3-Hexenyl anthranilate, (3Z)-

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  • Identifiers

    CAS number
    65405-76-7

    Molecular formula
    C13H17NO2

    SMILES
    CC/C=C\CCOC(=O)C1=CC=CC=C1N

  • Odor profile

    Fragrance
    Floral 87.76%
    Green 86.09%
    Fruity 73.05%
    Sweet 71.21%
    Fresh 48.88%
    Grape 46.29%
    Herbal 45.46%
    Leafy 42.77%
    Balsamic 38.75%
    Jasmin 35.53%

     

    Flavor
    Floral 62.68%
    Green 54.78%
    Sweet 49.59%
    Fresh 44.46%
    Balsam 41.91%
    Waxy 35.99%
    Fruity 35.59%
    Spicy 33.64%
    Oily 33.59%
    Leaf 32.5%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.0

    pKa est.
    5.49 (weak acid)

    Molecular weight
    219.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    308°C

    Flash point

    • 166.94 ˚C est.

    Solubility expt.

    • Insoluble in water; Soluble in fats
    • Soluble (in ethanol)

  • Synonyms

    • cis-3-Hexenyl anthranilate
    • 65405-76-7
    • (Z)-Hex-3-enyl anthranilate
    • 3-Hexen-1-yl 2-aminobenzoate
    • 3-Hexen-1-ol, 2-aminobenzoate, (Z)-
    • (Z)-3-Hexenyl anthranilate
    • PQO7MXY1IA
    • BRN 2807994
    • 3-Hexenyl anthranilate, (3Z)-
    • 3-Hexen-1-ol, 2-aminobenzoate, (3Z)-
    • [(Z)-hex-3-enyl] 2-aminobenzoate
    • EINECS 265-744-2
    • (Z)-Hex-3-en-1-yl 2-aminobenzoate
    • cis-3-Hexenyl 2-aminobenzoate
    • 3-HEXEN-OL, 2-AMINOBENZOATE, (Z)-
    • 3-Hexen-1-ol, 1-(2-aminobenzoate), (3Z)-
    • cis-Hex-3-enyl anthranilate
    • FEMA NO. 3925
    • DTXSID30904406
    • (3Z)-3-Hexenyl 2-aminobenzoate
    • 3-HEXENYL ANTHRANILATE, CIS-
    • (Z)-3-HEXENYL ANTHRANILATE [FHFI]
    • UNII-PQO7MXY1IA
    • (3Z)-3-hexenyl anthranilate
    • SCHEMBL891227
    • 2-Aminobenzoate(Z)-3-Hexen-ol
    • FEMA 3925
    • VZWCCPAVZNSCEO-ARJAWSKDSA-
    • CHEBI:179208
    • DTXCID601333559
    • 2-Aminobenzoate(Z)-3-Hexen-1-ol
    • [(E)-hex-3-enyl] 2-aminobenzoate
    • 2-Aminobenzoate(3Z)-3-Hexen-1-ol
    • 1-(2-Aminobenzoate)(3Z)-3-Hexen-1-ol
    • NS00012570
    • 3-Hexen-1-ol,1-(2-aminobenzoate),(3Z)-
    • (3Z)-HEX-3-EN-1-YL 2-AMINOBENZOATE
    • Q27286711
    • 265-744-2
    • InChI=1/C13H17NO2/c1-2-3-4-7-10-16-13(15)11-8-5-6-9-12(11)14/h3-6,8-9H,2,7,10,14H2,1H3/b4-3-

  • Applications

    3-Hexenyl anthranilate, (3Z)-, CAS 65405-76-7 is used as a fragrance/odorant ingredient in perfumery, cosmetics, and home care products, contributing green, fresh floral notes in formulations. In cosmetics and personal care, it serves as a fragrance component blended to create layered scent profiles. In household and cleaning products, it provides a pleasant aroma in detergents and cleaners. It may be considered as a flavor/aroma ingredient in certain food flavor formulations, though usage depends on regulatory approvals. It is also evaluated as an intermediate in the synthesis of other fragrance compounds and may be used in coatings, inks, and adhesives where scent is desired. As with any fragrance chemical, applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 943.01
    methanol 1132.25
    isopropanol 546.6
    water 0.13
    ethyl acetate 791.26
    n-propanol 705.49
    acetone 1762.83
    n-butanol 556.05
    acetonitrile 1060.39
    DMF 2209.27
    toluene 287.31
    isobutanol 445.54
    1,4-dioxane 934.83
    methyl acetate 661.92
    THF 1511.45
    2-butanone 902.89
    n-pentanol 298.05
    sec-butanol 422.38
    n-hexane 10.9
    ethylene glycol 105.0
    NMP 1396.93
    cyclohexane 29.33
    DMSO 3183.52
    n-butyl acetate 295.19
    n-octanol 64.74
    chloroform 1622.19
    n-propyl acetate 312.91
    acetic acid 790.3
    dichloromethane 1905.83
    cyclohexanone 1118.78
    propylene glycol 224.15
    isopropyl acetate 324.01
    DMAc 1114.87
    2-ethoxyethanol 422.04
    isopentanol 357.42
    n-heptane 5.33
    ethyl formate 419.77
    1,2-dichloroethane 1656.73
    n-hexanol 219.49
    2-methoxyethanol 993.08
    isobutyl acetate 155.55
    tetrachloromethane 97.71
    n-pentyl acetate 142.54
    transcutol 1207.86
    n-heptanol 85.46
    ethylbenzene 79.09
    MIBK 300.14
    2-propoxyethanol 381.9
    tert-butanol 484.74
    MTBE 362.48
    2-butoxyethanol 197.4
    propionic acid 466.09
    o-xylene 111.45
    formic acid 204.54
    diethyl ether 539.54
    m-xylene 132.64
    p-xylene 100.81
    chlorobenzene 510.17
    dimethyl carbonate 310.57
    n-octane 2.99
    formamide 476.57
    cyclopentanone 1538.63
    2-pentanone 752.02
    anisole 240.32
    cyclopentyl methyl ether 568.61
    gamma-butyrolactone 1572.52
    1-methoxy-2-propanol 688.42
    pyridine 925.69
    3-pentanone 451.71
    furfural 888.36
    n-dodecane 3.66
    diethylene glycol 323.38
    diisopropyl ether 74.81
    tert-amyl alcohol 333.03
    acetylacetone 726.91
    n-hexadecane 4.33
    acetophenone 247.48
    methyl propionate 643.33
    isopentyl acetate 234.14
    trichloroethylene 2529.5
    n-nonanol 60.64
    cyclohexanol 437.85
    benzyl alcohol 234.0
    2-ethylhexanol 96.85
    isooctanol 68.98
    dipropyl ether 99.75
    1,2-dichlorobenzene 354.86
    ethyl lactate 147.7
    propylene carbonate 631.45
    n-methylformamide 879.33
    2-pentanol 279.63
    n-pentane 10.5
    1-propoxy-2-propanol 242.97
    1-methoxy-2-propyl acetate 276.87
    2-(2-methoxypropoxy) propanol 176.04
    mesitylene 66.99
    ε-caprolactone 705.01
    p-cymene 42.64
    epichlorohydrin 1892.5
    1,1,1-trichloroethane 837.17
    2-aminoethanol 305.36
    morpholine-4-carbaldehyde 861.72
    sulfolane 1863.44
    2,2,4-trimethylpentane 10.34
    2-methyltetrahydrofuran 913.18
    n-hexyl acetate 186.6
    isooctane 8.32
    2-(2-butoxyethoxy)ethanol 284.19
    sec-butyl acetate 165.03
    tert-butyl acetate 295.39
    decalin 15.35
    glycerin 270.75
    diglyme 552.68
    acrylic acid 427.16
    isopropyl myristate 62.94
    n-butyric acid 719.55
    acetyl acetate 373.35
    di(2-ethylhexyl) phthalate 77.15
    ethyl propionate 258.33
    nitromethane 1637.58
    1,2-diethoxyethane 284.75
    benzonitrile 331.87
    trioctyl phosphate 58.57
    1-bromopropane 588.27
    gamma-valerolactone 1335.38
    n-decanol 46.34
    triethyl phosphate 86.14
    4-methyl-2-pentanol 110.72
    propionitrile 559.57
    vinylene carbonate 508.3
    1,1,2-trichlorotrifluoroethane 885.51
    DMS 206.81
    cumene 49.03
    2-octanol 51.68
    2-hexanone 321.27
    octyl acetate 91.18
    limonene 71.71
    1,2-dimethoxyethane 643.04
    ethyl orthosilicate 77.62
    tributyl phosphate 73.12
    diacetone alcohol 372.13
    N,N-dimethylaniline 127.46
    acrylonitrile 720.8
    aniline 463.11
    1,3-propanediol 445.56
    bromobenzene 516.62
    dibromomethane 1135.46
    1,1,2,2-tetrachloroethane 1774.65
    2-methyl-cyclohexyl acetate 131.15
    tetrabutyl urea 97.62
    diisobutyl methanol 54.31
    2-phenylethanol 182.12
    styrene 138.56
    dioctyl adipate 106.78
    dimethyl sulfate 494.69
    ethyl butyrate 176.45
    methyl lactate 301.99
    butyl lactate 136.64
    diethyl carbonate 127.31
    propanediol butyl ether 192.32
    triethyl orthoformate 111.5
    p-tert-butyltoluene 41.21
    methyl 4-tert-butylbenzoate 156.51
    morpholine 1312.65
    tert-butylamine 213.81
    n-dodecanol 35.81
    dimethoxymethane 969.28
    ethylene carbonate 444.61
    cyrene 211.69
    2-ethoxyethyl acetate 224.53
    2-ethylhexyl acetate 160.85
    1,2,4-trichlorobenzene 432.64
    4-methylpyridine 864.92
    dibutyl ether 87.39
    2,6-dimethyl-4-heptanol 54.31
    DEF 745.79
    dimethyl isosorbide 321.8
    tetrachloroethylene 807.89
    eugenol 165.05
    triacetin 175.19
    span 80 151.04
    1,4-butanediol 149.35
    1,1-dichloroethane 1336.26
    2-methyl-1-pentanol 224.2
    methyl formate 587.92
    2-methyl-1-butanol 368.8
    n-decane 5.27
    butyronitrile 601.03
    3,7-dimethyl-1-octanol 71.88
    1-chlorooctane 45.99
    1-chlorotetradecane 17.79
    n-nonane 4.42
    undecane 4.25
    tert-butylcyclohexane 12.92
    cyclooctane 6.67
    cyclopentanol 532.37
    tetrahydropyran 1064.29
    tert-amyl methyl ether 205.43
    2,5,8-trioxanonane 331.22
    1-hexene 80.55
    2-isopropoxyethanol 239.74
    2,2,2-trifluoroethanol 206.28
    methyl butyrate 391.71

    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