3,3-Dimethyl-1-butene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    558-37-2

    Molecular formula
    C6H12

    SMILES
    CC(C)(C)C=C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Herbal 54.35%
    Fresh 45.38%
    Camphoreous 43.82%
    Citrus 42.59%
    Woody 41.89%
    Terpenic 36.74%
    Green 34.9%
    Gassy 34.74%
    Pine 34.69%
    Mint 31.04%

    Scent© AI

  • Properties

    XLogP3-AA
    2.7

    Molecular weight
    84.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    41°C

    Flash point est.
    -37.9 ˚C

  • Synonyms

    • 3,3-DIMETHYL-1-BUTENE
    • 558-37-2
    • Neohexene
    • 3,3-Dimethylbut-1-ene
    • 1-Butene, 3,3-dimethyl-
    • tert-Butylethylene
    • tert-Butylethene
    • tert-Hexene
    • Trimethylvinylmethane
    • 3,3-Dimethylbutene
    • 2,2-Dimethyl-3-butene
    • UNII-01ZB73D2KK
    • NSC 74119
    • 01ZB73D2KK
    • DTXSID1027211
    • EINECS 209-195-9
    • MFCD00008853
    • NSC-74119
    • (CH3)3CCH=CH2
    • DTXCID807211
    • 3,3-Dimethyl-1-butene;Neohexene
    • CAS-558-37-2
    • 3,3-Dimethy-1-butene
    • tertButylethene
    • tertHexene
    • tertbutylethylene
    • 3,3dimethylbutene
    • NSC74119
    • 2,2Dimethyl3butene
    • 1Butene, 3,3dimethyl
    • CHEMBL3183368
    • Tox21_202256
    • Tox21_303243
    • AKOS009156819
    • NCGC00249198-01
    • NCGC00256997-01
    • NCGC00259805-01
    • FD164683
    • SY109436
    • 3,3-Dimethyl-1-butene, >=97% (GC)
    • DB-072054
    • D1163
    • NS00020316
    • 3,3-Dimethyl-1-butene, >=98.5% (GC)
    • EN300-36330
    • D89799
    • A830835
    • Q2129015

  • Applications

    3,3-Dimethyl-1-butene is a highly hindered, branched alpha-olefin used mainly as a versatile intermediate for building neopentyl-type frameworks: it can be hydrogenated to 3,3-dimethylbutane (neohexane) for specialty solvent or high-octane blending applications, converted by hydroboration–oxidation to 3,3-dimethylbutan-1-ol for the synthesis of esters, plasticizers and lubricant additives, epoxidized to a terminal epoxide or cleaved by ozonolysis to pivalaldehyde for onward conversion to pivalates/pivalic acid; it also participates in hydrosilylation, cross-metathesis and free-radical copolymerization (with styrenics, acrylates, MMA) to introduce bulky branches that tune polymer flexibility, hydrophobicity and chemical resistance; because of the steric congestion around its double bond, it is often used as a model substrate in catalytic studies of hydroformylation, isomerization and other electrophilic addition processes.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 97.35
    methanol 75.1
    isopropanol 95.84
    water 0.63
    ethyl acetate 156.05
    n-propanol 102.8
    acetone 82.87
    n-butanol 126.25
    acetonitrile 67.48
    DMF 97.2
    toluene 96.78
    isobutanol 82.97
    1,4-dioxane 165.63
    methyl acetate 128.49
    THF 262.46
    2-butanone 134.32
    n-pentanol 88.52
    sec-butanol 137.77
    n-hexane 170.86
    ethylene glycol 21.73
    NMP 147.52
    cyclohexane 112.05
    DMSO 65.76
    n-butyl acetate 205.06
    n-octanol 153.57
    chloroform 269.3
    n-propyl acetate 92.03
    acetic acid 67.78
    dichloromethane 154.36
    cyclohexanone 136.68
    propylene glycol 50.22
    isopropyl acetate 125.65
    DMAc 171.15
    2-ethoxyethanol 89.8
    isopentanol 114.19
    n-heptane 256.25
    ethyl formate 52.87
    1,2-dichloroethane 96.4
    n-hexanol 252.87
    2-methoxyethanol 120.84
    isobutyl acetate 81.94
    tetrachloromethane 90.8
    n-pentyl acetate 116.47
    transcutol 314.05
    n-heptanol 147.76
    ethylbenzene 84.35
    MIBK 105.61
    2-propoxyethanol 250.69
    tert-butanol 147.62
    MTBE 209.09
    2-butoxyethanol 152.38
    propionic acid 88.35
    o-xylene 95.68
    formic acid 20.73
    diethyl ether 188.79
    m-xylene 92.36
    p-xylene 93.67
    chlorobenzene 89.31
    dimethyl carbonate 50.57
    n-octane 87.89
    formamide 26.52
    cyclopentanone 153.88
    2-pentanone 118.24
    anisole 121.54
    cyclopentyl methyl ether 196.44
    gamma-butyrolactone 130.28
    1-methoxy-2-propanol 149.89
    pyridine 129.24
    3-pentanone 129.51
    furfural 116.8
    n-dodecane 58.92
    diethylene glycol 105.36
    diisopropyl ether 130.45
    tert-amyl alcohol 195.56
    acetylacetone 103.57
    n-hexadecane 61.77
    acetophenone 98.82
    methyl propionate 122.83
    isopentyl acetate 188.86
    trichloroethylene 165.53
    n-nonanol 146.95
    cyclohexanol 119.42
    benzyl alcohol 69.15
    2-ethylhexanol 225.91
    isooctanol 120.15
    dipropyl ether 307.82
    1,2-dichlorobenzene 91.12
    ethyl lactate 64.08
    propylene carbonate 103.57
    n-methylformamide 48.64
    2-pentanol 134.98
    n-pentane 124.7
    1-propoxy-2-propanol 284.9
    1-methoxy-2-propyl acetate 202.81
    2-(2-methoxypropoxy) propanol 186.87
    mesitylene 77.56
    ε-caprolactone 146.48
    p-cymene 116.83
    epichlorohydrin 137.91
    1,1,1-trichloroethane 176.61
    2-aminoethanol 51.89
    morpholine-4-carbaldehyde 147.4
    sulfolane 134.47
    2,2,4-trimethylpentane 87.84
    2-methyltetrahydrofuran 250.22
    n-hexyl acetate 188.74
    isooctane 65.27
    2-(2-butoxyethoxy)ethanol 203.43
    sec-butyl acetate 104.09
    tert-butyl acetate 167.28
    decalin 85.78
    glycerin 54.63
    diglyme 251.64
    acrylic acid 65.68
    isopropyl myristate 120.99
    n-butyric acid 113.99
    acetyl acetate 99.72
    di(2-ethylhexyl) phthalate 86.6
    ethyl propionate 119.29
    nitromethane 73.13
    1,2-diethoxyethane 192.39
    benzonitrile 69.41
    trioctyl phosphate 72.43
    1-bromopropane 144.09
    gamma-valerolactone 155.89
    n-decanol 117.43
    triethyl phosphate 104.1
    4-methyl-2-pentanol 102.85
    propionitrile 96.83
    vinylene carbonate 78.62
    1,1,2-trichlorotrifluoroethane 121.83
    DMS 105.92
    cumene 77.82
    2-octanol 113.14
    2-hexanone 105.01
    octyl acetate 142.32
    limonene 171.0
    1,2-dimethoxyethane 144.11
    ethyl orthosilicate 112.99
    tributyl phosphate 82.67
    diacetone alcohol 148.11
    N,N-dimethylaniline 111.15
    acrylonitrile 78.1
    aniline 101.56
    1,3-propanediol 64.77
    bromobenzene 95.15
    dibromomethane 149.03
    1,1,2,2-tetrachloroethane 180.72
    2-methyl-cyclohexyl acetate 161.61
    tetrabutyl urea 96.66
    diisobutyl methanol 152.14
    2-phenylethanol 126.91
    styrene 84.37
    dioctyl adipate 121.78
    dimethyl sulfate 57.84
    ethyl butyrate 187.77
    methyl lactate 75.73
    butyl lactate 98.64
    diethyl carbonate 121.13
    propanediol butyl ether 115.81
    triethyl orthoformate 170.52
    p-tert-butyltoluene 128.65
    methyl 4-tert-butylbenzoate 162.96
    morpholine 194.05
    tert-butylamine 137.64
    n-dodecanol 98.94
    dimethoxymethane 96.6
    ethylene carbonate 72.72
    cyrene 102.25
    2-ethoxyethyl acetate 127.54
    2-ethylhexyl acetate 177.5
    1,2,4-trichlorobenzene 114.71
    4-methylpyridine 120.14
    dibutyl ether 202.53
    2,6-dimethyl-4-heptanol 152.14
    DEF 140.49
    dimethyl isosorbide 244.47
    tetrachloroethylene 119.65
    eugenol 124.69
    triacetin 153.39
    span 80 195.83
    1,4-butanediol 29.28
    1,1-dichloroethane 138.89
    2-methyl-1-pentanol 105.41
    methyl formate 34.85
    2-methyl-1-butanol 122.27
    n-decane 91.85
    butyronitrile 94.74
    3,7-dimethyl-1-octanol 162.69
    1-chlorooctane 147.82
    1-chlorotetradecane 77.62
    n-nonane 96.96
    undecane 70.8
    tert-butylcyclohexane 98.56
    cyclooctane 82.49
    cyclopentanol 110.16
    tetrahydropyran 216.24
    tert-amyl methyl ether 234.58
    2,5,8-trioxanonane 199.74
    1-hexene 193.23
    2-isopropoxyethanol 92.14
    2,2,2-trifluoroethanol 32.62
    methyl butyrate 115.79

    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

Botanical

Name CAS Botanical Proportion
Annual wormwood (China) 1 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 0.02%