Acryloxypropyltrimethoxysilane

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  • Identifiers

    CAS number
    4369-14-6

    Molecular formula
    C9H18O5Si

    SMILES
    CO[Si](CCCOC(=O)C=C)(OC)OC

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 39.96%
    Fruity 37.48%
    Ethereal 32.77%
    Sweet 29.33%
    Fresh 28.33%
    Winey 20.18%
    Pungent 19.97%
    Alcoholic 19.87%
    Sharp 19.76%
    Mint 19.06%

     

    Flavor
    Fruity 73.42%
    Bitter 36.36%
    Fatty 29.06%
    Green 28.89%
    Tropical 27.54%
    Sweet 26.37%
    Floral 26.19%
    Berry 26.12%
    Musty 25.83%
    Wine 25.46%

     

    Odor impact est.
    Medium

  • Properties

    pKa est.
    9.54 (weak base)

    Molecular weight
    234.32 g/mol

    Flash point

    • 89.35 ˚C est.

  • Synonyms

    • 4369-14-6
    • 3-Acryloxypropyltrimethoxysilane
    • 2-Propenoic acid, 3-(trimethoxysilyl)propyl ester
    • DTXSID6063436
    • acrylic acid, 3-(trimethoxysilyl)propyl ester
    • (3-acryloxypropyl)(trimethoxy)silane
    • 3-AOPTMS
    • RefChem:552877
    • acryloxypropyltrimethoxysilane
    • DTXCID7040281
    • 419-560-6
    • 3-(Trimethoxysilyl)propyl acrylate
    • 3-(Acryloyloxy)propyltrimethoxysilane
    • MFCD00054803
    • 3-trimethoxysilylpropyl prop-2-enoate
    • (3-Acryloxypropyl)trimethoxysilane
    • C9H18O5Si
    • 3-(trimethoxysilyl)propyl prop-2-enoate
    • 3-Acryloxypropyltrimethoxysilane, stab. with 100ppm BHT
    • Acrylic Acid 3-(Trimethoxysilyl)propyl Ester
    • 160716-45-0
    • 3-(Trimethoxysilyl)propyl 2-propenoate
    • 3-(trimethoxysilyl)propylacrylate
    • 3-acryloyloxypropyltrimethoxysilane
    • EC 419-560-6
    • SCHEMBL71730
    • 3-acryloxy propyltrimethoxysilane
    • SCHEMBL19579524
    • 3-(acryloxy)propyltrimethoxysilane
    • gamma-acryloxypropyltrimethoxysilane
    • 3-Acryloxypropyltrimethoxysilane(92%)
    • AKOS015903559
    • CS-W004495
    • (3-chloropropanoyl)propyltriMethoxysilane
    • AS-15099
    • SY048259
    • 3-(Trimethoxysilyl)propyl Acrylate (stab.)
    • A1597
    • I11114
    • S00155
    • F790750
    • 3-(Trimethoxysilyl)propyl Acrylate (stabilized with BHT)
    • 3-(Trimethoxysilyl)propyl Acrylate, (stabilized with BHT)
    • (3-Acryloxypropyl)trimethoxysilane contains 100 ppm BHT as inhibitor
    • 3-(Trimethoxysilyl)propyl acrylate, 92%, contains 100 ppm BHT as inhibitor
    • 4369-14-6

  • Applications

    Acryloxypropyltrimethoxysilane is a silane coupling agent with an acrylate functionality and three methoxy groups (CAS 4369-14-6) used to promote adhesion between organic polymers and inorganic substrates and to participate in interfacial crosslinking. In coatings and paints, it acts as an adhesion promoter and compatibilizing additive, improving bonding to glass, metal, and silica-containing substrates and contributing to siloxane-network formation that enhances the film's water resistance. In adhesives and sealants, it improves substrate adhesion and compatibility with polymer networks. In polymers and composites, it serves as a functional monomer or coupling agent to enhance interfacial bonding between organic polymer matrices and inorganic fillers such as silica. In UV-curable coatings and inks, the acrylate group enables copolymerization, increasing film strength and durability. It is also used for surface modification of inorganic fillers (e.g., silica, glass) to form siloxane linkages and improve dispersion and adhesion in composite formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 258.9
    methanol 398.74
    isopropanol 201.79
    water 26.99
    ethyl acetate 189.7
    n-propanol 205.29
    acetone 243.3
    n-butanol 174.69
    acetonitrile 213.98
    DMF 559.71
    toluene 49.34
    isobutanol 141.15
    1,4-dioxane 388.36
    methyl acetate 224.13
    THF 450.19
    2-butanone 205.8
    n-pentanol 142.46
    sec-butanol 202.71
    n-hexane 14.8
    ethylene glycol 87.7
    NMP 330.75
    cyclohexane 31.03
    DMSO 588.11
    n-butyl acetate 98.78
    n-octanol 68.51
    chloroform 685.05
    n-propyl acetate 123.58
    acetic acid 504.25
    dichloromethane 556.66
    cyclohexanone 237.05
    propylene glycol 94.03
    isopropyl acetate 142.47
    DMAc 550.71
    2-ethoxyethanol 435.42
    isopentanol 145.73
    n-heptane 15.97
    ethyl formate 182.39
    1,2-dichloroethane 302.67
    n-hexanol 94.64
    2-methoxyethanol 534.64
    isobutyl acetate 79.01
    tetrachloromethane 128.42
    n-pentyl acetate 99.33
    transcutol 375.03
    n-heptanol 73.07
    ethylbenzene 39.44
    MIBK 118.4
    2-propoxyethanol 224.56
    tert-butanol 315.08
    MTBE 249.26
    2-butoxyethanol 158.11
    propionic acid 193.27
    o-xylene 58.75
    formic acid 380.79
    diethyl ether 225.64
    m-xylene 43.22
    p-xylene 50.65
    chlorobenzene 87.55
    dimethyl carbonate 109.82
    n-octane 9.75
    formamide 496.17
    cyclopentanone 260.32
    2-pentanone 156.14
    anisole 128.83
    cyclopentyl methyl ether 197.83
    gamma-butyrolactone 305.64
    1-methoxy-2-propanol 321.99
    pyridine 182.9
    3-pentanone 136.91
    furfural 319.76
    n-dodecane 7.39
    diethylene glycol 206.15
    diisopropyl ether 72.36
    tert-amyl alcohol 285.6
    acetylacetone 201.05
    n-hexadecane 7.99
    acetophenone 128.58
    methyl propionate 163.83
    isopentyl acetate 97.13
    trichloroethylene 552.19
    n-nonanol 67.02
    cyclohexanol 164.62
    benzyl alcohol 115.71
    2-ethylhexanol 66.03
    isooctanol 64.73
    dipropyl ether 81.07
    1,2-dichlorobenzene 113.81
    ethyl lactate 91.45
    propylene carbonate 175.54
    n-methylformamide 356.56
    2-pentanol 134.69
    n-pentane 21.5
    1-propoxy-2-propanol 140.93
    1-methoxy-2-propyl acetate 130.16
    2-(2-methoxypropoxy) propanol 136.75
    mesitylene 35.75
    ε-caprolactone 237.22
    p-cymene 39.45
    epichlorohydrin 414.01
    1,1,1-trichloroethane 316.9
    2-aminoethanol 170.52
    morpholine-4-carbaldehyde 399.84
    sulfolane 370.45
    2,2,4-trimethylpentane 20.47
    2-methyltetrahydrofuran 307.91
    n-hexyl acetate 116.53
    isooctane 11.12
    2-(2-butoxyethoxy)ethanol 169.29
    sec-butyl acetate 93.24
    tert-butyl acetate 191.87
    decalin 16.86
    glycerin 179.89
    diglyme 364.06
    acrylic acid 183.29
    isopropyl myristate 51.59
    n-butyric acid 256.01
    acetyl acetate 164.06
    di(2-ethylhexyl) phthalate 53.62
    ethyl propionate 113.87
    nitromethane 706.18
    1,2-diethoxyethane 158.35
    benzonitrile 101.93
    trioctyl phosphate 43.52
    1-bromopropane 150.05
    gamma-valerolactone 410.85
    n-decanol 49.47
    triethyl phosphate 75.38
    4-methyl-2-pentanol 82.06
    propionitrile 145.33
    vinylene carbonate 187.02
    1,1,2-trichlorotrifluoroethane 391.87
    DMS 93.95
    cumene 35.63
    2-octanol 56.97
    2-hexanone 125.84
    octyl acetate 64.4
    limonene 62.57
    1,2-dimethoxyethane 530.49
    ethyl orthosilicate 77.06
    tributyl phosphate 49.92
    diacetone alcohol 201.93
    N,N-dimethylaniline 114.05
    acrylonitrile 165.72
    aniline 98.97
    1,3-propanediol 258.82
    bromobenzene 79.71
    dibromomethane 335.93
    1,1,2,2-tetrachloroethane 503.02
    2-methyl-cyclohexyl acetate 92.27
    tetrabutyl urea 68.15
    diisobutyl methanol 50.79
    2-phenylethanol 91.32
    styrene 45.85
    dioctyl adipate 70.99
    dimethyl sulfate 207.34
    ethyl butyrate 95.52
    methyl lactate 118.03
    butyl lactate 82.78
    diethyl carbonate 75.91
    propanediol butyl ether 113.32
    triethyl orthoformate 88.53
    p-tert-butyltoluene 41.78
    methyl 4-tert-butylbenzoate 130.56
    morpholine 433.56
    tert-butylamine 182.36
    n-dodecanol 37.48
    dimethoxymethane 363.82
    ethylene carbonate 161.89
    cyrene 159.18
    2-ethoxyethyl acetate 137.71
    2-ethylhexyl acetate 78.08
    1,2,4-trichlorobenzene 138.92
    4-methylpyridine 170.47
    dibutyl ether 67.73
    2,6-dimethyl-4-heptanol 50.79
    DEF 261.76
    dimethyl isosorbide 200.91
    tetrachloroethylene 344.35
    eugenol 127.6
    triacetin 129.28
    span 80 107.81
    1,4-butanediol 131.33
    1,1-dichloroethane 272.66
    2-methyl-1-pentanol 128.45
    methyl formate 246.17
    2-methyl-1-butanol 143.1
    n-decane 12.49
    butyronitrile 152.48
    3,7-dimethyl-1-octanol 66.52
    1-chlorooctane 45.31
    1-chlorotetradecane 19.7
    n-nonane 11.66
    undecane 9.1
    tert-butylcyclohexane 17.09
    cyclooctane 13.52
    cyclopentanol 174.44
    tetrahydropyran 282.82
    tert-amyl methyl ether 213.71
    2,5,8-trioxanonane 243.24
    1-hexene 42.8
    2-isopropoxyethanol 249.24
    2,2,2-trifluoroethanol 310.67
    methyl butyrate 151.97

    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