5-Bromothiophene-2-carbaldehyde

Overview IFRA Request a quote

  • Identifiers

    CAS number
    4701-17-1

    Molecular formula
    C5H3BrOS

    SMILES
    C1=C(SC(=C1)Br)C=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 58.21%
    Sulfurous 58.18%
    Roasted 54.35%
    Burnt 46.86%
    Nutty 44.19%
    Coffee 39.76%
    Caramellic 38.84%
    Fruity 35.28%
    Savory 33.82%
    Cooked 33.35%

     

    Flavor
    Sulfur 39.09%
    Nutty 34.23%
    Bitter 31.27%
    Almond 28.91%
    Roasted 26.22%
    Bread 25.69%
    Sulfurous 25.64%
    Coffee 25.53%
    Chocolate 24.77%
    Mild 24.72%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    3.97 (weak acid)

    Molecular weight
    191.05 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    247°C

    Flash point

    • 78.1 ˚C est.

  • Synonyms

    • 5-Bromothiophene-2-carbaldehyde
    • 5-Bromo-2-thiophenecarboxaldehyde
    • 5-Bromothiophene-2-carboxaldehyde
    • 2-Thiophenecarboxaldehyde, 5-bromo-
    • EINECS 225-176-8
    • DTXSID40197004
    • RefChem:102215
    • DTXCID10119495
    • 225-176-8
    • GFBVUFQNHLUCPX-UHFFFAOYSA-N
    • 4701-17-1
    • 5-bromo-thiophene-2-carbaldehyde
    • 2-BROMO-5-FORMYLTHIOPHENE
    • 5-Bromo-2-thiophenecarbaldehyde
    • MFCD00005432
    • 5-Bromo-2-formylthiophene
    • 2-Bromo-5-thiophenecarboxaldehyde
    • 5-Bromothenaldehyde
    • 5-bromothien-2-aldehyde
    • SCHEMBL50975
    • 5-bromothiophenecarboxaldehyde
    • 5-bromo thiophene-2-aldehyde
    • BIDD:GT0561
    • orb2939979
    • SCHEMBL1660167
    • 2-bromothiophene-5-carbaldehyde
    • 5-bromo-thiophen-2-carbaldehyde
    • 5-bromo-2-thiophenecarboxaldhyde
    • 5-bromo-2-thiphenecarboxaldehyde
    • 5-bromothiophen-2-carboxaldehyde
    • 5-bromothiophene-2-carboaldehyde
    • 5-bromo-2-thiophene carboxaldehyde
    • 5-bromo-2-thiophene-carboxaldehyde
    • 5-Bromo-2-thiophenecarbaldehyde #
    • 5-bromo-thiophene-2-carboxaldehyde
    • BB_SC-07348
    • STR03212
    • BBL012655
    • SBB000294
    • STK977866
    • AKOS000113251
    • AC-7519
    • CS-W008646
    • FB12607
    • PB32069
    • PS-4042
    • 5-Bromo-2-thiophenecarboxaldehyde, 95%
    • HY-59174
    • ST044474
    • SY006056
    • DB-003989
    • B1135
    • NS00031657
    • EN300-16469
    • F065250
    • Z55928862
    • F2191-0141
    • 4701-17-1

  • Applications

    5-Bromothiophene-2-carbaldehyde (CAS 4701-17-1) is a versatile organic intermediate commonly used in cross-coupling syntheses (e.g., Suzuki, Stille, Sonogashira) to assemble more complex molecules. In industry, it serves as a building block for pharmaceuticals and agrochemicals, as well as a precursor to conjugated polymers and other organic electronic materials. It is also employed in dye and pigment synthesis for coatings and inks, and can function as an aroma-intermediate in fragrance chemistry. Additionally, the aldehyde functionality enables further functionalization for advanced materials and specialized applications, subject to local formulation restrictions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 125.18
    methanol 112.11
    isopropanol 119.39
    water 2.71
    ethyl acetate 259.48
    n-propanol 131.44
    acetone 364.41
    n-butanol 147.26
    acetonitrile 183.42
    DMF 524.83
    toluene 183.27
    isobutanol 115.26
    1,4-dioxane 386.46
    methyl acetate 327.84
    THF 496.44
    2-butanone 360.73
    n-pentanol 159.75
    sec-butanol 169.35
    n-hexane 27.68
    ethylene glycol 68.84
    NMP 646.34
    cyclohexane 33.13
    DMSO 325.68
    n-butyl acetate 219.97
    n-octanol 123.4
    chloroform 433.53
    n-propyl acetate 263.04
    acetic acid 196.41
    dichloromethane 359.87
    cyclohexanone 386.17
    propylene glycol 70.77
    isopropyl acetate 203.21
    DMAc 578.35
    2-ethoxyethanol 351.23
    isopentanol 156.33
    n-heptane 39.95
    ethyl formate 182.55
    1,2-dichloroethane 240.79
    n-hexanol 156.18
    2-methoxyethanol 375.2
    isobutyl acetate 189.05
    tetrachloromethane 115.09
    n-pentyl acetate 178.92
    transcutol 740.05
    n-heptanol 105.17
    ethylbenzene 133.65
    MIBK 231.65
    2-propoxyethanol 320.78
    tert-butanol 179.71
    MTBE 242.56
    2-butoxyethanol 220.21
    propionic acid 136.53
    o-xylene 156.66
    formic acid 96.44
    diethyl ether 221.27
    m-xylene 166.53
    p-xylene 174.24
    chlorobenzene 200.84
    dimethyl carbonate 177.49
    n-octane 24.31
    formamide 195.68
    cyclopentanone 435.29
    2-pentanone 307.77
    anisole 356.71
    cyclopentyl methyl ether 294.65
    gamma-butyrolactone 428.4
    1-methoxy-2-propanol 317.15
    pyridine 309.28
    3-pentanone 262.16
    furfural 505.27
    n-dodecane 23.55
    diethylene glycol 274.19
    diisopropyl ether 122.88
    tert-amyl alcohol 221.19
    acetylacetone 395.62
    n-hexadecane 26.52
    acetophenone 353.33
    methyl propionate 249.18
    isopentyl acetate 212.89
    trichloroethylene 535.21
    n-nonanol 118.12
    cyclohexanol 190.82
    benzyl alcohol 247.67
    2-ethylhexanol 140.22
    isooctanol 104.74
    dipropyl ether 152.37
    1,2-dichlorobenzene 220.76
    ethyl lactate 156.85
    propylene carbonate 275.15
    n-methylformamide 237.25
    2-pentanol 159.49
    n-pentane 33.0
    1-propoxy-2-propanol 247.94
    1-methoxy-2-propyl acetate 273.91
    2-(2-methoxypropoxy) propanol 268.52
    mesitylene 124.1
    ε-caprolactone 357.72
    p-cymene 109.27
    epichlorohydrin 514.6
    1,1,1-trichloroethane 334.7
    2-aminoethanol 105.12
    morpholine-4-carbaldehyde 640.79
    sulfolane 497.46
    2,2,4-trimethylpentane 35.15
    2-methyltetrahydrofuran 413.08
    n-hexyl acetate 216.97
    isooctane 28.51
    2-(2-butoxyethoxy)ethanol 332.12
    sec-butyl acetate 216.9
    tert-butyl acetate 265.45
    decalin 41.59
    glycerin 131.2
    diglyme 536.57
    acrylic acid 150.62
    isopropyl myristate 128.53
    n-butyric acid 170.2
    acetyl acetate 216.86
    di(2-ethylhexyl) phthalate 119.64
    ethyl propionate 225.74
    nitromethane 496.55
    1,2-diethoxyethane 303.42
    benzonitrile 257.68
    trioctyl phosphate 90.47
    1-bromopropane 154.92
    gamma-valerolactone 595.71
    n-decanol 99.2
    triethyl phosphate 128.61
    4-methyl-2-pentanol 122.49
    propionitrile 168.12
    vinylene carbonate 268.53
    1,1,2-trichlorotrifluoroethane 425.47
    DMS 214.48
    cumene 104.65
    2-octanol 104.31
    2-hexanone 296.12
    octyl acetate 142.27
    limonene 149.17
    1,2-dimethoxyethane 519.74
    ethyl orthosilicate 128.86
    tributyl phosphate 111.48
    diacetone alcohol 311.13
    N,N-dimethylaniline 258.63
    acrylonitrile 210.29
    aniline 191.77
    1,3-propanediol 154.26
    bromobenzene 214.95
    dibromomethane 238.85
    1,1,2,2-tetrachloroethane 382.95
    2-methyl-cyclohexyl acetate 200.37
    tetrabutyl urea 159.52
    diisobutyl methanol 109.89
    2-phenylethanol 224.39
    styrene 168.46
    dioctyl adipate 164.28
    dimethyl sulfate 281.19
    ethyl butyrate 199.51
    methyl lactate 170.02
    butyl lactate 153.87
    diethyl carbonate 144.31
    propanediol butyl ether 216.83
    triethyl orthoformate 160.18
    p-tert-butyltoluene 112.92
    methyl 4-tert-butylbenzoate 237.43
    morpholine 409.6
    tert-butylamine 124.33
    n-dodecanol 84.61
    dimethoxymethane 380.83
    ethylene carbonate 205.48
    cyrene 359.63
    2-ethoxyethyl acetate 260.8
    2-ethylhexyl acetate 185.49
    1,2,4-trichlorobenzene 279.12
    4-methylpyridine 353.51
    dibutyl ether 157.23
    2,6-dimethyl-4-heptanol 109.89
    DEF 370.52
    dimethyl isosorbide 438.93
    tetrachloroethylene 262.32
    eugenol 286.97
    triacetin 278.74
    span 80 223.35
    1,4-butanediol 109.26
    1,1-dichloroethane 247.54
    2-methyl-1-pentanol 177.84
    methyl formate 231.56
    2-methyl-1-butanol 152.3
    n-decane 33.5
    butyronitrile 183.05
    3,7-dimethyl-1-octanol 139.4
    1-chlorooctane 94.0
    1-chlorotetradecane 52.92
    n-nonane 31.52
    undecane 27.48
    tert-butylcyclohexane 43.54
    cyclooctane 23.64
    cyclopentanol 188.98
    tetrahydropyran 298.41
    tert-amyl methyl ether 253.63
    2,5,8-trioxanonane 422.53
    1-hexene 93.92
    2-isopropoxyethanol 294.3
    2,2,2-trifluoroethanol 159.85
    methyl butyrate 271.56

    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