1,4-Dimethoxybenzene

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  • Identifiers

    CAS number
    150-78-7

    Molecular formula
    C8H10O2

    SMILES
    COC1=CC=C(C=C1)OC

    Safety labels

    Acute Toxic
    Acute Toxic

    Retention indicies (RI)

    • DB5: 1163.0
    • Carbowax: 1742.25

  • Odor profile

    Sweet 87.25%
    Nutty 71.25%
    Phenolic 65.02%
    Anisic 63.22%
    Earthy 61.41%
    Green 49.22%
    Vanilla 46.82%
    Musty 42.33%
    Aromatic 38.85%
    Spicy 38.35%

    Scent© AI

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    6.34 (neutral)

    Molecular weight
    138.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • 133 °F (NTP, 1992)
    • 58-60 °C
    • 55 - 56 °C

    Boiling point

    • 414.7 °F at 760 mmHg (NTP, 1992)
    • 212.6 °C
    • 210.00 to 213.00 °C. @ 760.00 mm Hg
    • 212 °C

    Flash point est.
    77.83 ˚C

    Flash point expt.

    • 88 °C

    Solubility expt.

    • Slightly soluble (NTP, 1992)
    • SLIGHTLY SOL IN WATER; VERY SOL IN ETHER, BENZENE
    • 1:10 IN 95% ALCOHOL
    • SOL IN ACETONE
    • Solubility in water: none
    • Slightly soluble in water
    • soluble (in ethanol)

  • Synonyms

    • 1,4-Dimethoxybenzene
    • 150-78-7
    • p-Dimethoxybenzene
    • p-Methoxyanisole
    • Benzene, 1,4-dimethoxy-
    • HYDROQUINONE DIMETHYL ETHER
    • Benzene, p-dimethoxy-
    • Quinol dimethyl ether
    • Dimethylhydroquinone ether
    • 4-Methoxyanisole
    • Dimethyl ether hydroquinone
    • 1,4-Dimethoxybenzol
    • USAF AN-9
    • 1,4-dimethoxy-benzene
    • Dimethyl hydroquinone
    • Anisole, p-methoxy-
    • Methyl p-methoxyphenyl ether
    • 1,4-dimethoxy benzene
    • Dimethylether hydrochinonu
    • USAF uctl-1791
    • Dimethylhydroquinone
    • Hydroquinone, dimethyl ether
    • Dimethylolbenzimidazolon
    • FEMA No. 2386
    • CCRIS 5920
    • HSDB 4259
    • NSC 7483
    • p-Methoxy-Anisole
    • EINECS 205-771-9
    • UNII-24WC6T6X0G
    • MFCD00008401
    • p-Dimethoxy-Benzene
    • 4-Methoxyphenol, methyl ether
    • para-dimethoxybenzene
    • DTXSID0022014
    • AI3-24139
    • NSC-7483
    • para-dimethyl hydroquinone
    • Methyl 4-methoxyphenyl ether
    • BENZENE,1,4-DIMETHOXY
    • 24WC6T6X0G
    • DTXCID102014
    • 1,3-Bis(hydroxymethyl)-2-benzimidazolinone
    • P-DIMETHOXYBENZENE [FHFI]
    • EC 205-771-9
    • HYDROQUINONE DIMETHYL ETHER [HSDB]
    • 1, 3-Bis(hydroxymethyl)-2-benzimidazolinone
    • Dimethylolbenzimidazolon (german)
    • Dimethylolbenzimidazolon [German]
    • CAS-150-78-7
    • Dimethylether hydrochinonu [Czech]
    • pMethoxyanisole
    • pDimethoxybenzene
    • Anisole, pmethoxy
    • p-dimethoxy benzene
    • 1,4-Dimethoxybenzol; 4-Methoxyanisole; DMB;Hydroquinone Dimethyl Ether; Methyl 4-Methoxyphenyl Ether
    • 1,4Dimethoxybenzol
    • Benzene, pdimethoxy
    • 1,4dimethoxybenzene
    • 14-Dimethoxybenzene
    • Hydroquinone dimethyl
    • PDMXE
    • 1,4-di-methoxybenzene
    • Benzene, 1,4dimethoxy
    • p-Xylene dimethyl ether
    • hydroquinone dimethylether
    • Benzene, 1,4-dimetoxy-
    • Methyl pmethoxyphenyl ether
    • 1-Methoxy-4-methoxybenzene
    • SCHEMBL8489
    • WLN: 1OR DO1
    • MLS002454408
    • CHEMBL1668604
    • SCHEMBL12015220
    • BDBM36302
    • 1,4-Dimethoxybenzene (Standard)
    • NSC7483
    • CHEBI:179261
    • HMS2270C23
    • 1,4-Dimethoxybenzene, 99%, FG
    • HY-W015780R
    • STR02500
    • WLN: T56 BNVNJ B1Q D1Q
    • P-HYDROQUINONE DIMETHYL ETHER
    • Tox21_201333
    • Tox21_302782
    • STK065405
    • AKOS000119956
    • CS-W016496
    • HY-W015780
    • NCGC00091220-01
    • NCGC00091220-02
    • NCGC00091220-03
    • NCGC00256564-01
    • NCGC00258885-01
    • 1,4-Dimethoxybenzene, analytical standard
    • PD158325
    • SMR001252207
    • 2-Benzimidazolinone,3-bis(hydroxymethyl)-
    • DB-013768
    • D0629
    • NS00002609
    • 1,4-Dimethoxybenzene, ReagentPlus(R), 99%
    • EN300-16130
    • D70298
    • 1,4-Dimethoxybenzene Hydroquinone dimethyl ether
    • Q4545697
    • 1,4-Dimethoxybenzene, Vetec(TM) reagent grade, 98%
    • Z53833835
    • F1908-0181
    • 205-771-9
    • 215-317-1
    • 42500-66-3

  • Applications

    Because of its pleasant sweet aroma and chemical robustness, 1,4-Dimethoxybenzene (also known as p-dimethoxybenzene or hydroquinone dimethyl ether) finds numerous applications: as a fragrance ingredient adding warm, powdery notes to perfumes, soaps and deodorants; as a versatile intermediate in organic synthesis leading to hydroquinone, p-benzoquinone, anti-inflammatory drugs, fungicides and azo dyes; as a polymerization inhibitor and stabilizer in vinyl-ester, epoxy resins and UV-curable adhesives; as an antioxidant in transformer oils and bio-fuels to extend service life; and as a redox-active molecule explored in lithium-ion batteries, electrochemical sensors and photocatalytic electron-transfer studies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 46.93
    methanol 54.92
    isopropanol 33.6
    water 1.37
    ethyl acetate 221.08
    n-propanol 41.71
    acetone 155.72
    n-butanol 40.12
    acetonitrile 198.83
    DMF 171.37
    toluene 115.76
    isobutanol 33.32
    1,4-dioxane 484.04
    methyl acetate 209.38
    THF 458.95
    2-butanone 142.35
    n-pentanol 28.29
    sec-butanol 35.66
    n-hexane 20.76
    ethylene glycol 21.43
    NMP 311.03
    cyclohexane 54.32
    DMSO 216.82
    n-butyl acetate 100.81
    n-octanol 20.38
    chloroform 749.18
    n-propyl acetate 102.88
    acetic acid 166.76
    dichloromethane 798.9
    cyclohexanone 215.6
    propylene glycol 13.83
    isopropyl acetate 121.16
    DMAc 240.31
    2-ethoxyethanol 94.24
    isopentanol 41.59
    n-heptane 17.98
    ethyl formate 106.6
    1,2-dichloroethane 470.95
    n-hexanol 31.62
    2-methoxyethanol 151.45
    isobutyl acetate 65.03
    tetrachloromethane 164.94
    n-pentyl acetate 50.89
    transcutol 290.12
    n-heptanol 19.84
    ethylbenzene 62.85
    MIBK 69.88
    2-propoxyethanol 92.74
    tert-butanol 74.38
    MTBE 137.19
    2-butoxyethanol 56.1
    propionic acid 85.03
    o-xylene 86.91
    formic acid 76.39
    diethyl ether 185.07
    m-xylene 64.09
    p-xylene 82.28
    chlorobenzene 190.36
    dimethyl carbonate 108.4
    n-octane 6.66
    formamide 165.28
    cyclopentanone 279.57
    2-pentanone 101.94
    anisole 173.54
    cyclopentyl methyl ether 200.72
    gamma-butyrolactone 394.02
    1-methoxy-2-propanol 83.33
    pyridine 336.19
    3-pentanone 133.74
    furfural 392.69
    n-dodecane 5.31
    diethylene glycol 77.92
    diisopropyl ether 59.36
    tert-amyl alcohol 64.49
    acetylacetone 195.48
    n-hexadecane 6.29
    acetophenone 141.62
    methyl propionate 156.64
    isopentyl acetate 95.54
    trichloroethylene 867.29
    n-nonanol 22.39
    cyclohexanol 68.47
    benzyl alcohol 66.73
    2-ethylhexanol 31.67
    isooctanol 19.07
    dipropyl ether 89.96
    1,2-dichlorobenzene 213.55
    ethyl lactate 42.51
    propylene carbonate 194.27
    n-methylformamide 105.96
    2-pentanol 31.73
    n-pentane 17.94
    1-propoxy-2-propanol 60.03
    1-methoxy-2-propyl acetate 133.87
    2-(2-methoxypropoxy) propanol 83.04
    mesitylene 46.79
    ε-caprolactone 217.24
    p-cymene 42.94
    epichlorohydrin 524.83
    1,1,1-trichloroethane 470.25
    2-aminoethanol 33.31
    morpholine-4-carbaldehyde 346.53
    sulfolane 406.67
    2,2,4-trimethylpentane 14.35
    2-methyltetrahydrofuran 325.12
    n-hexyl acetate 68.64
    isooctane 9.13
    2-(2-butoxyethoxy)ethanol 92.7
    sec-butyl acetate 82.68
    tert-butyl acetate 149.1
    decalin 27.18
    glycerin 37.66
    diglyme 249.52
    acrylic acid 104.53
    isopropyl myristate 39.77
    n-butyric acid 99.56
    acetyl acetate 254.81
    di(2-ethylhexyl) phthalate 36.33
    ethyl propionate 126.8
    nitromethane 401.87
    1,2-diethoxyethane 148.64
    benzonitrile 109.19
    trioctyl phosphate 20.83
    1-bromopropane 167.44
    gamma-valerolactone 347.41
    n-decanol 16.87
    triethyl phosphate 87.61
    4-methyl-2-pentanol 22.85
    propionitrile 120.81
    vinylene carbonate 192.89
    1,1,2-trichlorotrifluoroethane 299.71
    DMS 128.87
    cumene 43.36
    2-octanol 13.92
    2-hexanone 75.26
    octyl acetate 43.15
    limonene 59.81
    1,2-dimethoxyethane 244.3
    ethyl orthosilicate 82.84
    tributyl phosphate 33.92
    diacetone alcohol 89.94
    N,N-dimethylaniline 104.34
    acrylonitrile 156.34
    aniline 115.7
    1,3-propanediol 50.1
    bromobenzene 222.02
    dibromomethane 462.01
    1,1,2,2-tetrachloroethane 602.73
    2-methyl-cyclohexyl acetate 98.49
    tetrabutyl urea 42.06
    diisobutyl methanol 27.89
    2-phenylethanol 63.73
    styrene 88.55
    dioctyl adipate 65.88
    dimethyl sulfate 199.53
    ethyl butyrate 120.19
    methyl lactate 60.24
    butyl lactate 31.16
    diethyl carbonate 106.6
    propanediol butyl ether 30.98
    triethyl orthoformate 96.87
    p-tert-butyltoluene 43.23
    methyl 4-tert-butylbenzoate 94.31
    morpholine 353.83
    tert-butylamine 56.05
    n-dodecanol 13.97
    dimethoxymethane 171.43
    ethylene carbonate 161.53
    cyrene 99.03
    2-ethoxyethyl acetate 102.67
    2-ethylhexyl acetate 87.68
    1,2,4-trichlorobenzene 272.78
    4-methylpyridine 218.19
    dibutyl ether 56.46
    2,6-dimethyl-4-heptanol 27.89
    DEF 159.23
    dimethyl isosorbide 217.42
    tetrachloroethylene 447.59
    eugenol 76.35
    triacetin 115.36
    span 80 54.26
    1,4-butanediol 17.65
    1,1-dichloroethane 324.69
    2-methyl-1-pentanol 33.85
    methyl formate 99.67
    2-methyl-1-butanol 40.06
    n-decane 8.6
    butyronitrile 80.62
    3,7-dimethyl-1-octanol 26.38
    1-chlorooctane 29.08
    1-chlorotetradecane 15.18
    n-nonane 8.02
    undecane 6.49
    tert-butylcyclohexane 21.46
    cyclooctane 21.27
    cyclopentanol 78.63
    tetrahydropyran 266.62
    tert-amyl methyl ether 115.4
    2,5,8-trioxanonane 187.72
    1-hexene 42.15
    2-isopropoxyethanol 66.5
    2,2,2-trifluoroethanol 113.08
    methyl butyrate 125.57

    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 9.7%
Lotus flower Nelumbo nucifera L., fam. Nelumbonaceae 2.98%
Lilac, Purple, Living Flower Headspace Syringa vulgaris L., fam. Oleaceae 48.6%
Lilac, Purple, Picked Flower Headspace 1 Syringa vulgaris L., fam. Oleaceae 52.3%
Lilac, Purple, Picked Flower Headspace 2 Syringa vulgaris L., fam. Oleaceae 17.0%
Lilac, White, Picked Flower Headspace 1 Syringa vulgaris L., fam. Oleaceae 15.22%
Lilac, White, Picked Flower Headspace 2 Syringa vulgaris L., fam. Oleaceae 2.0%
Lilac, Purple, Picked Flower Headspace 3 Syringa vulgaris L., fam. Oleaceae 1.59%
Hyacinth, living flower headspace 1a Hyacinthus orientalis L., fam. Liliaceae 2.0%
Hyacinth, picked flower headspace 1b Hyacinthus orientalis L., fam. Liliaceae 1.0%
Lycaste aromatica flower headspace Lycaste aromatica Lindl., fam Orchidaceae 3.3%
Violet odorata flower headspace Viola odorata L., fam. Violaceae 17.0%
Daffodil flower headspace Narcissus pseudonarcissus L., fam. Amaryllidaceae 6.0%
Phalaenopsis equestris headspace Phalaenopsis equestris Rehb. f., fam. Orchidaceae 6.9%
Phalaenopsis veichiana headspace Phalaenopsis veitchiana, fam. Orchidaceae 25.0%