2,6-Dimethylphenol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    576-26-1

    Molecular formula
    C8H10O

    SMILES
    CC1=C(C(=CC=C1)C)O

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1104.0
    • Carbowax: 1889.0

  • Odor profile

    Phenolic 86.77%
    Smoky 70.25%
    Medicinal 67.02%
    Sweet 61.77%
    Spicy 57.14%
    Leathery 49.58%
    Burnt 48.23%
    Musty 42.67%
    Woody 41.28%
    Coffee 34.99%

    Scent© AI

    Odor threshold

    • 0.0002 mg/cu m (detection in air)
    • 0.4 mg/l (detection in water)

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    9.76 (weak base)

    Molecular weight
    122.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Melting point expt.

    • 120 °F (NTP, 1992)
    • 49 °C (also reported as 45.62 °C)
    • 49 °C

    Boiling point

    • 397 °F at 760 mmHg (NTP, 1992)
    • 203 °C (also reported as 201.030 °C)
    • 201.00 to 203.00 °C. @ 760.00 mm Hg

    Flash point est.
    80.33 ˚C

    Flash point expt.

    • 165 °F (NTP, 1992)
    • 73 °C
    • 73 °C (closed cup)

    Solubility expt.

    • less than 1 mg/mL at 68 °F (NTP, 1992)
    • Sol in ethyl alcohol, ethyl ether, carbon tetrachloride
    • Very sol in benzene, chloroform
    • Sol in hot water
    • In water, 6.05X10+3 mg/l @ 25 °C.
    • 5.1 x 10 (-2) mol/l, at pH 5.1 and 25 °C.
    • 6.05 mg/mL at 25 °C
    • very soluble (in ethanol)

  • Synonyms

    • 2,6-DIMETHYLPHENOL
    • 576-26-1
    • 2,6-Xylenol
    • Phenol, 2,6-dimethyl-
    • 2,6-Dimethyl phenol
    • 2-Hydroxy-m-xylene
    • Vic-m-xylenol
    • 1-Hydroxy-2,6-dimethylbenzene
    • 2,6-Dmp
    • 2,6-Dimethyl-phenol
    • Xylenol 235
    • Dimethylphenol, 2,6-
    • 2-Hydroxy-1,3-dimethylbenzene
    • NSC 2123
    • FEMA No. 3249
    • HSDB 5697
    • UNII-I8N0RO87OV
    • EINECS 209-400-1
    • m-2-Xylenol
    • MFCD00002240
    • 1,3-Dimethyl-2-hydroxybenzene
    • DTXSID9024063
    • AI3-08524
    • FEMA 3249
    • 1,2,6-Xylenol
    • 1,3,2-Xylenol
    • NSC-2123
    • 2,6-Xylenol, 8CI
    • I8N0RO87OV
    • CHEMBL30106
    • 2,6-XYLENOL [FHFI]
    • DTXCID404063
    • 1-Hydroxy-2, 6-dimethylbenzene
    • EC 209-400-1
    • XYLENOL 2,6-DIMETHYLPHENOL
    • 2,6-DIMETHYLPHENOL [HSDB]
    • XYLENOL 2,6-DIMETHYLPHENOL [MI]
    • METACRESOL IMPURITY D [EP IMPURITY]
    • MEXILETINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
    • CAS-576-26-1
    • METACRESOL IMPURITY D (EP IMPURITY)
    • MEXILETINE HYDROCHLORIDE IMPURITY A (EP IMPURITY)
    • Vicmxylenol
    • vic.-m-Xylenol
    • 2,6xylenol
    • 2MY
    • Mexiletine Hydrochloride Imp. A (EP); Mexiletine Imp. A (EP); 2,6-Dimethylphenol; Mexiletine Hydrochloride Impurity A; Mexiletine Impurity A
    • 2.6-xylenol
    • 2,6 Dimethylphenol
    • 2,6-di-methylphenol
    • Phenol, 2,6dimethyl
    • Phenol,2,6-dimethyl-
    • MEXILETINE_met014
    • 1Hydroxy2,6dimethylbenzene
    • 2Hydroxy1,3dimethylbenzene
    • SCHEMBL64141
    • 2,6-Dimethylphenol, 99%
    • WLN: QR B1 F1
    • 2,6-Xylenol, >=99%
    • 26XY
    • NSC2123
    • 3f37
    • 3f38
    • CHEBI:180557
    • 2,6-Dimethylphenol, >=99.5%
    • Tox21_201274
    • Tox21_300157
    • BBL011609
    • BDBM50240430
    • STL163336
    • AKOS000118743
    • 2,6-Dimethylphenol, analytical standard
    • NCGC00091680-01
    • NCGC00091680-02
    • NCGC00091680-03
    • NCGC00254005-01
    • NCGC00258826-01
    • AC-10727
    • VS-02985
    • D0776
    • NS00004310
    • EN300-19433
    • 2,6-Dimethylphenol 100 microg/mL in Methanol
    • A806014
    • A831530
    • AB-131/40171179
    • Q1055852
    • 2,6-Dimethylphenol, PESTANAL(R), analytical standard
    • BENZENE,1,3-DIMETHYL,2-HYDROXY MFC8 H10 O1
    • BENZENE,1,3-DIMETHYL,2-HYDROXY MFC8 H10 O1
    • F0001-1500
    • Z104473832
    • 209-400-1

  • Applications

    2,6-Xylenol (2,6-dimethylphenol, CAS 576-26-1) is an ortho-dimethyl-substituted phenol widely recognized as the key monomer for making high-performance poly(phenylene oxide)/poly(phenylene ether) engineering plastics with excellent thermal and electrical resistance; it also serves as an intermediate in the synthesis of antioxidants for plastics and rubber, heat-stable fuel and lubricant additives, precursors for fungicides, dyes, phenolic disinfectants, metal corrosion inhibitors, and certain specialty pharmaceuticals, while further being incorporated into the production of advanced epoxy and phenolic resins.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 916.98
    methanol 1529.49
    isopropanol 517.36
    water 8.87
    ethyl acetate 586.64
    n-propanol 648.95
    acetone 394.11
    n-butanol 582.04
    acetonitrile 645.11
    DMF 356.66
    toluene 128.55
    isobutanol 384.72
    1,4-dioxane 1194.12
    methyl acetate 467.03
    THF 1126.02
    2-butanone 405.23
    n-pentanol 444.24
    sec-butanol 400.38
    n-hexane 130.04
    ethylene glycol 112.81
    NMP 229.66
    cyclohexane 66.88
    DMSO 379.68
    n-butyl acetate 537.57
    n-octanol 218.25
    chloroform 917.77
    n-propyl acetate 403.45
    acetic acid 439.82
    dichloromethane 879.71
    cyclohexanone 378.81
    propylene glycol 98.55
    isopropyl acetate 290.64
    DMAc 201.29
    2-ethoxyethanol 594.87
    isopentanol 465.78
    n-heptane 87.82
    ethyl formate 382.94
    1,2-dichloroethane 550.85
    n-hexanol 500.39
    2-methoxyethanol 700.78
    isobutyl acetate 226.06
    tetrachloromethane 238.36
    n-pentyl acetate 262.66
    transcutol 1371.0
    n-heptanol 268.16
    ethylbenzene 104.67
    MIBK 255.78
    2-propoxyethanol 651.92
    tert-butanol 660.29
    MTBE 657.73
    2-butoxyethanol 427.78
    propionic acid 353.84
    o-xylene 100.84
    formic acid 303.08
    diethyl ether 966.84
    m-xylene 105.19
    p-xylene 123.4
    chlorobenzene 207.03
    dimethyl carbonate 133.33
    n-octane 38.23
    formamide 516.16
    cyclopentanone 440.82
    2-pentanone 387.5
    anisole 265.02
    cyclopentyl methyl ether 407.62
    gamma-butyrolactone 597.14
    1-methoxy-2-propanol 397.36
    pyridine 403.99
    3-pentanone 267.23
    furfural 436.41
    n-dodecane 22.48
    diethylene glycol 361.51
    diisopropyl ether 234.72
    tert-amyl alcohol 507.1
    acetylacetone 258.81
    n-hexadecane 24.52
    acetophenone 180.7
    methyl propionate 344.31
    isopentyl acetate 429.73
    trichloroethylene 745.17
    n-nonanol 193.92
    cyclohexanol 242.81
    benzyl alcohol 179.14
    2-ethylhexanol 273.27
    isooctanol 221.34
    dipropyl ether 402.82
    1,2-dichlorobenzene 189.66
    ethyl lactate 118.56
    propylene carbonate 301.45
    n-methylformamide 426.07
    2-pentanol 365.55
    n-pentane 104.38
    1-propoxy-2-propanol 427.4
    1-methoxy-2-propyl acetate 362.75
    2-(2-methoxypropoxy) propanol 272.88
    mesitylene 82.95
    ε-caprolactone 369.35
    p-cymene 88.14
    epichlorohydrin 791.08
    1,1,1-trichloroethane 476.46
    2-aminoethanol 274.75
    morpholine-4-carbaldehyde 464.65
    sulfolane 411.21
    2,2,4-trimethylpentane 55.79
    2-methyltetrahydrofuran 661.5
    n-hexyl acetate 318.64
    isooctane 60.09
    2-(2-butoxyethoxy)ethanol 469.29
    sec-butyl acetate 230.63
    tert-butyl acetate 347.21
    decalin 48.53
    glycerin 135.64
    diglyme 806.97
    acrylic acid 236.64
    isopropyl myristate 130.86
    n-butyric acid 528.6
    acetyl acetate 227.55
    di(2-ethylhexyl) phthalate 95.98
    ethyl propionate 289.82
    nitromethane 632.64
    1,2-diethoxyethane 700.09
    benzonitrile 217.91
    trioctyl phosphate 84.1
    1-bromopropane 396.34
    gamma-valerolactone 586.63
    n-decanol 139.61
    triethyl phosphate 114.41
    4-methyl-2-pentanol 218.47
    propionitrile 479.14
    vinylene carbonate 295.32
    1,1,2-trichlorotrifluoroethane 300.56
    DMS 182.72
    cumene 91.09
    2-octanol 172.87
    2-hexanone 366.56
    octyl acetate 158.83
    limonene 123.99
    1,2-dimethoxyethane 855.42
    ethyl orthosilicate 137.92
    tributyl phosphate 106.26
    diacetone alcohol 316.75
    N,N-dimethylaniline 168.82
    acrylonitrile 438.22
    aniline 182.64
    1,3-propanediol 420.32
    bromobenzene 190.79
    dibromomethane 620.75
    1,1,2,2-tetrachloroethane 522.2
    2-methyl-cyclohexyl acetate 201.7
    tetrabutyl urea 111.32
    diisobutyl methanol 171.2
    2-phenylethanol 233.85
    styrene 120.82
    dioctyl adipate 141.9
    dimethyl sulfate 133.23
    ethyl butyrate 344.15
    methyl lactate 111.21
    butyl lactate 162.13
    diethyl carbonate 199.43
    propanediol butyl ether 240.29
    triethyl orthoformate 218.75
    p-tert-butyltoluene 91.13
    methyl 4-tert-butylbenzoate 188.78
    morpholine 1011.3
    tert-butylamine 495.41
    n-dodecanol 104.31
    dimethoxymethane 492.77
    ethylene carbonate 277.13
    cyrene 186.85
    2-ethoxyethyl acetate 357.16
    2-ethylhexyl acetate 324.63
    1,2,4-trichlorobenzene 180.11
    4-methylpyridine 329.92
    dibutyl ether 299.66
    2,6-dimethyl-4-heptanol 171.2
    DEF 325.23
    dimethyl isosorbide 397.24
    tetrachloroethylene 427.05
    eugenol 208.78
    triacetin 191.87
    span 80 214.37
    1,4-butanediol 174.5
    1,1-dichloroethane 532.16
    2-methyl-1-pentanol 376.97
    methyl formate 294.68
    2-methyl-1-butanol 413.47
    n-decane 41.01
    butyronitrile 506.51
    3,7-dimethyl-1-octanol 205.2
    1-chlorooctane 136.55
    1-chlorotetradecane 52.29
    n-nonane 42.3
    undecane 28.63
    tert-butylcyclohexane 65.67
    cyclooctane 33.23
    cyclopentanol 251.75
    tetrahydropyran 805.6
    tert-amyl methyl ether 400.38
    2,5,8-trioxanonane 475.24
    1-hexene 311.08
    2-isopropoxyethanol 392.76
    2,2,2-trifluoroethanol 159.1
    methyl butyrate 351.32

    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
Osmanthus concentrate 1 (Sukhumi-Abkhasia) 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 0.1%
Osmanthus concentrate 2 (Sukhumi-Abkhasia) 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 0.28%