
    • Spectrum5_000618
    • 2,5-Trimethoxybenzaldehyde
    • 3,6-Trimethoxybenzaldehyde
    • 3,4,6Trimethoxybenzaldehyde
    • Asaraldehyde (Asaronaldehyde)
    • BSPBio_001639
    • KBioGR_002238
    • KBioSS_001298
    • SPECTRUM200208
    • MLS002473312
    • MLS002695891
    • MLS006011864
    • 2,4,5-Trimethoxybenzaldheyde
    • SCHEMBL333451
    • SPBio_000571
    • 2,4,5-Trimethoxy-benzaldehyd
    • 3,4, 6-Trimethoxybenzaldehyde
    • Benzaldehyde, 2,4,5trimethoxy
    • CHEMBL1164301
    • 2,4,5-tri-methoxy benzaldehyde
    • KBio2_001298
    • KBio2_003866
    • KBio2_006434
    • KBio3_001139
    • CHEBI:113543
    • Asarylaldehyde, analytical standard
    • BCPP000436
    • HMS1922P08
    • HMS2268O16
    • HMS3656M12
    • HMS3884N06
    • BCP02914
    • NSC89299
    • Tox21_400070
    • BBL011033
    • CCG-38657
    • CK2093
    • s2531
    • STK802187
    • 2,4,5-Trimethoxybenzaldehyde, 98%
    • AKOS000119399
    • AC-4247
    • BCP9000230
    • CS-6035
    • FT71343
    • HY-100580R
    • PS-6109
    • SDCCGMLS-0066425.P001
    • NCGC00091253-01
    • NCGC00091253-02
    • NCGC00091253-03
    • NCGC00091253-04
    • NCGC00091253-06
    • NCGC00091253-07
    • SY015794
    • 2,4,5-Trimethoxybenzaldehyde, 9CI, 8CI
    • BCP0726000304
    • CAS-4460-86-0
    • DB-051236
    • HY-100580
    • NS00015122
    • SW219241-1
    • T1172
    • EN300-20248
    • AP-065/41884113
    • SR-05000002433
    • SR-05000002433-1
    • BRD-K88219015-001-02-5
    • BRD-K88219015-001-05-8
    • BRD-K88219015-001-10-8
    • Q27194435
    • F2190-0582
    • Z104477478
    • 2,4,5-TRIHYDROXYBENZALDEHYDE, 2,4,5-TRIMETHYL ETHER
    • 2,4,5-Trimethoxybenzaldehyde, Vetec(TM) reagent grade, 98%

  • Applications

    2,4,5-Trimethoxybenzaldehyde (CAS 4460-86-0) is an electron-rich aromatic building block widely used as an intermediate for synthesizing pharmaceuticals, agrochemicals, and specialty chemicals, with its formyl group engaging in Schiff base, oxime/hydrazone, Knoevenagel, Wittig, and aldol reactions to furnish chalcones, cinnamates, styryl frameworks, and bioactive heterocycles; the 2,4,5-trimethoxyphenyl ring is a strong electron donor that helps tune solubility, lipophilicity, and target interactions; the compound also serves as a convenient precursor to the 2,4,5-trimethoxybenzyl protecting group in functional-group protection and as an electron-donating fragment to build push–pull conjugated systems for dyes, optoelectronic materials (emitters, fluorescent probes, nonlinear optical chromophores), and imine-based dynamic monomers/crosslinkers for smart polymers; additionally, it finds use as a fragrance intermediate for aromatic derivatives, a source of imine/hydrazone ligands in coordination chemistry, and a highly reactive model aldehyde in methodology development.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 25.45
    methanol 40.37
    isopropanol 14.85
    water 1.06
    ethyl acetate 152.76
    n-propanol 16.95
    acetone 178.89
    n-butanol 13.25
    acetonitrile 190.79
    DMF 231.9
    toluene 31.57
    isobutanol 12.34
    1,4-dioxane 219.9
    methyl acetate 184.81
    THF 278.95
    2-butanone 99.88
    n-pentanol 13.22
    sec-butanol 12.65
    n-hexane 2.84
    ethylene glycol 39.81
    NMP 256.21
    cyclohexane 11.32
    DMSO 361.5
    n-butyl acetate 73.43
    n-octanol 13.14
    chloroform 338.6
    n-propyl acetate 87.99
    acetic acid 152.69
    dichloromethane 494.32
    cyclohexanone 176.7
    propylene glycol 12.88
    isopropyl acetate 66.76
    DMAc 209.02
    2-ethoxyethanol 77.5
    isopentanol 14.72
    n-heptane 5.2
    ethyl formate 153.9
    1,2-dichloroethane 317.12
    n-hexanol 19.62
    2-methoxyethanol 128.14
    isobutyl acetate 44.46
    tetrachloromethane 73.07
    n-pentyl acetate 34.75
    transcutol 95.74
    n-heptanol 13.41
    ethylbenzene 29.95
    MIBK 40.03
    2-propoxyethanol 69.52
    tert-butanol 33.15
    MTBE 36.25
    2-butoxyethanol 37.62
    propionic acid 69.36
    o-xylene 37.43
    formic acid 86.52
    diethyl ether 47.25
    m-xylene 27.03
    p-xylene 41.82
    chlorobenzene 93.71
    dimethyl carbonate 112.36
    n-octane 2.6
    formamide 193.57
    cyclopentanone 259.99
    2-pentanone 65.85
    anisole 86.02
    cyclopentyl methyl ether 82.05
    gamma-butyrolactone 460.05
    1-methoxy-2-propanol 54.71
    pyridine 171.41
    3-pentanone 70.9
    furfural 412.22
    n-dodecane 2.42
    diethylene glycol 89.86
    diisopropyl ether 15.42
    tert-amyl alcohol 24.83
    acetylacetone 161.56
    n-hexadecane 2.9
    acetophenone 104.95
    methyl propionate 122.23
    isopentyl acetate 59.49
    trichloroethylene 549.25
    n-nonanol 13.15
    cyclohexanol 32.17
    benzyl alcohol 59.95
    2-ethylhexanol 20.99
    isooctanol 12.85
    dipropyl ether 33.93
    1,2-dichlorobenzene 123.02
    ethyl lactate 47.16
    propylene carbonate 216.11
    n-methylformamide 164.96
    2-pentanol 9.92
    n-pentane 2.38
    1-propoxy-2-propanol 40.88
    1-methoxy-2-propyl acetate 82.27
    2-(2-methoxypropoxy) propanol 44.39
    mesitylene 22.17
    ε-caprolactone 161.26
    p-cymene 24.15
    epichlorohydrin 402.3
    1,1,1-trichloroethane 255.79
    2-aminoethanol 27.79
    morpholine-4-carbaldehyde 260.67
    sulfolane 419.87
    2,2,4-trimethylpentane 2.84
    2-methyltetrahydrofuran 139.19
    n-hexyl acetate 41.13
    isooctane 1.97
    2-(2-butoxyethoxy)ethanol 45.03
    sec-butyl acetate 47.66
    tert-butyl acetate 71.41
    decalin 8.24
    glycerin 43.35
    diglyme 135.1
    acrylic acid 99.94
    isopropyl myristate 20.41
    n-butyric acid 71.54
    acetyl acetate 154.12
    di(2-ethylhexyl) phthalate 25.03
    ethyl propionate 85.26
    nitromethane 490.0
    1,2-diethoxyethane 50.51
    benzonitrile 99.22
    trioctyl phosphate 16.85
    1-bromopropane 65.25
    gamma-valerolactone 314.48
    n-decanol 10.52
    triethyl phosphate 58.68
    4-methyl-2-pentanol 9.18
    propionitrile 84.56
    vinylene carbonate 233.59
    1,1,2-trichlorotrifluoroethane 278.21
    DMS 90.36
    cumene 23.14
    2-octanol 9.21
    2-hexanone 57.28
    octyl acetate 25.24
    limonene 31.27
    1,2-dimethoxyethane 179.79
    ethyl orthosilicate 46.34
    tributyl phosphate 24.15
    diacetone alcohol 65.52
    N,N-dimethylaniline 58.13
    acrylonitrile 155.34
    aniline 59.17
    1,3-propanediol 39.06
    bromobenzene 102.7
    dibromomethane 246.11
    1,1,2,2-tetrachloroethane 343.87
    2-methyl-cyclohexyl acetate 60.38
    tetrabutyl urea 33.11
    diisobutyl methanol 15.34
    2-phenylethanol 53.85
    styrene 38.35
    dioctyl adipate 39.59
    dimethyl sulfate 203.15
    ethyl butyrate 75.45
    methyl lactate 61.34
    butyl lactate 26.07
    diethyl carbonate 74.92
    propanediol butyl ether 23.7
    triethyl orthoformate 54.1
    p-tert-butyltoluene 22.34
    methyl 4-tert-butylbenzoate 63.16
    morpholine 168.24
    tert-butylamine 18.7
    n-dodecanol 8.76
    dimethoxymethane 154.6
    ethylene carbonate 179.58
    cyrene 85.01
    2-ethoxyethyl acetate 62.58
    2-ethylhexyl acetate 50.95
    1,2,4-trichlorobenzene 143.23
    4-methylpyridine 119.61
    dibutyl ether 21.1
    2,6-dimethyl-4-heptanol 15.34
    DEF 111.8
    dimethyl isosorbide 123.08
    tetrachloroethylene 263.3
    eugenol 57.24
    triacetin 68.32
    span 80 30.01
    1,4-butanediol 17.05
    1,1-dichloroethane 178.38
    2-methyl-1-pentanol 15.13
    methyl formate 225.64
    2-methyl-1-butanol 12.65
    n-decane 3.69
    butyronitrile 59.42
    3,7-dimethyl-1-octanol 15.14
    1-chlorooctane 15.4
    1-chlorotetradecane 7.73
    n-nonane 3.4
    undecane 2.92
    tert-butylcyclohexane 6.05
    cyclooctane 4.15
    cyclopentanol 45.74
    tetrahydropyran 106.8
    tert-amyl methyl ether 31.87
    2,5,8-trioxanonane 87.3
    1-hexene 10.1
    2-isopropoxyethanol 47.08
    2,2,2-trifluoroethanol 129.95
    methyl butyrate 109.34

    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
Carrot seed (Japan) 8015-88-1 Daucus carota L., fam. Apiaceae (Umbelliferae) 6.08%
Orthodon dianthera (Vietnam) Orthodon dianthera Maxim. (Mosla dianthera Maxim.), fam. Lamiaceae 0.1%
Calamus (India) 3 root 8015-79-0 Acorus calamus L., fam. Araceae 8.08%