2-Methylnaphthalene

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  • Identifiers

    CAS number
    91-57-6

    Molecular formula
    C11H10

    SMILES
    CC1=CC2=CC=CC=C2C=C1

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 69.18%
    Sweet 59.04%
    Woody 52.72%
    Green 46.04%
    Camphoreous 41.61%
    Oily 40.6%
    Earthy 39.49%
    Rose 38.65%
    Pungent 37.69%
    Geranium 35.11%

     

    Flavor
    Plastic 41.9%
    Naphthyl 32.83%
    Medicinal 32.0%
    Phenolic 31.06%
    Geranium 29.0%
    Chemical 27.7%
    Camphor 27.56%
    Fecal 25.87%
    Dry 24.86%
    Tar 24.6%

     

    Odor impact est.
    Medium

    Odor threshold

    • Odor Threshold Low: 0.01 [mmHg]
    • 1.00X10-2 ppm at room temp (detection in air, chemically pure)
    • 2.00X10-2 ppm at room temp and 60 °C (detection in air, chemically pure)
    • 5.00X10-2 ppm at 60 °C (detection in air, chemically pure)

  • Properties

    XLogP3-AA
    3.9

    pKa est.
    7.28 (neutral)

    Molecular weight
    142.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Melting point expt.

    • 94.3 °F (NTP, 1992)
    • 34.6 °C
    • 35 °C
    • 94.3 °F

    Boiling point

    • 466 to 468 °F at 760 mmHg (NTP, 1992)
    • 241.1 °C
    • 241 °C
    • 466-468 °F

    Flash point

    • 97.52 ˚C est.
    • 208 °F (NTP, 1992)
    • 98 °C (208.4 °F) Closed cup
    • 208 °F

    Solubility expt.

    • less than 1 mg/mL at 70 °F (NTP, 1992)
    • In water, 24.6 mg/L at 25 °C
    • Miscible with alcohol and ether
    • Solubility in water, g/100ml at 25 °C: 0.003

  • Synonyms

    • 2-METHYLNAPHTHALENE
    • 91-57-6
    • beta-Methylnaphthalene
    • Naphthalene, 2-methyl-
    • .beta.-Methylnaphthalene
    • Naphthalene, beta-methyl-
    • HSDB 5274
    • 2-methyl-naphthalene
    • beta-methyl naphthalenes
    • NSC 3575
    • EINECS 202-078-3
    • S8MCX3C16H
    • Methyl-2-naphthalene
    • DTXSID4020878
    • CHEBI:50720
    • AI3-17554
    • NSC-3575
    • DTXCID60878
    • CHEMBL195895
    • EC 202-078-3
    • C11H10
    • MFCD00004118
    • 2-?Methylnaphthalene
    • NAPHTALENE,2-METHYL MFC11 H10
    • 7419-61-6
    • 2-Methylnaphthalene, analytical standard
    • 2-Naphthylmethyl radical
    • UNII-S8MCX3C16H
    • Naphthalene, 2-methyl-; 2-Methylnaphthalene; NSC 3575; ss-Methylnaphthalene
    • B-methylnaphthalene
    • 2-methyInaphthalene
    • betaMethylnaphthalene
    • 2-methyl naphthalene
    • betaMethyl naphthalene
    • naphthalene, 2-methyl
    • beta-methyl-naphthalene
    • Beta.-methylnaphthalene
    • Naphthalene, beta-methyl
    • bmse000537
    • 2-Methylnaphthalene (beta)
    • WLN: L66J C1
    • NSC3575
    • 2-Methylnaphthalene (beta), 97%
    • Tox21_200839
    • AC-615
    • BDBM50159241
    • STL283950
    • AKOS000120035
    • FM37545
    • MSK000761-100H
    • CAS-91-57-6
    • NAPHTALENE,2-METHYL MFC11 H10
    • NCGC00091415-01
    • NCGC00091415-02
    • NCGC00258393-01
    • BS-22305
    • DB-002463
    • M0372
    • NS00002503
    • EN300-20114
    • G77261
    • 2-Methylnaphthalene 10 microg/mL in Cyclohexane
    • 2-Methylnaphthalene 10 microg/mL in Acetonitrile
    • 2-methylnaphthalene Solution in Hexane, 100ug/mL
    • Q2813819
    • 2-Methylnaphthalene 1000 microg/mL in Dichloromethane
    • Z104476894
    • 202-078-3

  • Applications

    2-Methylnaphthalene (CAS 91-57-6) is used primarily as an intermediate: selective oxidation gives menadione (2-methyl-1,4-naphthoquinone, vitamin K3) and 2-naphthoic acid, which can be further converted to esters/amides for the synthesis of dyes, pigments, specialty chemicals, agrochemical actives, and pharmaceutical intermediates; it also serves as a high-boiling aromatic solvent/carrier for specialty resins, coatings, printing inks, and certain lubricant-additive formulations where strong solvency and viscosity control are needed; in analytics and environmental science, it is employed as a model PAH for sorption, biodegradation, toxicity, and oil-weathering studies and as a calibration/reference standard in GC/LC-MS monitoring of PAHs in air, water, soil, and fuels; at R&D scale, it is a convenient starting point to access functionalized naphthalene derivatives for organic materials and is used as a probe compound in combustion and soot-formation research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 471.82
    methanol 156.39
    isopropanol 346.09
    water 0.09
    ethyl acetate 1758.74
    n-propanol 447.46
    acetone 1861.24
    n-butanol 493.8
    acetonitrile 1161.11
    DMF 1172.79
    toluene 1494.87
    isobutanol 298.01
    1,4-dioxane 2986.81
    methyl acetate 1360.26
    THF 3356.22
    2-butanone 1780.24
    n-pentanol 330.69
    sec-butanol 335.1
    n-hexane 1012.66
    ethylene glycol 30.12
    NMP 846.05
    cyclohexane 803.83
    DMSO 801.98
    n-butyl acetate 4251.29
    n-octanol 459.83
    chloroform 2253.44
    n-propyl acetate 1342.28
    acetic acid 218.64
    dichloromethane 3558.21
    cyclohexanone 2315.13
    propylene glycol 45.53
    isopropyl acetate 909.98
    DMAc 732.94
    2-ethoxyethanol 334.82
    isopentanol 329.93
    n-heptane 1852.38
    ethyl formate 1020.67
    1,2-dichloroethane 2739.29
    n-hexanol 1082.96
    2-methoxyethanol 436.43
    isobutyl acetate 875.21
    tetrachloromethane 549.38
    n-pentyl acetate 916.26
    transcutol 1220.66
    n-heptanol 405.75
    ethylbenzene 1005.84
    MIBK 785.61
    2-propoxyethanol 896.11
    tert-butanol 366.17
    MTBE 889.69
    2-butoxyethanol 407.81
    propionic acid 299.83
    o-xylene 708.2
    formic acid 19.05
    diethyl ether 2277.49
    m-xylene 847.45
    p-xylene 1008.28
    chlorobenzene 1173.6
    dimethyl carbonate 488.77
    n-octane 456.11
    formamide 82.96
    cyclopentanone 2366.68
    2-pentanone 1673.21
    anisole 1147.94
    cyclopentyl methyl ether 1802.0
    gamma-butyrolactone 2032.19
    1-methoxy-2-propanol 359.85
    pyridine 2035.17
    3-pentanone 1420.54
    furfural 1035.78
    n-dodecane 220.07
    diethylene glycol 227.16
    diisopropyl ether 611.46
    tert-amyl alcohol 307.65
    acetylacetone 1185.79
    n-hexadecane 261.02
    acetophenone 775.57
    methyl propionate 1179.05
    isopentyl acetate 2192.03
    trichloroethylene 3136.93
    n-nonanol 411.59
    cyclohexanol 557.06
    benzyl alcohol 355.57
    2-ethylhexanol 1016.87
    isooctanol 302.8
    dipropyl ether 3626.28
    1,2-dichlorobenzene 847.06
    ethyl lactate 221.94
    propylene carbonate 1062.44
    n-methylformamide 476.41
    2-pentanol 359.38
    n-pentane 480.26
    1-propoxy-2-propanol 869.15
    1-methoxy-2-propyl acetate 1256.48
    2-(2-methoxypropoxy) propanol 364.09
    mesitylene 486.21
    ε-caprolactone 1686.07
    p-cymene 711.16
    epichlorohydrin 2482.24
    1,1,1-trichloroethane 1835.01
    2-aminoethanol 67.25
    morpholine-4-carbaldehyde 1147.05
    sulfolane 1294.03
    2,2,4-trimethylpentane 128.71
    2-methyltetrahydrofuran 2466.06
    n-hexyl acetate 1193.94
    isooctane 130.07
    2-(2-butoxyethoxy)ethanol 516.5
    sec-butyl acetate 770.47
    tert-butyl acetate 808.69
    decalin 347.71
    glycerin 47.08
    diglyme 1355.22
    acrylic acid 191.14
    isopropyl myristate 540.66
    n-butyric acid 588.19
    acetyl acetate 752.55
    di(2-ethylhexyl) phthalate 235.22
    ethyl propionate 1219.36
    nitromethane 704.21
    1,2-diethoxyethane 2122.69
    benzonitrile 746.24
    trioctyl phosphate 221.02
    1-bromopropane 2127.75
    gamma-valerolactone 1851.58
    n-decanol 339.18
    triethyl phosphate 417.68
    4-methyl-2-pentanol 197.51
    propionitrile 1088.83
    vinylene carbonate 920.94
    1,1,2-trichlorotrifluoroethane 404.05
    DMS 759.89
    cumene 565.79
    2-octanol 323.32
    2-hexanone 1393.93
    octyl acetate 606.78
    limonene 1098.6
    1,2-dimethoxyethane 1657.2
    ethyl orthosilicate 418.1
    tributyl phosphate 310.38
    diacetone alcohol 442.54
    N,N-dimethylaniline 674.93
    acrylonitrile 972.31
    aniline 579.93
    1,3-propanediol 156.0
    bromobenzene 1527.91
    dibromomethane 2601.94
    1,1,2,2-tetrachloroethane 1813.66
    2-methyl-cyclohexyl acetate 793.1
    tetrabutyl urea 463.61
    diisobutyl methanol 472.67
    2-phenylethanol 610.7
    styrene 1127.35
    dioctyl adipate 536.17
    dimethyl sulfate 474.82
    ethyl butyrate 2243.0
    methyl lactate 180.78
    butyl lactate 300.82
    diethyl carbonate 1021.45
    propanediol butyl ether 214.16
    triethyl orthoformate 902.06
    p-tert-butyltoluene 591.08
    methyl 4-tert-butylbenzoate 531.41
    morpholine 2264.87
    tert-butylamine 304.18
    n-dodecanol 291.18
    dimethoxymethane 1240.77
    ethylene carbonate 926.98
    cyrene 280.23
    2-ethoxyethyl acetate 916.01
    2-ethylhexyl acetate 2093.67
    1,2,4-trichlorobenzene 774.72
    4-methylpyridine 1897.36
    dibutyl ether 1805.58
    2,6-dimethyl-4-heptanol 472.67
    DEF 1380.94
    dimethyl isosorbide 855.15
    tetrachloroethylene 1232.36
    eugenol 374.67
    triacetin 596.25
    span 80 292.87
    1,4-butanediol 67.15
    1,1-dichloroethane 2148.91
    2-methyl-1-pentanol 267.84
    methyl formate 481.64
    2-methyl-1-butanol 306.52
    n-decane 400.02
    butyronitrile 1262.77
    3,7-dimethyl-1-octanol 421.37
    1-chlorooctane 861.4
    1-chlorotetradecane 354.71
    n-nonane 487.69
    undecane 289.11
    tert-butylcyclohexane 310.71
    cyclooctane 429.69
    cyclopentanol 526.53
    tetrahydropyran 3346.38
    tert-amyl methyl ether 716.64
    2,5,8-trioxanonane 724.2
    1-hexene 1862.06
    2-isopropoxyethanol 293.66
    2,2,2-trifluoroethanol 73.3
    methyl butyrate 1542.55

    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
Santolina chamaecyparisus (France) 2 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 0.01%
Ageratum houstonianum (India) Ageratum houstonianum Mill., fam. Asteraceae (Compositae) 0.01%
Rhubarb root Rheum palmatum L., fam. Polygonaceae 0.01%