Benzoyl chloride, 3,4,5-trimethoxy-

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  • Identifiers

    CAS number
    4521-61-3

    Molecular formula
    C10H11ClO4

    SMILES
    COC1=CC(=CC(=C1OC)OC)C(=O)Cl

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Vanilla 69.25%
    Sweet 66.44%
    Floral 60.64%
    Balsamic 49.1%
    Powdery 48.95%
    Creamy 43.21%
    Spicy 37.0%
    Fruity 35.46%
    Phenolic 33.04%
    Woody 32.76%

     

    Flavor
    Bitter 37.17%
    Odorless 26.87%
    Bland 24.73%
    Woody 24.24%
    Parsley 21.8%
    Eugenol 21.25%
    Spice 21.12%
    Powdery 20.79%
    Ham 20.58%
    Ethyl benzoate 20.26%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    5.95 (weak acid)

    Molecular weight
    230.64 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    315°C

    Flash point

    • 130.2 ˚C est.

  • Synonyms

    • 3,4,5-Trimethoxybenzoyl chloride
    • 4521-61-3
    • Benzoyl chloride, 3,4,5-trimethoxy-
    • EINECS 224-851-4
    • NSC 91023
    • DTXSID2063507
    • RefChem:118771
    • DTXCID4040391
    • 224-851-4
    • BUHYMJLFRZAFBF-UHFFFAOYSA-N
    • Trimethylgalloyl chloride
    • Tri-O-methylgalloyl chloride
    • MFCD00000675
    • 3,4,5-Trimethoxybenzoylchloride
    • NSC-91023
    • 3,4,5-Trimethoxybenzoic acid chloride
    • 3,4,5-Trimethoxybenzoic Acid Chloride; NSC 91023; Tri-O-methylgalloyl Chloride; Trimethylgalloyl Chloride
    • Troxipide Impurity 2
    • GHU78X3G8U
    • NCIOpen2_005468
    • SCHEMBL219096
    • 3,5-Trimethoxybenzoyl chloride
    • 3,4,5-trimethoxy-benzoylchloride
    • 3,4,5-trimethoxybenzoyl-chloride
    • Benzoyl chloride,4,5-trimethoxy-
    • 3,4,5-trimethoxy benzoyl chloride
    • 3,4,5-trimethoxy-benzoyl chloride
    • BB_SC-06746
    • EAA52161
    • NSC91023
    • BBL011386
    • SBB040629
    • STL146487
    • 3.4.5-trimethoxybenzoic acid chloride
    • AKOS000268689
    • 3,4,5-Trimethoxybenzoyl chloride, 98%
    • SY049734
    • VS-02936
    • DB-051281
    • NS00031502
    • ST50214062
    • T1842
    • EN300-19837
    • F358243
    • F2190-0056
    • Benzoyl chloride, 3,4,5-trimethoxy-;Tri-O-methylgalloyl chloride;3,4,5-Trimethoxybenzoic acid chloride
    • 4521-61-3

  • Applications

    Benzoyl chloride, 3,4,5-trimethoxy- is primarily employed as an acylating reagent in organic synthesis to install the 3,4,5-trimethoxybenzoyl group by forming amides with amines or esters with alcohols, enabling protection of hydroxyl groups or introduction of aryl carboxylate functionality. In pharmaceutical development it serves as an intermediate for preparing benzoamide-type drug candidates and related conjugates. In fragrance and flavor chemistry it can be used as a building block for aroma compounds and as a handle for introducing the trimethoxyaryl motif in fragrance materials. In polymer and coatings chemistry it may be employed to functionalize resins and polymers via acylation, forming benzoate esters that tailor solubility, compatibility, and performance. The use of this reagent is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 37.35
    methanol 46.86
    isopropanol 25.8
    water 1.38
    ethyl acetate 282.62
    n-propanol 26.66
    acetone 469.29
    n-butanol 23.35
    acetonitrile 317.05
    DMF 705.32
    toluene 45.81
    isobutanol 20.48
    1,4-dioxane 316.21
    methyl acetate 330.83
    THF 451.9
    2-butanone 232.59
    n-pentanol 26.4
    sec-butanol 25.2
    n-hexane 6.02
    ethylene glycol 42.79
    NMP 584.96
    cyclohexane 19.47
    DMSO 788.02
    n-butyl acetate 157.59
    n-octanol 25.55
    chloroform 571.76
    n-propyl acetate 182.67
    acetic acid 250.19
    dichloromethane 890.2
    cyclohexanone 320.59
    propylene glycol 17.12
    isopropyl acetate 135.26
    DMAc 513.46
    2-ethoxyethanol 137.49
    isopentanol 26.03
    n-heptane 11.04
    ethyl formate 251.65
    1,2-dichloroethane 519.66
    n-hexanol 35.28
    2-methoxyethanol 191.28
    isobutyl acetate 79.1
    tetrachloromethane 135.42
    n-pentyl acetate 89.41
    transcutol 166.11
    n-heptanol 25.03
    ethylbenzene 49.95
    MIBK 86.07
    2-propoxyethanol 116.62
    tert-butanol 51.86
    MTBE 72.7
    2-butoxyethanol 71.16
    propionic acid 109.66
    o-xylene 59.92
    formic acid 131.36
    diethyl ether 98.18
    m-xylene 43.03
    p-xylene 72.06
    chlorobenzene 145.25
    dimethyl carbonate 242.2
    n-octane 5.36
    formamide 331.1
    cyclopentanone 508.68
    2-pentanone 163.92
    anisole 150.46
    cyclopentyl methyl ether 149.91
    gamma-butyrolactone 760.08
    1-methoxy-2-propanol 104.47
    pyridine 275.06
    3-pentanone 159.96
    furfural 686.67
    n-dodecane 4.21
    diethylene glycol 129.4
    diisopropyl ether 31.05
    tert-amyl alcohol 45.86
    acetylacetone 372.96
    n-hexadecane 5.01
    acetophenone 201.34
    methyl propionate 239.79
    isopentyl acetate 113.29
    trichloroethylene 1011.8
    n-nonanol 24.56
    cyclohexanol 51.59
    benzyl alcohol 97.71
    2-ethylhexanol 35.72
    isooctanol 23.41
    dipropyl ether 66.4
    1,2-dichlorobenzene 202.82
    ethyl lactate 91.83
    propylene carbonate 368.84
    n-methylformamide 345.7
    2-pentanol 20.72
    n-pentane 5.47
    1-propoxy-2-propanol 78.07
    1-methoxy-2-propyl acetate 167.1
    2-(2-methoxypropoxy) propanol 73.63
    mesitylene 35.8
    ε-caprolactone 295.32
    p-cymene 45.65
    epichlorohydrin 652.46
    1,1,1-trichloroethane 430.66
    2-aminoethanol 35.4
    morpholine-4-carbaldehyde 503.18
    sulfolane 836.21
    2,2,4-trimethylpentane 5.34
    2-methyltetrahydrofuran 241.58
    n-hexyl acetate 94.36
    isooctane 3.37
    2-(2-butoxyethoxy)ethanol 76.0
    sec-butyl acetate 94.55
    tert-butyl acetate 148.75
    decalin 12.53
    glycerin 55.7
    diglyme 267.73
    acrylic acid 156.82
    isopropyl myristate 37.29
    n-butyric acid 117.4
    acetyl acetate 280.46
    di(2-ethylhexyl) phthalate 41.04
    ethyl propionate 163.14
    nitromethane 975.21
    1,2-diethoxyethane 109.37
    benzonitrile 160.12
    trioctyl phosphate 30.97
    1-bromopropane 108.77
    gamma-valerolactone 545.6
    n-decanol 19.17
    triethyl phosphate 98.73
    4-methyl-2-pentanol 17.19
    propionitrile 124.43
    vinylene carbonate 378.31
    1,1,2-trichlorotrifluoroethane 443.49
    DMS 181.16
    cumene 38.33
    2-octanol 19.49
    2-hexanone 128.48
    octyl acetate 49.02
    limonene 58.64
    1,2-dimethoxyethane 320.55
    ethyl orthosilicate 78.63
    tributyl phosphate 42.23
    diacetone alcohol 127.2
    N,N-dimethylaniline 110.29
    acrylonitrile 243.26
    aniline 84.65
    1,3-propanediol 51.49
    bromobenzene 159.4
    dibromomethane 417.86
    1,1,2,2-tetrachloroethane 613.87
    2-methyl-cyclohexyl acetate 105.04
    tetrabutyl urea 61.77
    diisobutyl methanol 25.19
    2-phenylethanol 90.77
    styrene 66.02
    dioctyl adipate 71.86
    dimethyl sulfate 460.67
    ethyl butyrate 145.71
    methyl lactate 115.42
    butyl lactate 58.47
    diethyl carbonate 128.71
    propanediol butyl ether 47.42
    triethyl orthoformate 98.05
    p-tert-butyltoluene 42.19
    methyl 4-tert-butylbenzoate 122.88
    morpholine 266.47
    tert-butylamine 29.54
    n-dodecanol 15.41
    dimethoxymethane 331.77
    ethylene carbonate 285.19
    cyrene 140.37
    2-ethoxyethyl acetate 142.12
    2-ethylhexyl acetate 98.74
    1,2,4-trichlorobenzene 224.16
    4-methylpyridine 218.06
    dibutyl ether 41.93
    2,6-dimethyl-4-heptanol 25.19
    DEF 273.68
    dimethyl isosorbide 204.39
    tetrachloroethylene 516.63
    eugenol 102.36
    triacetin 144.83
    span 80 51.54
    1,4-butanediol 30.14
    1,1-dichloroethane 303.1
    2-methyl-1-pentanol 29.17
    methyl formate 427.9
    2-methyl-1-butanol 23.12
    n-decane 6.88
    butyronitrile 100.64
    3,7-dimethyl-1-octanol 26.22
    1-chlorooctane 30.13
    1-chlorotetradecane 13.06
    n-nonane 6.57
    undecane 5.21
    tert-butylcyclohexane 9.28
    cyclooctane 7.53
    cyclopentanol 75.28
    tetrahydropyran 166.93
    tert-amyl methyl ether 62.57
    2,5,8-trioxanonane 147.7
    1-hexene 20.85
    2-isopropoxyethanol 90.07
    2,2,2-trifluoroethanol 214.21
    methyl butyrate 221.23

    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