Diisobutylaluminum hydride

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  • Identifiers

    CAS number
    1191-15-7

    Molecular formula
    C8H19Al

    SMILES
    CC(C)C[AlH]CC(C)C

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Fishy 46.38%
    Cheesy 37.63%
    Sweet 32.6%
    Oily 32.16%
    Green 31.43%
    Sulfurous 31.19%
    Ripe 30.66%
    Fermented 30.19%
    Vegetable 28.42%
    Mint 27.95%

     

    Flavor
    Fishy 30.05%
    Yeasty 24.58%
    Fresh 24.27%
    Glue 23.62%
    Bloody 23.53%
    Ammoniacal 23.02%
    Leathery 22.85%
    Ammonia 22.35%
    Delicate 21.99%
    Ethereal 21.94%

     

    Odor impact est.
    High

  • Properties

    pKa est.
    8.63 (weak base)

    Molecular weight
    142.22 g/mol

    Melting point expt.

    • -80 °C (Freezing point)

    Boiling point

    • 105 °C @ 0.2 mm Hg

    Flash point

    • 6.71 ˚C est.

    Solubility expt.

    • Miscible with hydrocarbon solvents

  • Synonyms

    • bis(2-methylpropyl)alumane
    • Diisobutylhydroaluminum
    • Al-Diisobutyl
    • Al-Alchili
    • Hydrodiisobutylaluminum
    • Bis(isobutyl)hydroaluminum
    • Aluminum, diisobutylhydro-
    • Aluminum, hydrodiisobutyl-
    • H2EJ47H11A
    • DTXSID4041866
    • Hydrobis(2-methylpropyl)aluminum
    • DIBALH cpd
    • RefChem:134038
    • DTXCID2021866
    • Aluminium, hydrobis(2-methylpropyl)-
    • 214-729-9
    • 1191-15-7
    • Aluminum, hydrobis(2-methylpropyl)-
    • Dibal-H
    • DIIsobutylaluminium hydride
    • Diisobutylaluminum
    • Diisobutylaluminum hydride
    • DiBAlH
    • iBu2AlH
    • (iBu)2AlH
    • Al-Alchili [Italian]
    • hydrido(diisobutyl)aluminum
    • SCHEMBL333
    • UNII-H2EJ47H11A
    • HSDB 5446
    • EINECS 214-729-9
    • BRN 4123663
    • Diisobutylaluminum hydride 1M in Hexane
    • Diisobutylaluminum hydride 1M in heptane
    • Diisobutylaluminum hydride, reagent grade
    • Diisobutylaluminum hydride 1.5 M in toluene
    • Diisobutylaluminum hydride in 1.0 M in THF
    • NS00113254
    • Diisobutyl aluminum hydride, 1.5M in toluene
    • EC 214-729-9
    • Diisobutylaluminum hydride in 15 wt. % in toluene
    • Diisobutylaluminum hydride in 25 wt. % in toluene
    • Q420788
    • Diisobutylaluminum hydride in 1M Methylene chloride
    • 1191-15-7

  • Applications

    Diisobutylaluminum hydride (CAS 1191-15-7) is a bulky aluminum hydride reducing agent widely used in organic synthesis for selective reductions. Typical applications include: selective reduction of esters to aldehydes at low temperature (often -78 °C), reduction of nitriles to aldehydes, and generation of aldehyde intermediates for the synthesis of pharmaceutical and other complex organic compounds; preparation of aldehyde intermediates for fragrance and flavor chemistry; use in process development and materials science to modify carbonyl functionality and improve product properties. Safety and process controls are necessary to avoid over-reduction.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 184.33
    methanol 75.02
    isopropanol 208.8
    water 0.01
    ethyl acetate 327.7
    n-propanol 230.97
    acetone 311.06
    n-butanol 313.01
    acetonitrile 116.47
    DMF 158.57
    toluene 514.4
    isobutanol 198.83
    1,4-dioxane 815.36
    methyl acetate 216.06
    THF 1984.02
    2-butanone 393.41
    n-pentanol 206.97
    sec-butanol 287.03
    n-hexane 718.12
    ethylene glycol 9.62
    NMP 363.34
    cyclohexane 1430.46
    DMSO 204.91
    n-butyl acetate 948.18
    n-octanol 316.79
    chloroform 909.22
    n-propyl acetate 284.53
    acetic acid 78.89
    dichloromethane 647.89
    cyclohexanone 943.97
    propylene glycol 34.4
    isopropyl acetate 275.89
    DMAc 175.21
    2-ethoxyethanol 127.81
    isopentanol 284.43
    n-heptane 1705.26
    ethyl formate 124.31
    1,2-dichloroethane 459.33
    n-hexanol 760.38
    2-methoxyethanol 173.05
    isobutyl acetate 228.95
    tetrachloromethane 270.83
    n-pentyl acetate 393.45
    transcutol 561.19
    n-heptanol 306.75
    ethylbenzene 266.98
    MIBK 270.02
    2-propoxyethanol 479.03
    tert-butanol 333.22
    MTBE 531.68
    2-butoxyethanol 247.84
    propionic acid 105.74
    o-xylene 279.83
    formic acid 6.8
    diethyl ether 722.89
    m-xylene 297.08
    p-xylene 323.95
    chlorobenzene 379.47
    dimethyl carbonate 41.67
    n-octane 360.41
    formamide 13.12
    cyclopentanone 837.99
    2-pentanone 398.17
    anisole 253.4
    cyclopentyl methyl ether 1019.9
    gamma-butyrolactone 497.94
    1-methoxy-2-propanol 192.72
    pyridine 588.73
    3-pentanone 328.3
    furfural 283.85
    n-dodecane 150.59
    diethylene glycol 117.33
    diisopropyl ether 330.84
    tert-amyl alcohol 321.01
    acetylacetone 243.7
    n-hexadecane 176.34
    acetophenone 199.8
    methyl propionate 191.98
    isopentyl acetate 736.57
    trichloroethylene 600.28
    n-nonanol 307.69
    cyclohexanol 545.08
    benzyl alcohol 127.56
    2-ethylhexanol 782.23
    isooctanol 258.52
    dipropyl ether 1609.08
    1,2-dichlorobenzene 291.11
    ethyl lactate 73.61
    propylene carbonate 308.97
    n-methylformamide 58.47
    2-pentanol 283.37
    n-pentane 559.15
    1-propoxy-2-propanol 599.94
    1-methoxy-2-propyl acetate 458.94
    2-(2-methoxypropoxy) propanol 225.04
    mesitylene 208.05
    ε-caprolactone 621.99
    p-cymene 388.03
    epichlorohydrin 543.14
    1,1,1-trichloroethane 596.04
    2-aminoethanol 36.38
    morpholine-4-carbaldehyde 289.85
    sulfolane 485.56
    2,2,4-trimethylpentane 170.49
    2-methyltetrahydrofuran 1584.81
    n-hexyl acetate 518.65
    isooctane 147.23
    2-(2-butoxyethoxy)ethanol 301.82
    sec-butyl acetate 228.5
    tert-butyl acetate 351.32
    decalin 334.47
    glycerin 33.19
    diglyme 504.68
    acrylic acid 56.17
    isopropyl myristate 290.42
    n-butyric acid 251.36
    acetyl acetate 156.76
    di(2-ethylhexyl) phthalate 160.84
    ethyl propionate 232.49
    nitromethane 100.07
    1,2-diethoxyethane 666.61
    benzonitrile 216.17
    trioctyl phosphate 150.43
    1-bromopropane 823.98
    gamma-valerolactone 589.05
    n-decanol 235.35
    triethyl phosphate 233.85
    4-methyl-2-pentanol 181.13
    propionitrile 203.69
    vinylene carbonate 190.26
    1,1,2-trichlorotrifluoroethane 196.17
    DMS 167.01
    cumene 180.96
    2-octanol 262.2
    2-hexanone 375.58
    octyl acetate 304.52
    limonene 856.11
    1,2-dimethoxyethane 426.25
    ethyl orthosilicate 258.24
    tributyl phosphate 189.11
    diacetone alcohol 244.72
    N,N-dimethylaniline 186.92
    acrylonitrile 124.22
    aniline 230.81
    1,3-propanediol 78.93
    bromobenzene 497.38
    dibromomethane 714.35
    1,1,2,2-tetrachloroethane 595.19
    2-methyl-cyclohexyl acetate 511.51
    tetrabutyl urea 242.67
    diisobutyl methanol 472.05
    2-phenylethanol 298.77
    styrene 296.64
    dioctyl adipate 286.52
    dimethyl sulfate 53.96
    ethyl butyrate 640.67
    methyl lactate 52.03
    butyl lactate 201.25
    diethyl carbonate 298.7
    propanediol butyl ether 153.72
    triethyl orthoformate 488.9
    p-tert-butyltoluene 396.33
    methyl 4-tert-butylbenzoate 235.55
    morpholine 854.05
    tert-butylamine 348.89
    n-dodecanol 191.76
    dimethoxymethane 189.48
    ethylene carbonate 210.0
    cyrene 162.5
    2-ethoxyethyl acetate 295.09
    2-ethylhexyl acetate 741.96
    1,2,4-trichlorobenzene 316.85
    4-methylpyridine 571.23
    dibutyl ether 920.74
    2,6-dimethyl-4-heptanol 472.05
    DEF 321.1
    dimethyl isosorbide 492.96
    tetrachloroethylene 356.56
    eugenol 168.14
    triacetin 244.61
    span 80 313.9
    1,4-butanediol 30.44
    1,1-dichloroethane 538.0
    2-methyl-1-pentanol 202.14
    methyl formate 44.73
    2-methyl-1-butanol 263.38
    n-decane 309.8
    butyronitrile 345.49
    3,7-dimethyl-1-octanol 368.85
    1-chlorooctane 488.57
    1-chlorotetradecane 191.23
    n-nonane 374.16
    undecane 203.21
    tert-butylcyclohexane 284.11
    cyclooctane 593.31
    cyclopentanol 485.17
    tetrahydropyran 1809.6
    tert-amyl methyl ether 448.23
    2,5,8-trioxanonane 345.57
    1-hexene 811.86
    2-isopropoxyethanol 136.39
    2,2,2-trifluoroethanol 17.28
    methyl butyrate 297.59

    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