2,3-Dihydrobenzofuran

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  • Identifiers

    CAS number
    496-16-2

    Molecular formula
    C8H8O

    SMILES
    C1COC2=CC=CC=C21

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • Carbowax: 1633.0

  • Odor profile

    Sweet 79.58%
    Phenolic 55.04%
    Anisic 46.25%
    Aromatic 42.93%
    Animal 42.82%
    Floral 33.16%
    Powdery 30.84%
    Tobacco 30.63%
    Earthy 28.91%
    Coumarinic 27.91%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    6.95 (neutral)

    Molecular weight
    120.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Melting point expt.

    • -21.5 °C

    Boiling point

    • 188.00 to 189.00 °C. @ 760.00 mm Hg

    Flash point est.
    64.42 ˚C

  • Synonyms

    • 2,3-DIHYDROBENZOFURAN
    • 496-16-2
    • Coumaran
    • 2,3-dihydrobenzo[b]furan
    • 2,3-Dihydro-1-benzofuran
    • Benzofuran, 2,3-dihydro-
    • Dihydrobenzofuran
    • Dihydrocoumarone
    • 2,3-Dihydro-benzofuran
    • MFCD00005855
    • Kumaran
    • EINECS 207-817-3
    • CHEBI:87607
    • 2,3-dihydrobenzofurane
    • COUMARAN [MI]
    • CHEMBL370688
    • 99E861415L
    • DTXSID2022040
    • 2,3-dihydrobenzo(b)furan
    • UNII-99E861415L
    • 1,2-dihydrobenzofuran
    • 2,3-dihydro-benzofura
    • 2,3-di-hydrobenzofuran
    • SCHEMBL33192
    • SCHEMBL155424
    • 2,3-Dihydro-1-benzofuran #
    • 2,3-Dihydrobenzofuran, 99%
    • DTXCID402040
    • Coumaran (2,3-dihydrobenzofuran)
    • CS-M0160
    • STR03933
    • Coumaran; 2,3-Dihydrobenzo[b]furan
    • BDBM50168006
    • AKOS000121274
    • AC-7075
    • FD11170
    • PS-4599
    • HY-75247
    • SY003884
    • DB-019755
    • DB-346445
    • D1583
    • NS00031919
    • EN300-21620
    • F10902
    • 2,3-Dihydrobenzofuran, purum, >=97.0% (GC)
    • Q27159770
    • F0001-1291
    • Z104505448
    • 207-817-3

  • Applications

    2,3‑Dihydrobenzofuran (CAS 496‑16‑2) is a versatile O‑heterocyclic scaffold used primarily as a building block and intermediate in organic synthesis for pharmaceuticals, agrochemicals, and fragrance ingredients, owing to its readily functionalized aromatic ring and robust saturated heterocycle. It is routinely derivatized (e.g., halogenation, lithiation, alkylation/acylation, hydroxy‑ or amine‑introduction, or oxidation to benzofuran) to access derivatives for drug discovery, dihydrobenzofuran‑type neolignan and other natural‑product motifs, dyes and optoelectronic materials, UV stabilizers, and specialty polymers; it is also useful for library synthesis, as an analytical reference standard, and as an intermediate for installing polar handles via metal‑catalyzed cross‑coupling.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 354.27
    methanol 447.57
    isopropanol 219.65
    water 7.57
    ethyl acetate 399.92
    n-propanol 308.24
    acetone 272.24
    n-butanol 260.83
    acetonitrile 476.49
    DMF 358.67
    toluene 247.47
    isobutanol 211.74
    1,4-dioxane 1018.11
    methyl acetate 334.84
    THF 630.44
    2-butanone 259.82
    n-pentanol 251.06
    sec-butanol 216.96
    n-hexane 65.2
    ethylene glycol 178.4
    NMP 310.18
    cyclohexane 96.54
    DMSO 465.56
    n-butyl acetate 185.14
    n-octanol 104.84
    chloroform 1240.61
    n-propyl acetate 201.45
    acetic acid 423.81
    dichloromethane 1234.94
    cyclohexanone 335.97
    propylene glycol 133.28
    isopropyl acetate 193.76
    DMAc 264.99
    2-ethoxyethanol 422.05
    isopentanol 210.39
    n-heptane 50.81
    ethyl formate 224.23
    1,2-dichloroethane 654.96
    n-hexanol 197.01
    2-methoxyethanol 487.69
    isobutyl acetate 135.3
    tetrachloromethane 232.14
    n-pentyl acetate 131.31
    transcutol 1558.78
    n-heptanol 95.68
    ethylbenzene 100.53
    MIBK 155.75
    2-propoxyethanol 371.58
    tert-butanol 222.32
    MTBE 217.11
    2-butoxyethanol 196.83
    propionic acid 300.13
    o-xylene 128.75
    formic acid 257.87
    diethyl ether 462.04
    m-xylene 133.47
    p-xylene 112.76
    chlorobenzene 312.78
    dimethyl carbonate 156.92
    n-octane 22.57
    formamide 374.85
    cyclopentanone 356.71
    2-pentanone 218.97
    anisole 259.02
    cyclopentyl methyl ether 297.22
    gamma-butyrolactone 472.03
    1-methoxy-2-propanol 294.97
    pyridine 612.79
    3-pentanone 217.1
    furfural 461.87
    n-dodecane 20.97
    diethylene glycol 372.66
    diisopropyl ether 134.07
    tert-amyl alcohol 190.35
    acetylacetone 282.54
    n-hexadecane 23.16
    acetophenone 187.05
    methyl propionate 272.2
    isopentyl acetate 162.1
    trichloroethylene 907.05
    n-nonanol 100.24
    cyclohexanol 208.02
    benzyl alcohol 187.53
    2-ethylhexanol 116.48
    isooctanol 84.22
    dipropyl ether 203.67
    1,2-dichlorobenzene 257.92
    ethyl lactate 106.95
    propylene carbonate 234.52
    n-methylformamide 326.23
    2-pentanol 183.08
    n-pentane 70.58
    1-propoxy-2-propanol 225.64
    1-methoxy-2-propyl acetate 228.07
    2-(2-methoxypropoxy) propanol 257.96
    mesitylene 90.73
    ε-caprolactone 323.81
    p-cymene 64.94
    epichlorohydrin 673.68
    1,1,1-trichloroethane 453.01
    2-aminoethanol 249.45
    morpholine-4-carbaldehyde 567.62
    sulfolane 398.52
    2,2,4-trimethylpentane 27.98
    2-methyltetrahydrofuran 462.67
    n-hexyl acetate 183.96
    isooctane 26.65
    2-(2-butoxyethoxy)ethanol 380.03
    sec-butyl acetate 139.47
    tert-butyl acetate 190.38
    decalin 43.49
    glycerin 206.32
    diglyme 669.7
    acrylic acid 287.54
    isopropyl myristate 100.96
    n-butyric acid 292.1
    acetyl acetate 261.02
    di(2-ethylhexyl) phthalate 87.36
    ethyl propionate 189.75
    nitromethane 645.27
    1,2-diethoxyethane 509.27
    benzonitrile 252.74
    trioctyl phosphate 59.56
    1-bromopropane 370.49
    gamma-valerolactone 536.23
    n-decanol 79.54
    triethyl phosphate 98.39
    4-methyl-2-pentanol 108.46
    propionitrile 341.07
    vinylene carbonate 260.48
    1,1,2-trichlorotrifluoroethane 351.28
    DMS 216.79
    cumene 75.91
    2-octanol 67.15
    2-hexanone 185.47
    octyl acetate 107.05
    limonene 87.12
    1,2-dimethoxyethane 534.16
    ethyl orthosilicate 96.73
    tributyl phosphate 84.5
    diacetone alcohol 181.31
    N,N-dimethylaniline 153.91
    acrylonitrile 392.44
    aniline 289.86
    1,3-propanediol 273.3
    bromobenzene 331.62
    dibromomethane 780.47
    1,1,2,2-tetrachloroethane 630.67
    2-methyl-cyclohexyl acetate 127.49
    tetrabutyl urea 97.38
    diisobutyl methanol 83.04
    2-phenylethanol 158.0
    styrene 146.35
    dioctyl adipate 131.07
    dimethyl sulfate 177.02
    ethyl butyrate 159.2
    methyl lactate 126.6
    butyl lactate 95.09
    diethyl carbonate 127.34
    propanediol butyl ether 158.35
    triethyl orthoformate 129.46
    p-tert-butyltoluene 61.15
    methyl 4-tert-butylbenzoate 156.91
    morpholine 818.07
    tert-butylamine 177.54
    n-dodecanol 66.99
    dimethoxymethane 393.4
    ethylene carbonate 237.16
    cyrene 174.01
    2-ethoxyethyl acetate 254.64
    2-ethylhexyl acetate 136.2
    1,2,4-trichlorobenzene 269.09
    4-methylpyridine 379.07
    dibutyl ether 181.31
    2,6-dimethyl-4-heptanol 83.04
    DEF 282.19
    dimethyl isosorbide 325.83
    tetrachloroethylene 500.7
    eugenol 168.61
    triacetin 216.39
    span 80 179.35
    1,4-butanediol 153.98
    1,1-dichloroethane 525.19
    2-methyl-1-pentanol 190.25
    methyl formate 228.62
    2-methyl-1-butanol 196.71
    n-decane 30.87
    butyronitrile 288.75
    3,7-dimethyl-1-octanol 118.46
    1-chlorooctane 88.47
    1-chlorotetradecane 46.12
    n-nonane 30.48
    undecane 24.54
    tert-butylcyclohexane 37.98
    cyclooctane 42.43
    cyclopentanol 213.63
    tetrahydropyran 558.02
    tert-amyl methyl ether 167.77
    2,5,8-trioxanonane 499.35
    1-hexene 148.71
    2-isopropoxyethanol 283.52
    2,2,2-trifluoroethanol 180.71
    methyl butyrate 202.01

    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
Etrog, leaf Citrus medica L., cultivar ethrog Engl., fam. Rutaceae 0.02%
Daphne genkwa Daphne genkwa Sieb. et Zucc., fam. Thymelaeaceae 2.7%
Kaempferia galanga rhizome (Malaysia) Kaempferia galanga L. (Alpinia sessilis Kon.), fam. Zingiberaceae 0.11%
Artemisia princeps (China) Artemisia princeps Pamp., fam. Asteraceae (Compositae) 0.75%
Cinnamomum burmannii (China) 2a branch & leaf Cinnamomum burmannii Blume (1,8-cineole-type), fam. Lauraceae 1.33%
Cinnamomum burmannii (China) 2b branch & leaf Cinnamomum burmannii Blume (borneol-type), fam. Lauraceae 0.34%
Cinnamomum burmannii (China) 2c branch & leaf Cinnamomum burmannii Blume (p-cymene type), fam. Lauraceae 0.76%
Indian curry leaf tree (leaf) Murraya koenigii Spreng., fam. Rutaceae 0.1%
Magnolia coco Magnolia coco (Lour.) DC., fam. Magnoliaceae 0.1%
Acacia confusa flower (China) Acacia confusa Merr., fam. Mimosaceae (Leguminosae) 0.43%
Fenugreek 1b steamdistillate 84625-40-1 Trigonella foenum-graecum L., fam. Leguminosae 7.5%
Fenugreek 1c extract 84625-40-1 Trigonella foenum-graecum L., fam. Leguminosae 2.5%
Salvia pratensis (Italy) Salvia pratensis L. ssp. haematodes (L.) Briq., fam. Lamiaceae (Labiatae) 0.7%
Anthoxanthum odoratum (Italy) 1a fresh leaf Anthoxanthum odoratum L., fam. Poaceae (Gramineae) 0.01%
Anthoxanthum odoratum (Italy) 1b hay Anthoxanthum odoratum L., fam. Poaceae (Gramineae) 0.1%