p-Anisoyl chloride

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  • Identifiers

    CAS number
    100-07-2

    Molecular formula
    C8H7ClO2

    SMILES
    COC1=CC=C(C=C1)C(=O)Cl

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Sweet 73.04%
    Vanilla 59.75%
    Floral 52.32%
    Balsamic 48.39%
    Powdery 47.93%
    Phenolic 46.73%
    Hawthorn 41.32%
    Hay 40.17%
    Creamy 38.33%
    Aromatic 37.59%

     

    Flavor
    Sweet 49.84%
    Powdery 34.74%
    Balsam 33.99%
    Phenolic 33.24%
    Bitter 31.39%
    Faint 28.87%
    Mild 28.19%
    Odorless 27.97%
    Balsamic 27.61%
    Hawthorn 27.48%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    6.21 (neutral)

    Molecular weight
    170.59 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 72 °F (USCG, 1999)
    • 22 °C

    Boiling point

    • 504 °F at 760 mmHg (USCG, 1999)
    • 262-263 °C

    Flash point

    • 111.4 ˚C est.

    Solubility expt.

    • Soluble in ether and acetone. Very soluble in benzene. Slightly soluble in carbon tetrachloride.

  • Synonyms

    • 4-Methoxybenzoyl chloride
    • 100-07-2
    • P-ANISOYL CHLORIDE
    • Benzoyl chloride, 4-methoxy-
    • p-Methoxybenzoyl chloride
    • Anisoyl chloride
    • 4-Anisoyl chloride
    • 4-Methoxybenzoic acid chloride
    • Benzoyl chloride, p-methoxy-
    • p-Methoxybenzoic acid chloride
    • para-anisoyl chloride
    • NSC 86125
    • UN1729
    • HSDB 447
    • TV6DMQ9451
    • 4methoxybenzoyl chloride
    • Benzoic acid, 4-methoxy-, chloride
    • EINECS 202-816-4
    • NSC-86125
    • DTXSID9059204
    • P-ANISOYL CHLORIDE [MI]
    • MXMOTZIXVICDSD-UHFFFAOYSA-
    • UN-1729
    • 4Anisoyl chloride
    • 4-METHOXYBENZOYL CHLORIDE(O'Neil, M.J. (ed.). The Merck Index-An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 114)
    • 4-METHOXYBENZOYL CHLORIDE[O'Neil, M.J. (ed.). The Merck Index-An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 114]
    • ANISOYL CHLORIDE(Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 77)
    • ANISOYL CHLORIDE[Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 77]
    • P-ANISYL-CHLORIDE(Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 242)
    • P-ANISYL-CHLORIDE[Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold, 1996., p. 242]
    • pMethoxybenzoyl chloride
    • RefChem:857986
    • Benzoyl chloride, pmethoxy
    • Benzoyl chloride, 4methoxy
    • p-Anisoyl chloride (8CI)
    • pMethoxybenzoic acid chloride
    • 4Methoxybenzoic acid chloride
    • DTXCID5032444
    • Benzoic acid, 4methoxy, chloride
    • InChI=1/C8H7ClO2/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3
    • 4-Methoxybenzoylchloride
    • 4-methoxy-benzoyl chloride
    • MFCD00000687
    • p-Anisoyl chloride; p-Methoxybenzoyl chloride
    • anisic acid chloride
    • UNII-TV6DMQ9451
    • p-anisoylchloride
    • rho-anisoyl chloride
    • p-anisic acid chloride
    • p-methoxybenzoylchloride
    • Dronedarone Impurity 55
    • 4-methoxy benzoylchloride
    • 4-Methoxybenzoic chloride
    • 4-methoxylbenzoyl chloride
    • p-methoxy benzoyl chloride
    • 4 -methoxybenzoyl chloride
    • 4-methoxy benzoyl chloride
    • WLN: GVR BO1
    • para-methoxybenzoyl chloride
    • 4-(methoxy)benzoyl chloride
    • SCHEMBL22288
    • 4-Methoxybenzoyl chloride, 99%
    • NSC86125
    • 4-methoxy-1-benzenecarbonyl chloride
    • SBB040620
    • STL141094
    • AKOS000268745
    • UN 1729
    • AS-39889
    • Anisoyl chloride [UN1729] [Corrosive]
    • NS00022939
    • ST50214047
    • A16143
    • Q4117661
    • 100-07-2

  • Applications

    p-Anisoyl chloride (CAS 100-07-2) is a reactive benzoyl chloride used as an acylating agent to install the p-methoxybenzoyl (anisoyl) group onto phenols, amines, or alcohols, yielding anisate esters and amides. In fragrance chemistry it serves as a building block for anisyl-containing aroma compounds; in cosmetics/personal care it acts as an intermediate for fragrance ingredients; in household products it is used to prepare anisoyl-containing fragrance components for cleaners and other scented products; in coatings, inks and polymers/plastics it is used to make anisoyl-functional monomers or crosslinkers; in industrial manufacturing it supports pharmaceutical and other specialty syntheses as a versatile acylating reagent. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 29.85
    methanol 32.27
    isopropanol 22.24
    water 0.41
    ethyl acetate 79.81
    n-propanol 24.07
    acetone 173.31
    n-butanol 19.42
    acetonitrile 71.61
    DMF 404.6
    toluene 28.66
    isobutanol 16.82
    1,4-dioxane 153.11
    methyl acetate 107.94
    THF 245.49
    2-butanone 123.84
    n-pentanol 21.02
    sec-butanol 24.12
    n-hexane 3.29
    ethylene glycol 17.29
    NMP 481.78
    cyclohexane 4.25
    DMSO 438.04
    n-butyl acetate 65.18
    n-octanol 6.58
    chloroform 143.97
    n-propyl acetate 68.94
    acetic acid 102.41
    dichloromethane 177.87
    cyclohexanone 123.87
    propylene glycol 17.62
    isopropyl acetate 53.94
    DMAc 419.21
    2-ethoxyethanol 95.96
    isopentanol 20.0
    n-heptane 2.31
    ethyl formate 59.67
    1,2-dichloroethane 141.43
    n-hexanol 17.58
    2-methoxyethanol 110.69
    isobutyl acetate 34.13
    tetrachloromethane 24.52
    n-pentyl acetate 28.04
    transcutol 446.85
    n-heptanol 8.72
    ethylbenzene 24.7
    MIBK 47.86
    2-propoxyethanol 76.98
    tert-butanol 39.92
    MTBE 62.74
    2-butoxyethanol 40.94
    propionic acid 51.8
    o-xylene 32.75
    formic acid 69.85
    diethyl ether 58.26
    m-xylene 24.39
    p-xylene 28.06
    chlorobenzene 64.83
    dimethyl carbonate 81.21
    n-octane 0.51
    formamide 178.61
    cyclopentanone 210.02
    2-pentanone 79.97
    anisole 133.77
    cyclopentyl methyl ether 90.42
    gamma-butyrolactone 243.95
    1-methoxy-2-propanol 80.07
    pyridine 137.56
    3-pentanone 77.8
    furfural 306.74
    n-dodecane 0.41
    diethylene glycol 78.95
    diisopropyl ether 18.77
    tert-amyl alcohol 43.05
    acetylacetone 163.84
    n-hexadecane 0.5
    acetophenone 129.23
    methyl propionate 83.36
    isopentyl acetate 55.69
    trichloroethylene 322.15
    n-nonanol 7.0
    cyclohexanol 24.33
    benzyl alcohol 69.77
    2-ethylhexanol 15.0
    isooctanol 8.27
    dipropyl ether 32.97
    1,2-dichlorobenzene 84.45
    ethyl lactate 44.68
    propylene carbonate 117.72
    n-methylformamide 143.1
    2-pentanol 16.86
    n-pentane 2.75
    1-propoxy-2-propanol 55.06
    1-methoxy-2-propyl acetate 110.14
    2-(2-methoxypropoxy) propanol 97.39
    mesitylene 17.33
    ε-caprolactone 113.51
    p-cymene 18.09
    epichlorohydrin 293.87
    1,1,1-trichloroethane 104.53
    2-aminoethanol 27.5
    morpholine-4-carbaldehyde 366.88
    sulfolane 396.06
    2,2,4-trimethylpentane 3.26
    2-methyltetrahydrofuran 144.97
    n-hexyl acetate 33.28
    isooctane 1.73
    2-(2-butoxyethoxy)ethanol 88.69
    sec-butyl acetate 47.12
    tert-butyl acetate 80.73
    decalin 4.4
    glycerin 42.17
    diglyme 263.02
    acrylic acid 72.39
    isopropyl myristate 15.81
    n-butyric acid 44.89
    acetyl acetate 79.62
    di(2-ethylhexyl) phthalate 23.82
    ethyl propionate 63.29
    nitromethane 345.63
    1,2-diethoxyethane 109.63
    benzonitrile 71.89
    trioctyl phosphate 11.75
    1-bromopropane 44.18
    gamma-valerolactone 273.01
    n-decanol 5.18
    triethyl phosphate 45.69
    4-methyl-2-pentanol 11.77
    propionitrile 41.95
    vinylene carbonate 104.3
    1,1,2-trichlorotrifluoroethane 244.04
    DMS 96.14
    cumene 17.67
    2-octanol 5.43
    2-hexanone 71.4
    octyl acetate 19.25
    limonene 24.98
    1,2-dimethoxyethane 195.26
    ethyl orthosilicate 39.06
    tributyl phosphate 20.24
    diacetone alcohol 87.53
    N,N-dimethylaniline 92.65
    acrylonitrile 79.52
    aniline 58.86
    1,3-propanediol 33.46
    bromobenzene 61.13
    dibromomethane 92.94
    1,1,2,2-tetrachloroethane 213.07
    2-methyl-cyclohexyl acetate 56.3
    tetrabutyl urea 29.26
    diisobutyl methanol 10.66
    2-phenylethanol 55.21
    styrene 38.84
    dioctyl adipate 42.37
    dimethyl sulfate 194.47
    ethyl butyrate 59.41
    methyl lactate 63.1
    butyl lactate 31.3
    diethyl carbonate 51.29
    propanediol butyl ether 38.96
    triethyl orthoformate 50.93
    p-tert-butyltoluene 18.48
    methyl 4-tert-butylbenzoate 72.32
    morpholine 159.26
    tert-butylamine 22.49
    n-dodecanol 3.96
    dimethoxymethane 158.09
    ethylene carbonate 69.73
    cyrene 130.1
    2-ethoxyethyl acetate 78.92
    2-ethylhexyl acetate 46.47
    1,2,4-trichlorobenzene 109.71
    4-methylpyridine 123.25
    dibutyl ether 15.83
    2,6-dimethyl-4-heptanol 10.66
    DEF 141.26
    dimethyl isosorbide 196.88
    tetrachloroethylene 143.46
    eugenol 73.03
    triacetin 93.53
    span 80 50.86
    1,4-butanediol 20.03
    1,1-dichloroethane 88.37
    2-methyl-1-pentanol 23.76
    methyl formate 118.85
    2-methyl-1-butanol 20.67
    n-decane 0.72
    butyronitrile 32.44
    3,7-dimethyl-1-octanol 11.12
    1-chlorooctane 5.36
    1-chlorotetradecane 2.33
    n-nonane 0.62
    undecane 0.52
    tert-butylcyclohexane 3.64
    cyclooctane 1.64
    cyclopentanol 36.01
    tetrahydropyran 82.01
    tert-amyl methyl ether 57.0
    2,5,8-trioxanonane 182.46
    1-hexene 12.69
    2-isopropoxyethanol 67.66
    2,2,2-trifluoroethanol 72.78
    methyl butyrate 79.2

    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