3,5-Dimethoxytoluene

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  • Identifiers

    CAS number
    4179-19-5

    Molecular formula
    C9H12O2

    SMILES
    CC1=CC(=CC(=C1)OC)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fruity 65.36%
    Sweet 60.44%
    Floral 51.06%
    Spicy 47.4%
    Phenolic 46.43%
    Woody 44.06%
    Earthy 36.52%
    Nutty 35.54%
    Powdery 34.16%
    Vanilla 32.64%

    Scent© AI

  • Properties

    XLogP3-AA
    2.2

    Molecular weight
    152.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    232°C

    Flash point est.
    80.12 ˚C

  • Synonyms

    • 3,5-Dimethoxytoluene
    • 4179-19-5
    • 1,3-Dimethoxy-5-methylbenzene
    • Orcinol dimethyl ether
    • Benzene, 1,3-dimethoxy-5-methyl-
    • 5-Methylresorcinol dimethyl ether
    • Toluene, 3,5-dimethoxy-
    • 3,5-dimethoxy toluene
    • MFCD00015435
    • 1,3-dimethoxy-5-methyl-benzene
    • EINECS 224-048-9
    • NSC 72352
    • AI3-21137
    • 1,5-dimethoxy-3-methylbenzene
    • 5-methyl-1,3-dimethoxybenzene
    • 1-Methyl-3,5-dimethoxybenzene
    • DTXSID8063339
    • CHEBI:141217
    • NSC-72352
    • 1,3-Dimethoxy-5-methylbenzene; 1-Methyl-3,5-dimethoxybenzene; 5-Methyl-1,3-dimethoxybenzene ; 5-Methylresorcinol Dimethyl Ether; NSC 72352; Orcinol Dimethyl Ether
    • 3,5-dimethoxy-toluene
    • L7P9D5C5RG
    • SCHEMBL12501
    • 3,5-Dimethoxytoluene, 98%
    • 2,4-dimethoxy-6-methylbenzene
    • Benzene,3-dimethoxy-5-methyl-
    • DTXCID0039988
    • BCP30604
    • NSC72352
    • AKOS006222974
    • CS-W010951
    • FO71211
    • FS-1194
    • HY-W010235
    • SY049574
    • DB-050807
    • D2526
    • NS00012260
    • EN300-103512
    • 1,3-Dimethoxy-5-methylbenzene pound>>Orcinol dimethyl ether pound>>5-Methylresorcinol dimethyl ether
    • 224-048-9

  • Applications

    3,5-Dimethoxytoluene (CAS 4179-19-5) is an electron-rich aromatic building block widely used as a synthetic intermediate: the two methoxy groups activate the ring toward electrophilic substitution (e.g., halogenation, sulfonation, Friedel–Crafts acylation) to introduce handles for cross-coupling; the benzylic methyl is readily oxidized to the corresponding aldehyde/acid (e.g., 3,5-dimethoxybenzaldehyde) or further functionalized; it also undergoes demethylation to give 3,5-dihydroxytoluene, making it a versatile precursor for pharmaceutical and agrochemical intermediates, fragrance/flavor (anisic) ingredients, dyes/pigments, UV absorbers, and specialty materials (liquid-crystal precursors, functional monomers), and it is also used as a reference standard in GC/LC-MS method development and in studies of benzylic oxidation.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 603.19
    methanol 573.71
    isopropanol 524.24
    water 7.61
    ethyl acetate 505.17
    n-propanol 556.43
    acetone 724.51
    n-butanol 388.3
    acetonitrile 702.65
    DMF 1337.63
    toluene 262.52
    isobutanol 393.68
    1,4-dioxane 1185.44
    methyl acetate 666.97
    THF 1122.69
    2-butanone 514.78
    n-pentanol 239.88
    sec-butanol 442.15
    n-hexane 72.69
    ethylene glycol 503.64
    NMP 674.61
    cyclohexane 187.49
    DMSO 1033.7
    n-butyl acetate 218.28
    n-octanol 203.87
    chloroform 1699.26
    n-propyl acetate 229.79
    acetic acid 539.92
    dichloromethane 1510.15
    cyclohexanone 648.68
    propylene glycol 533.4
    isopropyl acetate 218.15
    DMAc 733.56
    2-ethoxyethanol 439.13
    isopentanol 242.47
    n-heptane 101.55
    ethyl formate 499.3
    1,2-dichloroethane 783.77
    n-hexanol 323.62
    2-methoxyethanol 967.87
    isobutyl acetate 151.63
    tetrachloromethane 378.67
    n-pentyl acetate 149.68
    transcutol 497.48
    n-heptanol 157.4
    ethylbenzene 162.1
    MIBK 202.69
    2-propoxyethanol 502.85
    tert-butanol 572.2
    MTBE 356.59
    2-butoxyethanol 245.67
    propionic acid 578.76
    o-xylene 204.89
    formic acid 205.38
    diethyl ether 374.17
    m-xylene 195.79
    p-xylene 208.11
    chlorobenzene 361.57
    dimethyl carbonate 313.32
    n-octane 48.58
    formamide 316.25
    cyclopentanone 791.19
    2-pentanone 367.52
    anisole 340.27
    cyclopentyl methyl ether 476.43
    gamma-butyrolactone 933.0
    1-methoxy-2-propanol 687.28
    pyridine 615.43
    3-pentanone 337.33
    furfural 793.5
    n-dodecane 44.04
    diethylene glycol 561.7
    diisopropyl ether 113.08
    tert-amyl alcohol 419.2
    acetylacetone 443.03
    n-hexadecane 49.07
    acetophenone 274.31
    methyl propionate 541.61
    isopentyl acetate 171.32
    trichloroethylene 1300.26
    n-nonanol 173.4
    cyclohexanol 469.1
    benzyl alcohol 290.41
    2-ethylhexanol 186.33
    isooctanol 125.26
    dipropyl ether 231.74
    1,2-dichlorobenzene 341.09
    ethyl lactate 225.98
    propylene carbonate 535.48
    n-methylformamide 707.0
    2-pentanol 269.4
    n-pentane 84.14
    1-propoxy-2-propanol 321.11
    1-methoxy-2-propyl acetate 270.99
    2-(2-methoxypropoxy) propanol 235.02
    mesitylene 131.31
    ε-caprolactone 548.28
    p-cymene 121.22
    epichlorohydrin 999.63
    1,1,1-trichloroethane 892.49
    2-aminoethanol 542.8
    morpholine-4-carbaldehyde 820.32
    sulfolane 1005.86
    2,2,4-trimethylpentane 45.35
    2-methyltetrahydrofuran 666.11
    n-hexyl acetate 261.54
    isooctane 34.6
    2-(2-butoxyethoxy)ethanol 302.27
    sec-butyl acetate 144.32
    tert-butyl acetate 229.43
    decalin 83.81
    glycerin 621.93
    diglyme 573.27
    acrylic acid 514.75
    isopropyl myristate 126.48
    n-butyric acid 495.13
    acetyl acetate 298.13
    di(2-ethylhexyl) phthalate 119.29
    ethyl propionate 244.41
    nitromethane 947.98
    1,2-diethoxyethane 206.31
    benzonitrile 347.96
    trioctyl phosphate 103.03
    1-bromopropane 420.41
    gamma-valerolactone 878.23
    n-decanol 142.52
    triethyl phosphate 148.19
    4-methyl-2-pentanol 137.11
    propionitrile 513.36
    vinylene carbonate 542.74
    1,1,2-trichlorotrifluoroethane 780.34
    DMS 260.65
    cumene 125.43
    2-octanol 131.09
    2-hexanone 218.94
    octyl acetate 170.37
    limonene 176.67
    1,2-dimethoxyethane 700.36
    ethyl orthosilicate 126.23
    tributyl phosphate 110.76
    diacetone alcohol 322.56
    N,N-dimethylaniline 237.35
    acrylonitrile 658.71
    aniline 337.89
    1,3-propanediol 573.4
    bromobenzene 391.21
    dibromomethane 990.6
    1,1,2,2-tetrachloroethane 1080.99
    2-methyl-cyclohexyl acetate 180.07
    tetrabutyl urea 149.75
    diisobutyl methanol 117.3
    2-phenylethanol 253.51
    styrene 200.04
    dioctyl adipate 180.9
    dimethyl sulfate 468.39
    ethyl butyrate 202.9
    methyl lactate 380.58
    butyl lactate 154.24
    diethyl carbonate 183.66
    propanediol butyl ether 264.61
    triethyl orthoformate 152.54
    p-tert-butyltoluene 123.58
    methyl 4-tert-butylbenzoate 250.83
    morpholine 1095.25
    tert-butylamine 337.66
    n-dodecanol 119.55
    dimethoxymethane 744.48
    ethylene carbonate 439.86
    cyrene 268.22
    2-ethoxyethyl acetate 205.47
    2-ethylhexyl acetate 144.41
    1,2,4-trichlorobenzene 401.35
    4-methylpyridine 526.5
    dibutyl ether 176.12
    2,6-dimethyl-4-heptanol 117.3
    DEF 454.41
    dimethyl isosorbide 381.96
    tetrachloroethylene 712.45
    eugenol 227.72
    triacetin 264.44
    span 80 223.01
    1,4-butanediol 270.19
    1,1-dichloroethane 843.04
    2-methyl-1-pentanol 171.42
    methyl formate 698.48
    2-methyl-1-butanol 269.46
    n-decane 66.0
    butyronitrile 441.19
    3,7-dimethyl-1-octanol 159.55
    1-chlorooctane 175.27
    1-chlorotetradecane 83.84
    n-nonane 69.57
    undecane 52.69
    tert-butylcyclohexane 72.8
    cyclooctane 70.5
    cyclopentanol 579.15
    tetrahydropyran 793.32
    tert-amyl methyl ether 268.27
    2,5,8-trioxanonane 431.37
    1-hexene 170.69
    2-isopropoxyethanol 296.34
    2,2,2-trifluoroethanol 272.16
    methyl butyrate 324.33

    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
Daffodil flower headspace Narcissus pseudonarcissus L., fam. Amaryllidaceae 1.0%
Olibanum, African (Oman) 8016-36-2 Boswellia frereana Birdwood, fam. Burseraceae 0.01%