Propargyl bromide

Overview IFRA Request a quote

  • Identifiers

    CAS number
    106-96-7

    Molecular formula
    C3H3Br

    SMILES
    C#CCBr

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 51.03%
    Fishy 25.12%
    Sweet 21.94%
    Pungent 21.88%
    Sulfurous 21.22%
    Geranium 20.9%
    Metallic 19.77%
    Meaty 19.61%
    Oily 19.24%
    Green 18.54%

     

    Flavor
    Bitter 25.75%
    Odorless 21.45%
    Nitrile 19.56%
    Sulfurous 18.48%
    Rotten 18.25%
    Formyl 17.88%
    Bloody 17.82%
    Glue 17.8%
    Mousy 17.64%
    Scallion 17.6%

     

    Odor impact est.
    Medium

    Odor threshold

    • [CAMEO] Odor threshold <2 ppm by volume

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    5.91 (weak acid)

    Molecular weight
    118.96 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -77.9 °F (EPA, 1998)

    Boiling point

    • 190 to 194 °F at 760 mmHg (EPA, 1998)
    • 89 °C

    Flash point

    • 12.01 ˚C est.
    • 50 °F (EPA, 1998)
    • 50 °F
    • 10.0 °C (closed cup); 18.0 °C (open cup)

    Solubility expt.

    • Soluble in ethanol, ether, benzene, carbon tetrachloride, and chloroform
    • In water, 1.49X10+4 mg/L at 25 °C

  • Synonyms

    • PROPARGYL BROMIDE
    • 106-96-7
    • 3-Bromopropyne
    • 3-Bromo-1-propyne
    • 3-bromoprop-1-yne
    • 1-Propyne, 3-bromo-
    • 2-Propynyl bromide
    • Propynyl bromide
    • 1-Bromo-2-propyne
    • Propyne, 3-bromo-
    • Gamma-bromoallylene
    • 1-Brom-2-propin
    • propargylbromide
    • Caswell No. 705
    • 3-bromo-propyne
    • 1-Brom-2-propin [Czech]
    • NSC 8801
    • HSDB 6324
    • F3H7ZXK9ZU
    • Progargyl bromide
    • EINECS 203-447-1
    • UN2345
    • EPA Pesticide Chemical Code 068701
    • BRN 0605309
    • .gamma.-Bromoallylene
    • 3-bromo-prop-1-yne
    • AI3-26597
    • NSC-8801
    • MFCD00000241
    • DTXSID3042340
    • PROPARGYL BROMIDE [HSDB]
    • 80% Propargyl bromide in Toluene
    • 4-01-00-00964 (Beilstein Handbook Reference)
    • Bromopropyne
    • Propargyl Bromide (Stablized with MgO)
    • C3H3Br
    • UNII-F3H7ZXK9ZU
    • 3bromopropyne
    • 3-bromopropine
    • 3-bromopropyn
    • 1Bromo2propyne
    • 3Bromo1propyne
    • propargyl bromine
    • 1Brom2propin
    • 3-bromo propyne
    • Gammabromoallylene
    • Propyne, 3bromo
    • 2Propynyl bromide
    • 1Propyne, 3bromo
    • 3-bromoprop-1-yn
    • 1-bromoprop-2-yne
    • 3-bromo-1-propine
    • prop-2-ynyl bromide
    • 2-propyn-1-yl bromide
    • Propargyl bromide solution
    • SCHEMBL847
    • WLN: E2UU1
    • DTXCID1022340
    • YORCIIVHUBAYBQ-UHFFFAOYSA-
    • NSC8801
    • STR00180
    • AKOS000121563
    • UN 2345
    • BP-21498
    • Propargyl bromide, 80% solution in toluene
    • NS00021484
    • P0484
    • P1272
    • EN300-17603
    • InChI=1/C3H3Br/c1-2-3-4/h1H,3H2
    • 3-Bromopropyne [UN2345] [Flammable liquid]
    • Q7250094
    • F2190-0179
    • PROPARGYL BROMIDE (~80% IN TOLUENE, STABLIZED WITH 0.3% MAGNESIUM OXIDE)
    • Propargyl bromide (80% wt.in toluene) contains 0.3% magnesium oxide as stabilizer
    • 203-447-1

  • Applications

    Propargyl bromide is a versatile alkynylating reagent used to install propargyl groups onto alcohols, amines, and carboxylates to give propargyl ethers, propargyl amines, and propargyl esters; it serves as a building-block intermediate in organic synthesis and medicinal chemistry. In polymer and materials science, it is used to introduce alkyne functionality into monomers or polymers, enabling copper-catalyzed azide–alkyne cycloaddition (click chemistry) for crosslinking and functionalization in coatings, adhesives, and inks. In pharmaceutical research, it is commonly employed to prepare propargyl-containing intermediates for potential drug scaffolds. In electronics and functional materials, the propargyl handle supports surface modification and further functionalization of advanced materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 149.22
    methanol 168.99
    isopropanol 114.55
    water 7.51
    ethyl acetate 143.92
    n-propanol 129.87
    acetone 293.81
    n-butanol 124.51
    acetonitrile 175.38
    DMF 320.73
    toluene 126.57
    isobutanol 105.32
    1,4-dioxane 310.79
    methyl acetate 175.66
    THF 349.44
    2-butanone 217.01
    n-pentanol 116.03
    sec-butanol 114.38
    n-hexane 37.67
    ethylene glycol 89.78
    NMP 346.74
    cyclohexane 70.02
    DMSO 339.67
    n-butyl acetate 168.51
    n-octanol 104.29
    chloroform 292.56
    n-propyl acetate 149.51
    acetic acid 240.32
    dichloromethane 256.47
    cyclohexanone 265.4
    propylene glycol 76.79
    isopropyl acetate 103.16
    DMAc 286.54
    2-ethoxyethanol 212.43
    isopentanol 109.51
    n-heptane 65.74
    ethyl formate 107.32
    1,2-dichloroethane 181.83
    n-hexanol 131.77
    2-methoxyethanol 247.12
    isobutyl acetate 111.09
    tetrachloromethane 97.69
    n-pentyl acetate 126.19
    transcutol 577.68
    n-heptanol 90.24
    ethylbenzene 73.24
    MIBK 123.34
    2-propoxyethanol 209.56
    tert-butanol 140.9
    MTBE 133.64
    2-butoxyethanol 160.0
    propionic acid 132.31
    o-xylene 100.73
    formic acid 119.71
    diethyl ether 161.55
    m-xylene 89.41
    p-xylene 93.62
    chlorobenzene 141.86
    dimethyl carbonate 83.05
    n-octane 27.72
    formamide 162.38
    cyclopentanone 291.15
    2-pentanone 184.37
    anisole 159.42
    cyclopentyl methyl ether 201.21
    gamma-butyrolactone 240.78
    1-methoxy-2-propanol 176.42
    pyridine 261.71
    3-pentanone 170.58
    furfural 278.78
    n-dodecane 23.3
    diethylene glycol 197.55
    diisopropyl ether 74.98
    tert-amyl alcohol 131.45
    acetylacetone 205.8
    n-hexadecane 25.41
    acetophenone 161.19
    methyl propionate 137.11
    isopentyl acetate 146.49
    trichloroethylene 327.82
    n-nonanol 93.35
    cyclohexanol 154.25
    benzyl alcohol 132.06
    2-ethylhexanol 113.32
    isooctanol 80.55
    dipropyl ether 158.34
    1,2-dichlorobenzene 131.75
    ethyl lactate 84.94
    propylene carbonate 136.89
    n-methylformamide 163.12
    2-pentanol 104.02
    n-pentane 43.47
    1-propoxy-2-propanol 188.52
    1-methoxy-2-propyl acetate 157.61
    2-(2-methoxypropoxy) propanol 191.4
    mesitylene 63.9
    ε-caprolactone 211.18
    p-cymene 83.09
    epichlorohydrin 261.57
    1,1,1-trichloroethane 193.58
    2-aminoethanol 113.4
    morpholine-4-carbaldehyde 342.58
    sulfolane 281.63
    2,2,4-trimethylpentane 28.09
    2-methyltetrahydrofuran 260.54
    n-hexyl acetate 148.58
    isooctane 22.75
    2-(2-butoxyethoxy)ethanol 238.29
    sec-butyl acetate 106.99
    tert-butyl acetate 126.59
    decalin 36.53
    glycerin 120.19
    diglyme 393.01
    acrylic acid 144.02
    isopropyl myristate 79.85
    n-butyric acid 137.63
    acetyl acetate 110.99
    di(2-ethylhexyl) phthalate 79.75
    ethyl propionate 116.21
    nitromethane 320.88
    1,2-diethoxyethane 239.36
    benzonitrile 147.84
    trioctyl phosphate 62.07
    1-bromopropane 119.25
    gamma-valerolactone 325.68
    n-decanol 77.26
    triethyl phosphate 81.14
    4-methyl-2-pentanol 73.7
    propionitrile 130.47
    vinylene carbonate 136.96
    1,1,2-trichlorotrifluoroethane 244.12
    DMS 128.39
    cumene 59.47
    2-octanol 72.27
    2-hexanone 171.45
    octyl acetate 96.23
    limonene 124.62
    1,2-dimethoxyethane 286.52
    ethyl orthosilicate 84.17
    tributyl phosphate 69.86
    diacetone alcohol 162.91
    N,N-dimethylaniline 127.89
    acrylonitrile 152.3
    aniline 139.61
    1,3-propanediol 127.35
    bromobenzene 139.62
    dibromomethane 195.62
    1,1,2,2-tetrachloroethane 246.73
    2-methyl-cyclohexyl acetate 126.04
    tetrabutyl urea 108.39
    diisobutyl methanol 85.92
    2-phenylethanol 131.53
    styrene 92.06
    dioctyl adipate 116.89
    dimethyl sulfate 129.93
    ethyl butyrate 139.62
    methyl lactate 93.46
    butyl lactate 102.46
    diethyl carbonate 91.51
    propanediol butyl ether 157.36
    triethyl orthoformate 114.14
    p-tert-butyltoluene 80.28
    methyl 4-tert-butylbenzoate 151.68
    morpholine 304.17
    tert-butylamine 106.89
    n-dodecanol 67.91
    dimethoxymethane 186.0
    ethylene carbonate 112.1
    cyrene 181.2
    2-ethoxyethyl acetate 173.47
    2-ethylhexyl acetate 134.27
    1,2,4-trichlorobenzene 164.68
    4-methylpyridine 204.2
    dibutyl ether 133.33
    2,6-dimethyl-4-heptanol 85.92
    DEF 195.38
    dimethyl isosorbide 265.52
    tetrachloroethylene 209.8
    eugenol 152.25
    triacetin 174.32
    span 80 172.64
    1,4-butanediol 84.84
    1,1-dichloroethane 158.35
    2-methyl-1-pentanol 108.38
    methyl formate 136.85
    2-methyl-1-butanol 104.65
    n-decane 32.76
    butyronitrile 125.68
    3,7-dimethyl-1-octanol 104.6
    1-chlorooctane 79.57
    1-chlorotetradecane 43.89
    n-nonane 33.62
    undecane 26.66
    tert-butylcyclohexane 34.82
    cyclooctane 34.18
    cyclopentanol 161.35
    tetrahydropyran 260.61
    tert-amyl methyl ether 129.74
    2,5,8-trioxanonane 308.04
    1-hexene 80.33
    2-isopropoxyethanol 170.96
    2,2,2-trifluoroethanol 117.72
    methyl butyrate 143.78

    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