Boron tribromide

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  • Identifiers

    CAS number
    10294-33-4

    Molecular formula
    BBr3

    SMILES
    B(Br)(Br)Br

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 54.88%
    Fishy 41.3%
    Meaty 24.97%
    Ripe 23.75%
    Sulfurous 23.03%
    Cheesy 22.83%
    Savory 20.37%
    Sweet 17.41%
    Cooked 16.53%
    Animal 14.48%

     

    Flavor
    Odorless 34.39%
    Sulfury 27.94%
    Sulfurous 26.62%
    Meaty 25.87%
    Fishy 23.77%
    Onion 19.42%
    Roasted 19.09%
    Glue 18.82%
    Bloody 18.69%
    Ammoniacal 18.61%

     

    Odor impact est.
    High

  • Properties

    pKa est.
    -1.34 (strong acid)

    Molecular weight
    250.53 g/mol

    Melting point expt.

    • -51 °F (USCG, 1999)
    • -46 °C
    • -51 °F

    Boiling point

    • 196 °F at 760 mmHg (USCG, 1999)
    • 91.3 °C
    • 91 °C
    • 194 °F

    Flash point

    • -13.13 ˚C est.

    Solubility expt.

    • Decomposes (NIOSH, 2024)
    • Soluble in carbon tetrachloride, sulfur dioxide (liquid), sulfur dichloride; moderately soluble in methylcyclohexane
    • Solubility in water: reaction
    • Decomposes

  • Synonyms

    • BORON TRIBROMIDE
    • Tribromoborane
    • 10294-33-4
    • Borane, tribromo-
    • Boron bromide
    • Tribromoboron
    • Borontribromide
    • Boron bromide (BBr3)
    • BBr3
    • HSDB 327
    • EINECS 233-657-9
    • UN2692
    • boron(III) bromide
    • A453DV9339
    • BORON TRIBROMIDE [MI]
    • BORON TRIBROMIDE [HSDB]
    • DTXSID4065028
    • MFCD00011312
    • Boron Tribromide (17% in Dichloromethane, ca. 1mol/L)
    • tribromoboran
    • boron tribrornide
    • Borane, tribromo
    • UNII-A453DV9339
    • boron tri bromide
    • Boron tri-bromide
    • boron(III)bromide
    • Boron tribromide solution
    • Boron bromide, elec. gr.
    • Boron tribromide (ACGIH)
    • DTXCID9032747
    • Boron tribromide, >=99.99%
    • ILAHWRKJUDSMFH-UHFFFAOYSA-
    • InChI=1/BBr3/c2-1(3)4
    • BR1272
    • AKOS005111102
    • AS-88688
    • Boron tribromide [UN2692] [Corrosive]
    • Boron tribromide, ReagentPlus(R), >=99%
    • Boron tribromide, ReagentPlus(R), 99.9%
    • B2553
    • Q415804
    • 233-657-9

  • Applications

    Boron tribromide (CAS 10294-33-4) is a strong Lewis acid used mainly as a reagent in organic synthesis. It is best known for demethylating aryl methyl ethers to yield phenols, a common step in preparing phenolic intermediates for specialty chemicals. It also functions as a versatile Lewis acid catalyst in selective transformations, including ether and acetal cleavages in complex molecule synthesis. In industry and R&D, it is employed to generate phenolic building blocks for pharmaceuticals, agrochemicals, and fragrance compounds, expanding access to these specialty materials. Because it is moisture-sensitive, handling requires strictly anhydrous conditions and adherence to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 240.14
    methanol 217.3
    isopropanol 232.49
    water 5.63
    ethyl acetate 197.51
    n-propanol 209.35
    acetone 309.05
    n-butanol 232.36
    acetonitrile 113.77
    DMF 519.2
    toluene 195.32
    isobutanol 171.57
    1,4-dioxane 399.03
    methyl acetate 168.53
    THF 826.65
    2-butanone 230.49
    n-pentanol 183.9
    sec-butanol 208.95
    n-hexane 118.96
    ethylene glycol 87.86
    NMP 477.42
    cyclohexane 143.96
    DMSO 525.38
    n-butyl acetate 183.01
    n-octanol 189.33
    chloroform 375.16
    n-propyl acetate 155.12
    acetic acid 175.05
    dichloromethane 322.69
    cyclohexanone 317.69
    propylene glycol 108.61
    isopropyl acetate 186.54
    DMAc 382.37
    2-ethoxyethanol 258.48
    isopentanol 201.77
    n-heptane 113.8
    ethyl formate 139.06
    1,2-dichloroethane 253.56
    n-hexanol 231.39
    2-methoxyethanol 405.86
    isobutyl acetate 127.5
    tetrachloromethane 160.02
    n-pentyl acetate 195.46
    transcutol 386.11
    n-heptanol 195.71
    ethylbenzene 122.41
    MIBK 213.45
    2-propoxyethanol 338.57
    tert-butanol 293.25
    MTBE 286.39
    2-butoxyethanol 270.18
    propionic acid 136.17
    o-xylene 153.47
    formic acid 74.58
    diethyl ether 316.25
    m-xylene 179.23
    p-xylene 141.03
    chlorobenzene 183.89
    dimethyl carbonate 142.69
    n-octane 76.98
    formamide 118.74
    cyclopentanone 421.86
    2-pentanone 269.12
    anisole 213.35
    cyclopentyl methyl ether 421.05
    gamma-butyrolactone 385.8
    1-methoxy-2-propanol 374.52
    pyridine 260.46
    3-pentanone 200.23
    furfural 320.4
    n-dodecane 57.04
    diethylene glycol 258.5
    diisopropyl ether 180.77
    tert-amyl alcohol 236.1
    acetylacetone 278.0
    n-hexadecane 61.82
    acetophenone 181.74
    methyl propionate 195.62
    isopentyl acetate 174.96
    trichloroethylene 336.76
    n-nonanol 176.0
    cyclohexanol 252.81
    benzyl alcohol 162.06
    2-ethylhexanol 162.82
    isooctanol 164.74
    dipropyl ether 228.51
    1,2-dichlorobenzene 177.78
    ethyl lactate 108.39
    propylene carbonate 224.85
    n-methylformamide 193.5
    2-pentanol 220.27
    n-pentane 138.73
    1-propoxy-2-propanol 279.55
    1-methoxy-2-propyl acetate 213.93
    2-(2-methoxypropoxy) propanol 201.26
    mesitylene 152.22
    ε-caprolactone 269.05
    p-cymene 112.78
    epichlorohydrin 401.03
    1,1,1-trichloroethane 271.22
    2-aminoethanol 132.83
    morpholine-4-carbaldehyde 424.65
    sulfolane 505.52
    2,2,4-trimethylpentane 77.25
    2-methyltetrahydrofuran 492.33
    n-hexyl acetate 222.56
    isooctane 77.6
    2-(2-butoxyethoxy)ethanol 261.3
    sec-butyl acetate 133.35
    tert-butyl acetate 239.48
    decalin 78.76
    glycerin 152.93
    diglyme 385.31
    acrylic acid 125.91
    isopropyl myristate 133.58
    n-butyric acid 198.78
    acetyl acetate 138.25
    di(2-ethylhexyl) phthalate 120.15
    ethyl propionate 154.72
    nitromethane 196.98
    1,2-diethoxyethane 222.99
    benzonitrile 152.16
    trioctyl phosphate 106.74
    1-bromopropane 224.4
    gamma-valerolactone 420.85
    n-decanol 143.71
    triethyl phosphate 107.23
    4-methyl-2-pentanol 163.55
    propionitrile 133.34
    vinylene carbonate 179.95
    1,1,2-trichlorotrifluoroethane 268.01
    DMS 140.3
    cumene 103.16
    2-octanol 177.05
    2-hexanone 190.4
    octyl acetate 161.24
    limonene 156.63
    1,2-dimethoxyethane 377.36
    ethyl orthosilicate 114.49
    tributyl phosphate 101.53
    diacetone alcohol 266.01
    N,N-dimethylaniline 192.03
    acrylonitrile 137.98
    aniline 189.84
    1,3-propanediol 197.58
    bromobenzene 195.12
    dibromomethane 279.12
    1,1,2,2-tetrachloroethane 328.34
    2-methyl-cyclohexyl acetate 154.8
    tetrabutyl urea 147.53
    diisobutyl methanol 137.64
    2-phenylethanol 183.19
    styrene 140.87
    dioctyl adipate 154.28
    dimethyl sulfate 225.32
    ethyl butyrate 156.47
    methyl lactate 144.36
    butyl lactate 149.96
    diethyl carbonate 109.41
    propanediol butyl ether 216.37
    triethyl orthoformate 139.65
    p-tert-butyltoluene 127.28
    methyl 4-tert-butylbenzoate 233.36
    morpholine 422.42
    tert-butylamine 238.53
    n-dodecanol 121.91
    dimethoxymethane 476.33
    ethylene carbonate 161.17
    cyrene 217.11
    2-ethoxyethyl acetate 202.96
    2-ethylhexyl acetate 158.99
    1,2,4-trichlorobenzene 204.06
    4-methylpyridine 271.72
    dibutyl ether 176.87
    2,6-dimethyl-4-heptanol 137.64
    DEF 276.6
    dimethyl isosorbide 328.05
    tetrachloroethylene 243.46
    eugenol 212.83
    triacetin 172.25
    span 80 218.6
    1,4-butanediol 104.19
    1,1-dichloroethane 243.3
    2-methyl-1-pentanol 159.33
    methyl formate 160.56
    2-methyl-1-butanol 185.12
    n-decane 81.74
    butyronitrile 157.88
    3,7-dimethyl-1-octanol 156.48
    1-chlorooctane 148.17
    1-chlorotetradecane 86.93
    n-nonane 83.31
    undecane 66.66
    tert-butylcyclohexane 86.18
    cyclooctane 91.87
    cyclopentanol 296.92
    tetrahydropyran 398.77
    tert-amyl methyl ether 259.09
    2,5,8-trioxanonane 302.95
    1-hexene 172.32
    2-isopropoxyethanol 211.99
    2,2,2-trifluoroethanol 94.08
    methyl butyrate 174.02

    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