1,2-Dimethoxybenzene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    91-16-7

    Molecular formula
    C8H10O2

    SMILES
    COC1=CC=CC=C1OC

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1150.0
    • Carbowax: 1695.0

  • Odor profile

    Sweet 81.94%
    Phenolic 70.1%
    Nutty 67.03%
    Earthy 64.76%
    Vanilla 60.2%
    Anisic 50.06%
    Musty 46.94%
    Smoky 46.56%
    Medicinal 41.8%
    Spicy 40.92%

    Scent© AI

  • Properties

    XLogP3-AA
    1.6

    Molecular weight
    138.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • 22.5 °C

    Boiling point

    • 206.00 °C. @ 760.00 mm Hg

    Flash point est.
    68.94 ˚C

    Solubility expt.

    • Insoluble in water
    • soluble (in ethanol)

  • Synonyms

    • 1,2-Dimethoxybenzene
    • Veratrole
    • 91-16-7
    • Veratrol
    • O-DIMETHOXYBENZENE
    • Pyrocatechol dimethyl ether
    • Catechol dimethyl ether
    • Benzene, 1,2-dimethoxy-
    • 2-Methoxyanisole
    • 2-Dimethoxybenzol
    • O,O-Dimethyl catechol
    • Synthol
    • Benzene, o-dimethoxy-
    • Brenzkatechindimethylether
    • FEMA No. 3799
    • Orthodimethoxybenzene
    • methylguaiacol
    • MFCD00008357
    • Dimethylether pyrokatechinu
    • EINECS 202-045-3
    • UNII-61WJZ2Q41I
    • NSC 16934
    • o-dimethoxy-benzene
    • 61WJZ2Q41I
    • DIMETHOXYBENZENE
    • DTXSID7047065
    • CHEBI:59114
    • AI3-02281
    • 1,2-dimethoxy-benzene
    • VERATROLE [MI]
    • NSC-16934
    • ortho-dimethyl hydroquinone
    • VERATROL [WHO-DD]
    • CHEMBL1668603
    • DTXCID5027065
    • EC 202-045-3
    • 1,2-DIMETHOXYBENZENE [FHFI]
    • Veratrole (1,2-Dimethoxybenzene)
    • 1,2-Dimethoxybenzene puriss.
    • Guaiacol methylether
    • 1,2-dimethoxy benzene
    • 1,2-Dimethoxybenzene (veratrole)
    • Dimethylether pyrokatechinu [Czech]
    • 2Methoxyanisole
    • 2Dimethoxybenzol
    • oDimethoxybenzene
    • dimethoxy benzene
    • Guaiacol Imp. C (EP); 1,2-Dimethoxybenzene; Veratrole; Guaiacol Impurity C
    • Benzene, odimethoxy
    • 1,2Dimethoxybenzene
    • catechol dimethylether
    • O,ODimethyl catechol
    • Benzene, 1,2dimethoxy
    • bmse010219
    • NCIOpen2_004258
    • WLN: 1OR BO1
    • ghl.PD_Mitscher_leg0.397
    • Veratrole; o-Dimethoxybenzene
    • SCHEMBL105872
    • FEMA 3799
    • CS-B1822
    • HY-B1812
    • NSC16934
    • Tox21_302297
    • BBL011562
    • BDBM50336488
    • STL146732
    • 1,2-Dimethoxybenzene, >=99%, FG
    • AKOS000120951
    • CCG-327696
    • FD31519
    • CAS-91-16-7
    • NCGC00256103-01
    • AS-12860
    • SY001445
    • DB-013756
    • D0627
    • NS00006452
    • 1,2-Dimethoxybenzene, ReagentPlus(R), 99%
    • EN300-16122
    • D70447
    • 1,2-Dimethoxybenzene, puriss., >=99.0% (GC)
    • Q131994
    • 1,2-Dimethoxybenzene, Vetec(TM) reagent grade, 98%
    • Z53833941
    • F1908-0109
    • 202-045-3

  • Applications

    1,2-Dimethoxybenzene (also known as o-Dimethoxybenzene or veratrol, CAS 91-16-7) is a sweet-scented aromatic compound that finds broad applications in flavour, pharmaceutical and synthetic chemistry: in perfumery it serves as a key precursor for vanilla, sandalwood and oriental accords; in drug discovery it is an intermediate for antioxidants, antifungals, anti-inflammatory agents and bronchodilators; in dye and agrochemical manufacture it acts as a scaffold for azo, anthraquinone colorants and selective herbicides; in materials chemistry it is employed to produce conducting polymers, free-radical stabilisers and corrosion-inhibiting additives; in catalysis research the molecule is a widely used probe to evaluate the oxidative activity of nanomaterials and laccase enzymes owing to its low oxidation potential; moreover it functions as a reference solvent in gas chromatography, a calibration standard in mass spectrometry, an electrochemical medium for electron-transfer studies, and a versatile building block for synthesising veratric acid used in skin-brightening cosmetics.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 471.33
    methanol 516.47
    isopropanol 392.27
    water 12.24
    ethyl acetate 1685.07
    n-propanol 441.38
    acetone 2238.72
    n-butanol 364.0
    acetonitrile 2333.81
    DMF 1855.2
    toluene 460.9
    isobutanol 343.39
    1,4-dioxane 3231.72
    methyl acetate 1846.92
    THF 2597.03
    2-butanone 1313.01
    n-pentanol 290.94
    sec-butanol 386.7
    n-hexane 189.33
    ethylene glycol 313.65
    NMP 1468.32
    cyclohexane 507.59
    DMSO 2358.07
    n-butyl acetate 839.7
    n-octanol 230.86
    chloroform 4664.66
    n-propyl acetate 1106.77
    acetic acid 1359.47
    dichloromethane 5272.5
    cyclohexanone 1894.85
    propylene glycol 195.44
    isopropyl acetate 797.69
    DMAc 950.57
    2-ethoxyethanol 833.75
    isopentanol 297.95
    n-heptane 160.62
    ethyl formate 1236.97
    1,2-dichloroethane 3553.84
    n-hexanol 289.49
    2-methoxyethanol 1199.39
    isobutyl acetate 496.73
    tetrachloromethane 1342.2
    n-pentyl acetate 479.38
    transcutol 1103.15
    n-heptanol 184.88
    ethylbenzene 328.99
    MIBK 506.14
    2-propoxyethanol 605.18
    tert-butanol 567.48
    MTBE 731.81
    2-butoxyethanol 359.8
    propionic acid 958.25
    o-xylene 334.56
    formic acid 504.62
    diethyl ether 1281.32
    m-xylene 327.05
    p-xylene 468.45
    chlorobenzene 1104.21
    dimethyl carbonate 765.4
    n-octane 85.09
    formamide 1060.0
    cyclopentanone 2487.01
    2-pentanone 1008.01
    anisole 755.31
    cyclopentyl methyl ether 1189.46
    gamma-butyrolactone 3404.25
    1-methoxy-2-propanol 706.36
    pyridine 1687.34
    3-pentanone 1012.97
    furfural 2197.7
    n-dodecane 60.41
    diethylene glycol 579.2
    diisopropyl ether 372.6
    tert-amyl alcohol 435.13
    acetylacetone 1369.31
    n-hexadecane 71.47
    acetophenone 664.67
    methyl propionate 1277.72
    isopentyl acetate 537.47
    trichloroethylene 5530.15
    n-nonanol 202.61
    cyclohexanol 571.07
    benzyl alcohol 429.59
    2-ethylhexanol 236.3
    isooctanol 157.53
    dipropyl ether 554.96
    1,2-dichlorobenzene 1105.88
    ethyl lactate 395.71
    propylene carbonate 1589.32
    n-methylformamide 1402.95
    2-pentanol 303.13
    n-pentane 168.61
    1-propoxy-2-propanol 412.71
    1-methoxy-2-propyl acetate 594.71
    2-(2-methoxypropoxy) propanol 304.83
    mesitylene 263.35
    ε-caprolactone 1597.34
    p-cymene 213.28
    epichlorohydrin 3350.02
    1,1,1-trichloroethane 3157.23
    2-aminoethanol 341.69
    morpholine-4-carbaldehyde 1713.4
    sulfolane 3304.32
    2,2,4-trimethylpentane 91.02
    2-methyltetrahydrofuran 1801.48
    n-hexyl acetate 618.42
    isooctane 68.88
    2-(2-butoxyethoxy)ethanol 402.63
    sec-butyl acetate 550.41
    tert-butyl acetate 754.67
    decalin 172.89
    glycerin 379.5
    diglyme 1121.57
    acrylic acid 1002.18
    isopropyl myristate 252.13
    n-butyric acid 983.56
    acetyl acetate 1162.54
    di(2-ethylhexyl) phthalate 166.97
    ethyl propionate 960.02
    nitromethane 3945.78
    1,2-diethoxyethane 721.01
    benzonitrile 839.09
    trioctyl phosphate 160.67
    1-bromopropane 1290.97
    gamma-valerolactone 2433.26
    n-decanol 157.27
    triethyl phosphate 335.04
    4-methyl-2-pentanol 163.96
    propionitrile 1257.32
    vinylene carbonate 1578.6
    1,1,2-trichlorotrifluoroethane 1794.85
    DMS 729.09
    cumene 222.52
    2-octanol 165.93
    2-hexanone 740.73
    octyl acetate 307.62
    limonene 301.92
    1,2-dimethoxyethane 1922.49
    ethyl orthosilicate 296.58
    tributyl phosphate 216.99
    diacetone alcohol 578.87
    N,N-dimethylaniline 406.0
    acrylonitrile 1646.2
    aniline 579.86
    1,3-propanediol 490.66
    bromobenzene 1268.9
    dibromomethane 3272.38
    1,1,2,2-tetrachloroethane 3785.1
    2-methyl-cyclohexyl acetate 396.35
    tetrabutyl urea 260.2
    diisobutyl methanol 175.81
    2-phenylethanol 333.5
    styrene 460.18
    dioctyl adipate 342.2
    dimethyl sulfate 1177.58
    ethyl butyrate 691.16
    methyl lactate 463.48
    butyl lactate 280.99
    diethyl carbonate 535.49
    propanediol butyl ether 266.85
    triethyl orthoformate 431.67
    p-tert-butyltoluene 211.0
    methyl 4-tert-butylbenzoate 407.38
    morpholine 2357.84
    tert-butylamine 374.64
    n-dodecanol 130.88
    dimethoxymethane 1358.39
    ethylene carbonate 1431.48
    cyrene 402.62
    2-ethoxyethyl acetate 627.39
    2-ethylhexyl acetate 467.65
    1,2,4-trichlorobenzene 1175.59
    4-methylpyridine 1220.17
    dibutyl ether 419.17
    2,6-dimethyl-4-heptanol 175.81
    DEF 1112.78
    dimethyl isosorbide 682.27
    tetrachloroethylene 2888.57
    eugenol 347.62
    triacetin 576.92
    span 80 258.18
    1,4-butanediol 256.07
    1,1-dichloroethane 2725.16
    2-methyl-1-pentanol 225.92
    methyl formate 1520.56
    2-methyl-1-butanol 287.5
    n-decane 99.31
    butyronitrile 986.92
    3,7-dimethyl-1-octanol 194.02
    1-chlorooctane 314.47
    1-chlorotetradecane 135.05
    n-nonane 109.13
    undecane 75.45
    tert-butylcyclohexane 141.91
    cyclooctane 201.9
    cyclopentanol 779.3
    tetrahydropyran 1962.71
    tert-amyl methyl ether 524.88
    2,5,8-trioxanonane 624.76
    1-hexene 363.59
    2-isopropoxyethanol 513.94
    2,2,2-trifluoroethanol 792.93
    methyl butyrate 1192.38

    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
Lilac headspace Syringa vulgaris L., fam. Oleaceae 0.1%
Massoia bark Cryptocaryo massoia, fam. Lauraceae 0.01%
Narcissus tazetta absolute 2 8023-75-4 Narcissus tazetta L., fam. Amaryllidaceae 0.1%
Daphne genkwa Daphne genkwa Sieb. et Zucc., fam. Thymelaeaceae 0.01%
Asparagus officinalis (China) stem Asparagus officinalis L., fam. Liliaceae 0.3%
Mullilam leaf (India) Zanthoxylum rhetsa D.C. syn. Z. limonella (Dennst.) Alston, fam. Rutaceae 0.1%
Birch, Sweet (USA - Pennsylvania) Betula lenta L., fam. Betulaceae 0.003%