Benzylideneacetone

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  • Identifiers

    CAS number
    1896-62-4

    Molecular formula
    C10H10O

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 92.56%
    Balsamic 78.81%
    Floral 75.18%
    Spicy 68.98%
    Cinnamon 66.7%
    Fruity 65.83%
    Powdery 62.98%
    Cherry 56.66%
    Vanilla 56.64%
    Coumarinic 48.48%

     

    Flavor
    Sweet 93.36%
    Floral 68.14%
    Cinnamon 62.86%
    Cherry 61.06%
    Balsam 58.51%
    Almond 49.8%
    Honey 48.51%
    Vanilla 48.38%
    Spice 46.72%
    Anise 43.38%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    7.55 (neutral)

    Molecular weight
    146.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 41.5 °C

    Boiling point

    • 262.00 °C. @ 760.00 mm Hg

    Flash point

    • 102.48 ˚C est.

    Solubility expt.

    • insoluble in water; soluble in organic solvents, oils
    • very soluble (in ethanol)

  • Synonyms

    • Benzylideneacetone
    • Benzalacetone
    • 1896-62-4
    • 122-57-6
    • 4-Phenylbut-3-en-2-one
    • (E)-4-phenylbut-3-en-2-one
    • Methyl styryl ketone
    • 4-PHENYL-3-BUTEN-2-ONE
    • Acetocinnamone
    • (E)-4-Phenyl-3-buten-2-one
    • trans-4-Phenyl-3-buten-2-one
    • trans-Benzylideneacetone
    • Benzylidene acetone
    • trans-Benzalacetone
    • Styryl methyl ketone
    • Methyl trans-styryl ketone
    • Benzalaceton
    • 3-Buten-2-one, 4-phenyl-
    • 4-Phenylbutenone
    • Benzilideneacetone
    • Benzilidene acetone
    • 2-Phenylvinyl methyl ketone
    • TPBO
    • trans-Benzylidenacetone
    • Methyl 2-phenylvinyl ketone
    • 3-Buten-2-one, 4-phenyl-, (3E)-
    • trans-4-Phenyl-3-butene-2-one
    • Methyl beta-styryl ketone
    • Ketone, methyl styryl
    • trans-4-Phenylbut-3-en-2-one
    • 4-Phenyl-3-butene-2-one
    • (3E)-4-phenylbut-3-en-2-one
    • 3-BUTEN-2-ONE, 4-PHENYL-, (E)-
    • (3E)-4-Phenyl-3-buten-2-one
    • Benzalaceton [German]
    • FEMA No. 2881
    • NSC 5605
    • BENZ
    • Methyl styryl acetone
    • 1-Buten-3-one-1-phenyl
    • Methyl .beta.-styryl ketone
    • ghl.PD_Mitscher_leg0.147
    • B03X40BMT5
    • DTXSID1031626
    • CHEBI:78399
    • CHEBI:217301
    • (3E)-4-Phenylbut-3-en-2-one (Benzalacetone)
    • (E)-4-Phenyl-but-3-en-2-one
    • 4-Phenyl-but-3-en-2-one
    • NSC-5605
    • Benzalaceton (german)
    • DTXCID305662
    • benzalacetone-d4
    • fema 2881
    • CAS-122-57-6
    • Benzylidene acetone (natural)
    • CCRIS 5319
    • t-PBO
    • EINECS 204-555-1
    • EINECS 217-587-6
    • DTXSID4025662
    • BRN 0742046
    • BRN 0742047
    • UNII-B03X40BMT5
    • benzylidenacetone
    • AI3-00944
    • AI3-52291
    • benzylideneacetone, (E)-isomer
    • benzylideneacetone, (Z)-isomer
    • trans-Benzylideneacetone;Benzalacetone
    • trans-4-phenyl-but-3-en-2-one
    • (E)-1-Buten-3-one, 1-phenyl
    • (3E)-4-Phenylbut-3-en-2-one; Warfarin Sodium Imp. C (EP); Benzalacetone; Warfarin Sodium Impurity C; Warfarin Impurity C
    • MFCD00008779
    • cinnamyl methyl ketone
    • Epitope ID:120383
    • 1-Phenyl-1-buten-3-one
    • EC 204-555-1
    • Methyl beta -STYRYL ketone
    • SCHEMBL76632
    • Benzylideneacetone (Standard)
    • 2-07-00-00287 (Beilstein Handbook Reference)
    • 4-07-00-01003 (Beilstein Handbook Reference)
    • E-4-phenyl-3-buten-2-one
    • MLS002454416
    • CHEMBL73639
    • SCHEMBL312972
    • WLN: 1V1U1R
    • BENZYLIDENEACETONE [MI]
    • DTXCID9011626
    • 4-Phenyl-(E)-3-Buten-2-one
    • BENZYLIDENEACETONE, (E)-
    • Benzylideneacetone, >=98%, FG
    • NSC5605
    • Benzalacetone, analytical standard
    • HMS2268K18
    • 4-Phenyl-3-buten-2-one, 99%
    • HY-W012595R
    • BENZALACETONE [USP IMPURITY]
    • Tox21_201502
    • Tox21_301598
    • Tox21_303222
    • s9478
    • STK803195
    • AKOS000119902
    • CS-W013311
    • DS-4780
    • FP26918
    • HY-W012595
    • 4-PHENYL-3-BUTEN-2-ONE, TRANS
    • NCGC00091356-01
    • NCGC00091356-02
    • NCGC00255323-01
    • NCGC00257166-01
    • NCGC00259053-01
    • 4-PHENYL-3-BUTEN-2-ONE [FHFI]
    • LS-13761
    • SMR001252234
    • CAS-1896-62-4
    • trans-4-Phenyl-3-buten-2-one, >=99%
    • DB-003136
    • NS00003742
    • P0163
    • EN300-18891
    • D70186
    • D70528
    • EN300-366968
    • WARFARIN SODIUM IMPURITY C [EP IMPURITY]

  • Applications

    Benzylideneacetone (CAS 1896-62-4) is a versatile enone building block used primarily as an organic synthesis intermediate. In industry, it serves as a precursor to enone derivatives, including chalcones, and as a dienophile in cycloaddition reactions (for example Diels–Alder) to construct more complex ring systems. It is also used as a precursor for pharmaceutical and other fine-chemical intermediates. In polymer and coatings applications, its enone functionality enables participation in crosslinking reactions or post functionalization to tailor polymer and coating properties. Additionally, it can be used as a ligand or coordinating partner in certain metal-catalyzed processes, depending on formulation and catalysts.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 388.99
    methanol 342.47
    isopropanol 252.45
    water 1.2
    ethyl acetate 473.47
    n-propanol 290.38
    acetone 666.97
    n-butanol 226.88
    acetonitrile 546.84
    DMF 773.32
    toluene 161.77
    isobutanol 181.36
    1,4-dioxane 726.95
    methyl acetate 563.82
    THF 528.39
    2-butanone 542.84
    n-pentanol 169.34
    sec-butanol 235.14
    n-hexane 42.46
    ethylene glycol 159.79
    NMP 482.14
    cyclohexane 32.69
    DMSO 835.55
    n-butyl acetate 205.29
    n-octanol 103.56
    chloroform 1035.61
    n-propyl acetate 215.39
    acetic acid 284.68
    dichloromethane 835.94
    cyclohexanone 409.19
    propylene glycol 251.56
    isopropyl acetate 189.63
    DMAc 714.17
    2-ethoxyethanol 265.44
    isopentanol 179.99
    n-heptane 27.06
    ethyl formate 217.76
    1,2-dichloroethane 483.2
    n-hexanol 190.42
    2-methoxyethanol 454.5
    isobutyl acetate 136.93
    tetrachloromethane 93.29
    n-pentyl acetate 108.14
    transcutol 1188.28
    n-heptanol 80.98
    ethylbenzene 124.93
    MIBK 165.48
    2-propoxyethanol 305.9
    tert-butanol 278.17
    MTBE 246.88
    2-butoxyethanol 167.02
    propionic acid 327.34
    o-xylene 109.24
    formic acid 98.5
    diethyl ether 335.09
    m-xylene 102.22
    p-xylene 131.16
    chlorobenzene 207.07
    dimethyl carbonate 194.31
    n-octane 11.58
    formamide 199.64
    cyclopentanone 504.21
    2-pentanone 326.82
    anisole 297.01
    cyclopentyl methyl ether 235.39
    gamma-butyrolactone 561.65
    1-methoxy-2-propanol 347.19
    pyridine 506.79
    3-pentanone 293.57
    furfural 433.88
    n-dodecane 11.24
    diethylene glycol 265.2
    diisopropyl ether 78.26
    tert-amyl alcohol 234.39
    acetylacetone 356.21
    n-hexadecane 12.66
    acetophenone 229.04
    methyl propionate 396.64
    isopentyl acetate 169.47
    trichloroethylene 914.33
    n-nonanol 89.65
    cyclohexanol 154.73
    benzyl alcohol 185.85
    2-ethylhexanol 121.57
    isooctanol 70.29
    dipropyl ether 160.62
    1,2-dichlorobenzene 189.39
    ethyl lactate 120.5
    propylene carbonate 295.77
    n-methylformamide 343.87
    2-pentanol 156.7
    n-pentane 23.19
    1-propoxy-2-propanol 222.6
    1-methoxy-2-propyl acetate 224.42
    2-(2-methoxypropoxy) propanol 221.52
    mesitylene 62.39
    ε-caprolactone 313.71
    p-cymene 62.13
    epichlorohydrin 616.03
    1,1,1-trichloroethane 410.82
    2-aminoethanol 251.58
    morpholine-4-carbaldehyde 533.02
    sulfolane 568.88
    2,2,4-trimethylpentane 16.35
    2-methyltetrahydrofuran 383.74
    n-hexyl acetate 196.12
    isooctane 11.96
    2-(2-butoxyethoxy)ethanol 292.56
    sec-butyl acetate 147.74
    tert-butyl acetate 189.41
    decalin 33.67
    glycerin 254.2
    diglyme 517.98
    acrylic acid 281.61
    isopropyl myristate 83.64
    n-butyric acid 285.81
    acetyl acetate 241.32
    di(2-ethylhexyl) phthalate 78.16
    ethyl propionate 220.52
    nitromethane 616.07
    1,2-diethoxyethane 305.8
    benzonitrile 210.88
    trioctyl phosphate 55.71
    1-bromopropane 274.37
    gamma-valerolactone 552.56
    n-decanol 70.32
    triethyl phosphate 91.79
    4-methyl-2-pentanol 92.29
    propionitrile 341.92
    vinylene carbonate 282.15
    1,1,2-trichlorotrifluoroethane 394.47
    DMS 240.09
    cumene 81.7
    2-octanol 56.63
    2-hexanone 230.96
    octyl acetate 102.71
    limonene 84.71
    1,2-dimethoxyethane 459.94
    ethyl orthosilicate 87.17
    tributyl phosphate 74.43
    diacetone alcohol 254.75
    N,N-dimethylaniline 181.61
    acrylonitrile 422.48
    aniline 213.59
    1,3-propanediol 226.71
    bromobenzene 216.81
    dibromomethane 537.55
    1,1,2,2-tetrachloroethane 696.01
    2-methyl-cyclohexyl acetate 129.96
    tetrabutyl urea 98.4
    diisobutyl methanol 75.1
    2-phenylethanol 155.21
    styrene 161.55
    dioctyl adipate 125.15
    dimethyl sulfate 294.57
    ethyl butyrate 167.33
    methyl lactate 188.58
    butyl lactate 109.11
    diethyl carbonate 135.77
    propanediol butyl ether 198.81
    triethyl orthoformate 113.1
    p-tert-butyltoluene 59.6
    methyl 4-tert-butylbenzoate 169.49
    morpholine 665.73
    tert-butylamine 171.63
    n-dodecanol 55.26
    dimethoxymethane 378.33
    ethylene carbonate 215.25
    cyrene 172.54
    2-ethoxyethyl acetate 202.44
    2-ethylhexyl acetate 135.35
    1,2,4-trichlorobenzene 241.63
    4-methylpyridine 379.49
    dibutyl ether 148.13
    2,6-dimethyl-4-heptanol 75.1
    DEF 357.07
    dimethyl isosorbide 292.6
    tetrachloroethylene 387.24
    eugenol 169.5
    triacetin 242.63
    span 80 171.05
    1,4-butanediol 107.92
    1,1-dichloroethane 505.07
    2-methyl-1-pentanol 157.19
    methyl formate 269.35
    2-methyl-1-butanol 178.61
    n-decane 17.79
    butyronitrile 257.96
    3,7-dimethyl-1-octanol 107.27
    1-chlorooctane 76.67
    1-chlorotetradecane 32.48
    n-nonane 17.65
    undecane 13.74
    tert-butylcyclohexane 34.77
    cyclooctane 13.07
    cyclopentanol 167.15
    tetrahydropyran 430.67
    tert-amyl methyl ether 189.26
    2,5,8-trioxanonane 365.95
    1-hexene 153.73
    2-isopropoxyethanol 200.76
    2,2,2-trifluoroethanol 115.76
    methyl butyrate 265.12

    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