beta-BUTYROLACTONE

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  • Identifiers

    CAS number
    3068-88-0

    Molecular formula
    C4H6O2

    SMILES
    CC1CC(=O)O1

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Sweet 69.57%
    Coumarinic 58.91%
    Herbal 57.73%
    Coconut 56.35%
    Nutty 49.6%
    Tobacco 44.69%
    Fruity 43.22%
    Woody 41.87%
    Spicy 40.83%
    Creamy 40.81%

     

    Flavor
    Sweet 76.94%
    Herbal 58.0%
    Tobacco 50.47%
    Woody 42.11%
    Caramel 38.29%
    Tonka 35.98%
    Coumarin 34.17%
    Coconut 33.83%
    Warm 28.14%
    Nutty 27.86%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    8.96 (weak base)

    Molecular weight
    86.09 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Melting point expt.

    • -46.3 °F (NTP, 1992)

    Boiling point

    • 160 to 163 °F at 29 mmHg (NTP, 1992)

    Flash point

    • 50.76 ˚C est.
    • 140 °F (NTP, 1992)

    Solubility expt.

    • greater than or equal to 100 mg/mL at 73 °F (NTP, 1992)

  • Synonyms

    • beta-Butyrolactone
    • 3068-88-0
    • 4-Methyloxetan-2-one
    • 2-Oxetanone, 4-methyl-
    • (+/-)-b-Butyrolactone
    • 4-METHYL-2-OXETANONE
    • b-Butyrolactone
    • .beta.-Butyrolactone
    • 3-Hydroxybutyric acid lactone
    • 36536-46-6
    • Hydroxybutyric acid lactone
    • CCRIS 111
    • EINECS 221-330-3
    • EINECS 253-093-7
    • UNII-8BB68V31MT
    • (1)-4-Methyloxetan-2-one
    • 8BB68V31MT
    • DTXSID1020223
    • beta-Methylpropiolactone
    • DL-.beta.-Butyrolactone
    • (R)-4-Methyloxetan-2-one
    • beta-Methyl-beta-propiolactone
    • DTXCID50223
    • RAC-.BETA.-BUTYROLACTONE
    • CHEBI:82296
    • BETA-BUTYROLACTONE [IARC]
    • MFCD00005170
    • (+/-)-.BETA.-BUTYROLACTONE
    • 3-Hydroxybutyric acid, .beta.-lactone
    • (+/-)-.BETA.-METHYLPROPIOLACTONE
    • BETA-BUTYROLACTONE (IARC)
    • beta-Butyrolakton
    • beta-Butyrolakton [Czech]
    • |A-Butyrolactone
    • CAS-3068-88-0
    • (4R)-4-methyloxetan-2-one
    • 3-Hydroxybutanoic acid, beta-lactone
    • betaButyrolakton
    • 4Methyl2oxetanone
    • 4Methyloxetan2one
    • beta -butyrolactone
    • .beta.-Butyrolakton
    • 2Oxetanone, 4methyl
    • betaMethylpropiolactone
    • rac-beta-butyrolactone
    • BETABUTYROLACTONE
    • betaMethylbetapropiolactone
    • racemic beta-butyrolactone
    • beta-Butyrolactone, 98%
    • DL-3-BUTYROLACTONE
    • 3Hydroxybutyric acid lactone
    • 2Oxetanone, 4methyl, (+/)
    • (RS)-BETA-BUTYROLACTONE
    • CHEMBL1361205
    • (+-)-BETA-BUTYROLACTONE
    • DL-4-METHYL-2-OXETANONE
    • DL-BETA-METHYLPROPIOLACTONE
    • 3-Hydroxybutyric acid beta-lactone
    • 3Hydroxybutanoic acid, betalactone
    • (+/-)-BETA-BUTYROLACTONE
    • (.+-.)-BETA-BUTYROLACTONE
    • 3-Hydroxybutyric acid, beta-lactone
    • Butyric acid, 3hydroxy, betalactone
    • Tox21_201253
    • Tox21_302988
    • Butanoic acid, 3hydroxy, betalactone
    • MFCD12827426
    • DL-HYDROXYBUTYRIC ACID LACTONE
    • (+-)-BETA-METHYLPROPIOLACTONE
    • AKOS015955924
    • AT19323
    • beta-Butyrolactone, analytical standard
    • (+/-)-4-METHYL-2-OXETANONE
    • (+/-)-BETA-METHYLPROPIOLACTONE
    • 3-Hydroxybutanoic acid, .beta.-lactone
    • DL-3-HYDROXYBUTYRIC ACID LACTONE
    • (.+-.)-BETA-METHYLPROPIOLACTONE
    • Butanoic acid, 3-hydroxy-, beta-lactone
    • DL-BETA-METHYL-BETA-PROPIOLACTONE
    • NCGC00091733-01
    • NCGC00091733-02
    • NCGC00256595-01
    • NCGC00258805-01
    • SY051647
    • SY310635
    • DB-243105
    • 2-OXETANONE, 4-METHYL-, (+/-)
    • B0901
    • CS-0377913
    • DL-3-HYDROXYBUTYRIC ACID BETA-LACTONE
    • NS00022032
    • NS00089056
    • DL-3-HYDROXYBUTANOIC ACID BETA-LACTONE
    • BUTYRIC ACID, 3-HYDROXY-, BETA-LACTONE
    • C19201
    • EN300-6940117
    • Q27155863
    • 221-330-3

  • Applications

    beta-BUTYROLACTONE is a beta-lactone with a four-membered ring, commonly used as an intermediate in organic synthesis. Real-world applications include: (1) serving as an intermediate in organic synthesis, enabling ring-opening with nucleophiles to form beta-hydroxy esters and derivatives; (2) acting as a precursor or monomer for specialty polymers and biodegradable polyesters via ring-opening polymerization; (3) a building block for pharmaceutical and agrochemical syntheses; (4) a versatile building block for research and development in the manufacture of fine chemicals.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 191.54
    methanol 293.45
    isopropanol 140.37
    water 62.91
    ethyl acetate 100.32
    n-propanol 125.64
    acetone 230.89
    n-butanol 103.23
    acetonitrile 186.8
    DMF 441.21
    toluene 11.76
    isobutanol 81.8
    1,4-dioxane 172.95
    methyl acetate 129.63
    THF 207.33
    2-butanone 108.94
    n-pentanol 72.76
    sec-butanol 105.02
    n-hexane 5.51
    ethylene glycol 195.2
    NMP 330.94
    cyclohexane 4.81
    DMSO 330.15
    n-butyl acetate 46.33
    n-octanol 64.85
    chloroform 121.38
    n-propyl acetate 56.14
    acetic acid 947.3
    dichloromethane 102.56
    cyclohexanone 111.43
    propylene glycol 209.76
    isopropyl acetate 55.86
    DMAc 297.63
    2-ethoxyethanol 151.67
    isopentanol 72.23
    n-heptane 4.6
    ethyl formate 86.42
    1,2-dichloroethane 61.57
    n-hexanol 70.31
    2-methoxyethanol 311.0
    isobutyl acetate 31.96
    tetrachloromethane 9.89
    n-pentyl acetate 41.94
    transcutol 497.36
    n-heptanol 36.26
    ethylbenzene 12.81
    MIBK 54.01
    2-propoxyethanol 163.52
    tert-butanol 147.91
    MTBE 56.2
    2-butoxyethanol 83.59
    propionic acid 231.1
    o-xylene 17.16
    formic acid 382.99
    diethyl ether 59.01
    m-xylene 15.22
    p-xylene 17.68
    chlorobenzene 34.04
    dimethyl carbonate 66.25
    n-octane 2.46
    formamide 309.92
    cyclopentanone 163.76
    2-pentanone 86.99
    anisole 56.74
    cyclopentyl methyl ether 70.34
    gamma-butyrolactone 241.58
    1-methoxy-2-propanol 245.07
    pyridine 85.94
    3-pentanone 58.16
    furfural 238.93
    n-dodecane 3.89
    diethylene glycol 211.4
    diisopropyl ether 17.94
    tert-amyl alcohol 104.24
    acetylacetone 138.64
    n-hexadecane 4.09
    acetophenone 64.87
    methyl propionate 96.6
    isopentyl acetate 41.68
    trichloroethylene 132.77
    n-nonanol 55.05
    cyclohexanol 81.85
    benzyl alcohol 63.69
    2-ethylhexanol 35.93
    isooctanol 28.91
    dipropyl ether 30.01
    1,2-dichlorobenzene 41.93
    ethyl lactate 68.14
    propylene carbonate 132.19
    n-methylformamide 225.8
    2-pentanol 73.65
    n-pentane 5.32
    1-propoxy-2-propanol 106.58
    1-methoxy-2-propyl acetate 77.35
    2-(2-methoxypropoxy) propanol 137.12
    mesitylene 12.5
    ε-caprolactone 118.87
    p-cymene 14.15
    epichlorohydrin 170.92
    1,1,1-trichloroethane 53.31
    2-aminoethanol 212.22
    morpholine-4-carbaldehyde 306.06
    sulfolane 272.05
    2,2,4-trimethylpentane 4.45
    2-methyltetrahydrofuran 119.02
    n-hexyl acetate 88.25
    isooctane 3.66
    2-(2-butoxyethoxy)ethanol 189.83
    sec-butyl acetate 36.57
    tert-butyl acetate 65.26
    decalin 5.1
    glycerin 317.37
    diglyme 218.98
    acrylic acid 286.93
    isopropyl myristate 35.09
    n-butyric acid 185.23
    acetyl acetate 99.34
    di(2-ethylhexyl) phthalate 45.79
    ethyl propionate 59.98
    nitromethane 667.91
    1,2-diethoxyethane 75.44
    benzonitrile 69.99
    trioctyl phosphate 32.78
    1-bromopropane 26.81
    gamma-valerolactone 251.95
    n-decanol 42.12
    triethyl phosphate 32.73
    4-methyl-2-pentanol 43.02
    propionitrile 83.78
    vinylene carbonate 138.7
    1,1,2-trichlorotrifluoroethane 202.37
    DMS 88.77
    cumene 13.81
    2-octanol 29.79
    2-hexanone 55.58
    octyl acetate 49.48
    limonene 19.65
    1,2-dimethoxyethane 164.27
    ethyl orthosilicate 28.36
    tributyl phosphate 40.87
    diacetone alcohol 126.38
    N,N-dimethylaniline 45.08
    acrylonitrile 137.65
    aniline 50.86
    1,3-propanediol 208.7
    bromobenzene 24.54
    dibromomethane 51.29
    1,1,2,2-tetrachloroethane 99.49
    2-methyl-cyclohexyl acetate 42.13
    tetrabutyl urea 56.26
    diisobutyl methanol 23.65
    2-phenylethanol 58.64
    styrene 15.0
    dioctyl adipate 55.82
    dimethyl sulfate 118.38
    ethyl butyrate 41.24
    methyl lactate 124.1
    butyl lactate 58.59
    diethyl carbonate 36.31
    propanediol butyl ether 162.12
    triethyl orthoformate 34.06
    p-tert-butyltoluene 14.6
    methyl 4-tert-butylbenzoate 83.17
    morpholine 199.31
    tert-butylamine 72.09
    n-dodecanol 32.18
    dimethoxymethane 158.08
    ethylene carbonate 93.94
    cyrene 119.89
    2-ethoxyethyl acetate 70.38
    2-ethylhexyl acetate 31.01
    1,2,4-trichlorobenzene 61.09
    4-methylpyridine 77.27
    dibutyl ether 40.54
    2,6-dimethyl-4-heptanol 23.65
    DEF 114.0
    dimethyl isosorbide 160.92
    tetrachloroethylene 56.0
    eugenol 97.87
    triacetin 119.19
    span 80 126.87
    1,4-butanediol 95.57
    1,1-dichloroethane 64.68
    2-methyl-1-pentanol 59.63
    methyl formate 176.16
    2-methyl-1-butanol 70.44
    n-decane 5.43
    butyronitrile 70.58
    3,7-dimethyl-1-octanol 55.34
    1-chlorooctane 23.59
    1-chlorotetradecane 11.62
    n-nonane 4.85
    undecane 4.49
    tert-butylcyclohexane 5.88
    cyclooctane 2.08
    cyclopentanol 108.31
    tetrahydropyran 95.67
    tert-amyl methyl ether 49.57
    2,5,8-trioxanonane 197.06
    1-hexene 17.82
    2-isopropoxyethanol 97.27
    2,2,2-trifluoroethanol 234.26
    methyl butyrate 72.48

    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