Dihydro-3(2H)-thiophenone

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  • Identifiers

    CAS number
    1003-04-9

    Molecular formula
    C4H6OS

    SMILES
    C1CSCC1=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Green 64.61%
    Sulfurous 63.04%
    Meaty 59.38%
    Roasted 58.87%
    Onion 54.72%
    Alliaceous 53.23%
    Vegetable 52.44%
    Garlic 47.8%
    Nutty 44.75%
    Cooked 41.26%

    Scent© AI

  • Properties

    XLogP3-AA
    0.4

    Molecular weight
    102.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point

    • 175.00 °C. @ 760.00 mm Hg

    Flash point est.
    69.81 ˚C

  • Synonyms

    • Tetrahydrothiophen-3-one
    • 1003-04-9
    • Thiolan-3-one
    • Dihydrothiophen-3(2H)-one
    • 3-Thiophanone
    • Dihydro-3(2H)-thiophenone
    • 3(2H)-THIOPHENONE, DIHYDRO-
    • 4,5-Dihydro-3(2H)-thiophenone
    • 3-Thiacyclopentanone
    • 3-Oxotetrahydrothiophene
    • 3-Tetrahydrothiophenone
    • Tetrahydrothiophene-3-one
    • 4,5-Dihydro-3(2H)thiophenone
    • FEMA No. 3266
    • 3-Oxo-2,3,4,5-tetrahydrothiophene
    • 3-thiolanone
    • UNII-0E9MKH53DV
    • EINECS 213-698-9
    • 0E9MKH53DV
    • MFCD00005412
    • Dihydro-3-(2H)-thiophenone
    • NSC 241151
    • tetrahydrothien-3-one
    • tetrahydro-thiophen-3-one
    • NSC-241151
    • DTXSID9061388
    • FEMA 3266
    • 3-Oxo-2,3,4, 5-tetrahydrothiophene
    • DIHYDRO-3(2H)THIOPHENONE, 4,5-
    • 4,5-DIHYDRO-3(2H)THIOPHENONE [FHFI]
    • Dihydro-3-(2H)-thiophenone (tetrahydrothiophen-3-one)
    • 3-Oxothiolane
    • NSC241151
    • dihydrothiophen-3-one
    • dihydro-thiophen-3-one
    • tetrahydrothiopen-3-one
    • SCHEMBL55376
    • SCHEMBL6194917
    • DTXCID7032507
    • 3-Oxo-2,4,5-tetrahydrothiophene
    • BBL027522
    • STL372727
    • AKOS000120350
    • CS-W011310
    • HY-W010594
    • PS-9308
    • SB11977
    • 4,5-Dihydro-3(2H)-thiophenone, 98%
    • SY011553
    • D3511
    • NS00021422
    • EN300-21375
    • 4,5-Dihydro-3(2H)-thiophenone, >=98%, FG
    • Q27236669
    • F9995-1306
    • Z104495638
    • Dihydro-3-(2H)-thiophenone ; 4,5-Dihydro-3(2H)thiophenone ; Dihydrothiophen-3(2H)-one
    • Dihydro-3-(2H)-thiophenone; 4,5-Dihydro-3(2H)thiophenone; Dihydrothiophen-3(2H)-one

  • Applications

    4,5-Dihydro-3(2H)-thiophenone (CAS 1003-04-9) is a sulfur-containing heterocycle widely used as a versatile building block in advanced organic synthesis for creating complex heteroaromatic frameworks in pharmaceuticals, agrochemicals and functional materials; in addition to being a key intermediate toward thiophene, thiazolidine and β-lactam derivatives with antibacterial, antifungal and anti-inflammatory properties, it is valued by the flavour industry for its roasted onion-garlic, meaty and caramel nuances that fine-tune savoury formulations, and it also serves as a Michael acceptor, acylating agent and nucleophile trap in transition-metal-catalysed reactions, asymmetric synthesis and the preparation of sulfur-rich conducting polymers.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 367.77
    methanol 608.17
    isopropanol 228.04
    water 78.53
    ethyl acetate 114.37
    n-propanol 223.38
    acetone 358.07
    n-butanol 178.11
    acetonitrile 253.1
    DMF 509.79
    toluene 53.39
    isobutanol 157.12
    1,4-dioxane 264.84
    methyl acetate 162.88
    THF 303.98
    2-butanone 212.71
    n-pentanol 157.35
    sec-butanol 170.52
    n-hexane 13.5
    ethylene glycol 308.06
    NMP 424.81
    cyclohexane 16.46
    DMSO 439.48
    n-butyl acetate 117.76
    n-octanol 143.47
    chloroform 421.32
    n-propyl acetate 117.88
    acetic acid 701.66
    dichloromethane 304.04
    cyclohexanone 257.54
    propylene glycol 262.85
    isopropyl acetate 82.15
    DMAc 368.91
    2-ethoxyethanol 346.85
    isopentanol 145.31
    n-heptane 17.3
    ethyl formate 121.24
    1,2-dichloroethane 148.49
    n-hexanol 151.49
    2-methoxyethanol 455.41
    isobutyl acetate 83.12
    tetrachloromethane 57.18
    n-pentyl acetate 106.81
    transcutol 1175.14
    n-heptanol 110.96
    ethylbenzene 41.27
    MIBK 99.99
    2-propoxyethanol 324.73
    tert-butanol 212.02
    MTBE 99.35
    2-butoxyethanol 240.73
    propionic acid 262.27
    o-xylene 50.45
    formic acid 480.29
    diethyl ether 97.55
    m-xylene 53.21
    p-xylene 61.85
    chlorobenzene 105.19
    dimethyl carbonate 70.44
    n-octane 8.2
    formamide 426.89
    cyclopentanone 323.58
    2-pentanone 146.02
    anisole 134.61
    cyclopentyl methyl ether 135.65
    gamma-butyrolactone 342.39
    1-methoxy-2-propanol 330.55
    pyridine 242.08
    3-pentanone 108.05
    furfural 414.55
    n-dodecane 9.55
    diethylene glycol 391.75
    diisopropyl ether 35.36
    tert-amyl alcohol 162.95
    acetylacetone 186.98
    n-hexadecane 10.35
    acetophenone 166.85
    methyl propionate 112.47
    isopentyl acetate 107.65
    trichloroethylene 345.07
    n-nonanol 115.37
    cyclohexanol 148.17
    benzyl alcohol 154.83
    2-ethylhexanol 96.91
    isooctanol 89.03
    dipropyl ether 83.25
    1,2-dichlorobenzene 113.42
    ethyl lactate 104.46
    propylene carbonate 189.64
    n-methylformamide 301.83
    2-pentanol 123.27
    n-pentane 12.37
    1-propoxy-2-propanol 231.96
    1-methoxy-2-propyl acetate 134.47
    2-(2-methoxypropoxy) propanol 257.06
    mesitylene 38.0
    ε-caprolactone 215.33
    p-cymene 44.4
    epichlorohydrin 278.67
    1,1,1-trichloroethane 135.84
    2-aminoethanol 358.03
    morpholine-4-carbaldehyde 467.39
    sulfolane 375.71
    2,2,4-trimethylpentane 10.11
    2-methyltetrahydrofuran 199.72
    n-hexyl acetate 166.05
    isooctane 8.65
    2-(2-butoxyethoxy)ethanol 363.61
    sec-butyl acetate 73.94
    tert-butyl acetate 93.96
    decalin 13.5
    glycerin 412.11
    diglyme 559.88
    acrylic acid 330.67
    isopropyl myristate 64.25
    n-butyric acid 230.56
    acetyl acetate 98.19
    di(2-ethylhexyl) phthalate 86.32
    ethyl propionate 87.36
    nitromethane 599.39
    1,2-diethoxyethane 200.07
    benzonitrile 173.38
    trioctyl phosphate 58.88
    1-bromopropane 75.29
    gamma-valerolactone 425.05
    n-decanol 83.13
    triethyl phosphate 56.64
    4-methyl-2-pentanol 74.72
    propionitrile 147.47
    vinylene carbonate 196.77
    1,1,2-trichlorotrifluoroethane 381.01
    DMS 122.42
    cumene 39.6
    2-octanol 79.5
    2-hexanone 146.41
    octyl acetate 87.34
    limonene 61.31
    1,2-dimethoxyethane 325.25
    ethyl orthosilicate 57.06
    tributyl phosphate 70.41
    diacetone alcohol 166.72
    N,N-dimethylaniline 106.24
    acrylonitrile 220.12
    aniline 125.84
    1,3-propanediol 298.35
    bromobenzene 83.22
    dibromomethane 181.6
    1,1,2,2-tetrachloroethane 268.95
    2-methyl-cyclohexyl acetate 100.09
    tetrabutyl urea 100.26
    diisobutyl methanol 58.18
    2-phenylethanol 148.94
    styrene 53.27
    dioctyl adipate 107.91
    dimethyl sulfate 120.88
    ethyl butyrate 89.51
    methyl lactate 132.98
    butyl lactate 124.94
    diethyl carbonate 64.02
    propanediol butyl ether 345.4
    triethyl orthoformate 78.51
    p-tert-butyltoluene 40.72
    methyl 4-tert-butylbenzoate 163.74
    morpholine 302.89
    tert-butylamine 124.94
    n-dodecanol 63.92
    dimethoxymethane 195.91
    ethylene carbonate 142.86
    cyrene 216.04
    2-ethoxyethyl acetate 162.81
    2-ethylhexyl acetate 84.28
    1,2,4-trichlorobenzene 154.29
    4-methylpyridine 197.79
    dibutyl ether 98.31
    2,6-dimethyl-4-heptanol 58.18
    DEF 169.57
    dimethyl isosorbide 257.36
    tetrachloroethylene 196.15
    eugenol 195.11
    triacetin 207.78
    span 80 225.78
    1,4-butanediol 186.58
    1,1-dichloroethane 145.21
    2-methyl-1-pentanol 134.7
    methyl formate 212.09
    2-methyl-1-butanol 141.41
    n-decane 14.72
    butyronitrile 131.25
    3,7-dimethyl-1-octanol 112.05
    1-chlorooctane 56.02
    1-chlorotetradecane 24.12
    n-nonane 13.75
    undecane 11.41
    tert-butylcyclohexane 14.62
    cyclooctane 6.88
    cyclopentanol 185.3
    tetrahydropyran 175.87
    tert-amyl methyl ether 81.54
    2,5,8-trioxanonane 401.48
    1-hexene 46.32
    2-isopropoxyethanol 233.66
    2,2,2-trifluoroethanol 261.66
    methyl butyrate 121.18

    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