2-Methoxynaphthalene

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  • Identifiers

    CAS number
    93-04-9

    Molecular formula
    C11H10O

    SMILES
    COC1=CC2=CC=CC=C2C=C1

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Floral 81.65%
    Sweet 66.0%
    Fruity 55.07%
    Anisic 51.46%
    Orange 43.16%
    Rose 42.44%
    Phenolic 38.96%
    Powdery 38.1%
    Aromatic 34.87%
    Animal 31.49%

    Scent© AI

  • Properties

    XLogP3-AA
    3.5

    Molecular weight
    158.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 72 °C

    Boiling point

    • 274.00 °C. @ 760.00 mm Hg

    Flash point est.
    114.44 ˚C

    Solubility expt.

    • Insoluble in water, miscible in oils
    • soluble (in ethanol)

  • Synonyms

    • 2-METHOXYNAPHTHALENE
    • 93-04-9
    • Naphthalene, 2-methoxy-
    • Nerolin
    • Yara yara
    • Methyl 2-naphthyl ether
    • Yura yara
    • Yara-Yara
    • 2-Naphthol methyl ether
    • 2-Naphthyl methyl ether
    • beta-Methoxynaphthalene
    • Nerolin (old)
    • beta-Naphthyl methyl ether
    • 2-Methoxy-naphthalene
    • .beta.-Methoxynaphthalene
    • beta-Naphthol mether ether
    • beta-Naphthol methyl ether
    • Methyl beta-naphthyl ether
    • 2-methoxy naphthalene
    • Nerolin Yara Yara
    • NSC 4171
    • .beta.-Naphthol methyl ether
    • .beta.-Naphthyl methyl ether
    • 2-Methoxynaphthalene-1-D
    • 2-Methoxynaphthalene-6-D
    • EINECS 202-213-6
    • UNII-VX2T1Z50C4
    • Methyl .beta.-naphthyl ether
    • VX2T1Z50C4
    • DTXSID7044392
    • AI3-21213
    • NSC-4171
    • MFCD00004061
    • 2-Methoxynaphthalene(Nerolin)
    • CHEMBL195857
    • DTXCID5024392
    • FEMA NO. 4704
    • 2-METHOXYNAPHTHALENE [MI]
    • EC 202-213-6
    • NAPROXEN IMPURITY M [EP IMPURITY]
    • NAPROXEN SODIUM IMPURITY M [EP IMPURITY]
    • 68251-83-2
    • 68251-84-3
    • 2-NAPHTHOL METHYL ETHER;2-NAPHTHYL METHYL ETHER
    • NAPROXEN IMPURITY M (EP IMPURITY)
    • NAPROXEN SODIUM IMPURITY M (EP IMPURITY)
    • YaraYara
    • Jara jara
    • 2-Methoxynaphthalene(Nerolin); Naproxen Imp. M (EP); Naproxen Impurity M
    • 2-methoxynaphtalene
    • 2-methoxynapthalene
    • Nerolin, yara yara
    • 6-methoxynaphthalene
    • betaMethoxynaphthalene
    • Naphthalene, 2methoxy
    • 2Naphthol methyl ether
    • 2Naphthyl methyl ether
    • Methyl 2naphthyl ether
    • b-naphthyl methyl ether
    • beta -Methoxynaphthalene
    • betaNaphthol methyl ether
    • betaNaphthyl methyl ether
    • Methyl betanaphthyl ether
    • beta -Naphthol methyl ether
    • beta -Naphthyl methyl ether
    • Methyl beta -naphthyl ether
    • 2-Methoxynaphthalene, 99%
    • SCHEMBL112792
    • Nerolin Yara Yara, >=99%
    • 2-Methoxynaphthalene, >=99%
    • METHYL ?-NAPHTHYL ETHER
    • SCHEMBL10250691
    • NSC4171
    • CHEBI:177835
    • Tox21_302143
    • BDBM50159258
    • MFCD31699956
    • MFCD31699957
    • AKOS008947868
    • AC-4741
    • CS-W010895
    • DS-4954
    • FM25311
    • HY-W010179
    • CAS-93-04-9
    • NCGC00255953-01
    • PD055399
    • SY246288
    • SY246289
    • DB-014139
    • M0117
    • NS00001155
    • |A-Naphthyl methyl ether 2-Methoxynaphthalene
    • EN300-58910
    • D71164
    • AF-676/00077048
    • Q2240068
    • 2-Methoxynaphthalene, pharmaceutical impurity standard
    • Z53835290
    • 2-Naphthol methyl ether;2-Naphthyl methyl ether;6-Methoxy-2-naphthalene

  • Applications

    2-Methoxynaphthalene (C11H10O, CAS 93-04-9), also known as β-naphthyl methyl ether or nerolin, is a sweet-smelling aromatic compound used widely in perfumery, flavour and cosmetic industries as a fragrance fixative and warm note in soaps, shampoos, shaving creams and candles; in food technology it is allowed at trace levels to impart orange, berry and chocolate nuances; in the chemical sector it serves as an intermediate for synthesizing azo dyes, fluorescent brighteners, corrosion inhibitors, agrochemicals and pharmaceuticals, and as a reference standard for chromatographic or spectroscopic analysis; it is also investigated as a specialty solvent for photochemical reactions and as a building block for OLED luminescent materials.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 232.94
    methanol 142.0
    isopropanol 133.28
    water 0.28
    ethyl acetate 829.87
    n-propanol 215.58
    acetone 337.8
    n-butanol 170.91
    acetonitrile 601.28
    DMF 237.46
    toluene 431.71
    isobutanol 126.63
    1,4-dioxane 2059.39
    methyl acetate 710.5
    THF 945.63
    2-butanone 448.47
    n-pentanol 137.32
    sec-butanol 147.22
    n-hexane 82.36
    ethylene glycol 50.24
    NMP 136.92
    cyclohexane 163.47
    DMSO 374.67
    n-butyl acetate 437.92
    n-octanol 71.86
    chloroform 2083.9
    n-propyl acetate 393.15
    acetic acid 232.53
    dichloromethane 2575.07
    cyclohexanone 506.8
    propylene glycol 46.72
    isopropyl acetate 285.07
    DMAc 198.39
    2-ethoxyethanol 271.99
    isopentanol 134.64
    n-heptane 91.84
    ethyl formate 382.11
    1,2-dichloroethane 1828.61
    n-hexanol 187.39
    2-methoxyethanol 337.95
    isobutyl acetate 223.17
    tetrachloromethane 264.53
    n-pentyl acetate 158.98
    transcutol 932.08
    n-heptanol 76.13
    ethylbenzene 232.65
    MIBK 171.83
    2-propoxyethanol 295.35
    tert-butanol 213.51
    MTBE 258.19
    2-butoxyethanol 150.52
    propionic acid 228.42
    o-xylene 183.6
    formic acid 49.31
    diethyl ether 857.75
    m-xylene 180.47
    p-xylene 220.18
    chlorobenzene 397.92
    dimethyl carbonate 196.72
    n-octane 33.56
    formamide 146.67
    cyclopentanone 447.34
    2-pentanone 308.79
    anisole 447.48
    cyclopentyl methyl ether 359.34
    gamma-butyrolactone 621.55
    1-methoxy-2-propanol 192.26
    pyridine 1109.58
    3-pentanone 338.33
    furfural 515.58
    n-dodecane 21.34
    diethylene glycol 176.66
    diisopropyl ether 144.62
    tert-amyl alcohol 153.64
    acetylacetone 376.73
    n-hexadecane 25.01
    acetophenone 271.2
    methyl propionate 458.88
    isopentyl acetate 301.46
    trichloroethylene 2254.63
    n-nonanol 72.42
    cyclohexanol 169.75
    benzyl alcohol 190.53
    2-ethylhexanol 140.02
    isooctanol 67.46
    dipropyl ether 412.29
    1,2-dichlorobenzene 313.7
    ethyl lactate 93.05
    propylene carbonate 339.66
    n-methylformamide 184.75
    2-pentanol 107.77
    n-pentane 57.13
    1-propoxy-2-propanol 187.72
    1-methoxy-2-propyl acetate 294.52
    2-(2-methoxypropoxy) propanol 165.06
    mesitylene 111.18
    ε-caprolactone 468.43
    p-cymene 103.78
    epichlorohydrin 1175.62
    1,1,1-trichloroethane 1040.4
    2-aminoethanol 94.58
    morpholine-4-carbaldehyde 424.73
    sulfolane 362.47
    2,2,4-trimethylpentane 21.52
    2-methyltetrahydrofuran 683.84
    n-hexyl acetate 199.81
    isooctane 18.85
    2-(2-butoxyethoxy)ethanol 231.78
    sec-butyl acetate 226.25
    tert-butyl acetate 253.23
    decalin 60.78
    glycerin 71.41
    diglyme 605.64
    acrylic acid 178.0
    isopropyl myristate 98.09
    n-butyric acid 278.75
    acetyl acetate 408.63
    di(2-ethylhexyl) phthalate 70.56
    ethyl propionate 354.55
    nitromethane 562.15
    1,2-diethoxyethane 577.78
    benzonitrile 286.73
    trioctyl phosphate 48.29
    1-bromopropane 766.62
    gamma-valerolactone 581.73
    n-decanol 59.88
    triethyl phosphate 130.4
    4-methyl-2-pentanol 63.64
    propionitrile 481.75
    vinylene carbonate 385.06
    1,1,2-trichlorotrifluoroethane 352.87
    DMS 247.43
    cumene 124.16
    2-octanol 51.43
    2-hexanone 283.61
    octyl acetate 109.94
    limonene 142.66
    1,2-dimethoxyethane 752.59
    ethyl orthosilicate 130.47
    tributyl phosphate 69.1
    diacetone alcohol 171.11
    N,N-dimethylaniline 203.47
    acrylonitrile 515.49
    aniline 294.97
    1,3-propanediol 148.76
    bromobenzene 506.71
    dibromomethane 1581.14
    1,1,2,2-tetrachloroethane 1355.09
    2-methyl-cyclohexyl acetate 188.18
    tetrabutyl urea 88.53
    diisobutyl methanol 87.57
    2-phenylethanol 181.4
    styrene 305.14
    dioctyl adipate 135.81
    dimethyl sulfate 183.29
    ethyl butyrate 367.31
    methyl lactate 85.31
    butyl lactate 82.38
    diethyl carbonate 272.24
    propanediol butyl ether 80.46
    triethyl orthoformate 211.95
    p-tert-butyltoluene 94.56
    methyl 4-tert-butylbenzoate 166.38
    morpholine 1348.76
    tert-butylamine 151.3
    n-dodecanol 52.59
    dimethoxymethane 441.08
    ethylene carbonate 346.41
    cyrene 128.91
    2-ethoxyethyl acetate 280.43
    2-ethylhexyl acetate 261.85
    1,2,4-trichlorobenzene 351.76
    4-methylpyridine 603.75
    dibutyl ether 235.31
    2,6-dimethyl-4-heptanol 87.57
    DEF 322.5
    dimethyl isosorbide 311.52
    tetrachloroethylene 936.7
    eugenol 152.97
    triacetin 206.8
    span 80 115.66
    1,4-butanediol 52.94
    1,1-dichloroethane 1074.37
    2-methyl-1-pentanol 124.76
    methyl formate 194.75
    2-methyl-1-butanol 128.18
    n-decane 36.6
    butyronitrile 342.46
    3,7-dimethyl-1-octanol 84.94
    1-chlorooctane 111.59
    1-chlorotetradecane 48.07
    n-nonane 38.16
    undecane 27.13
    tert-butylcyclohexane 49.9
    cyclooctane 58.44
    cyclopentanol 145.62
    tetrahydropyran 1215.6
    tert-amyl methyl ether 190.61
    2,5,8-trioxanonane 375.08
    1-hexene 241.44
    2-isopropoxyethanol 189.55
    2,2,2-trifluoroethanol 85.88
    methyl butyrate 402.2

    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