Iridomyrmecin

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  • Identifiers

    CAS number
    485-43-8

    Molecular formula
    C10H16O2

    SMILES
    C[C@H]1CC[C@H]2[C@@H]1COC(=O)[C@H]2C

    Safety labels

  • Odor profile

    Fragrance
    Woody 57.63%
    Spicy 48.3%
    Herbal 44.53%
    Lactonic 44.48%
    Mint 43.31%
    Coconut 42.0%
    Coumarinic 39.84%
    Tobacco 33.07%
    Sweet 32.86%
    Floral 31.37%

     

    Flavor
    Minty 35.43%
    Bitter 34.67%
    Fruity 33.56%
    Herbal 33.33%
    Fruit 26.48%
    Cedarleaf 21.95%
    Mint 21.86%
    Coumarin 21.82%
    Tonka 21.72%
    Ripe apricot 21.42%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    8.06 (weak base)

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    276°C

    Flash point

    • 115.44 ˚C est.

  • Synonyms

    • Iridomyrmecin
    • (+)-Iridomyrmecin
    • 485-43-8
    • 9736R92EPU
    • (4S,4aS,7S,7aR)-4,7-dimethyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
    • DTXSID40876125
    • NSC-10974
    • Cyclopenta(c)pyran-3(1H)-one, hexahydro-4,7-dimethyl-, (4S-(4alpha,4abeta,7beta,7abeta))-
    • (4S,4aS,7S,7aR)-4,7-dimethyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta(c)pyran-3-one
    • RefChem:148722
    • DTXCID701014237
    • Iridomyrmexin
    • Iridomirmecina
    • C09786
    • (4S,4AS,7S,7aR)-4,7-dimethylhexahydrocyclopenta[c]pyran-3(1H)-one
    • AC1L9CSW
    • UNII-9736R92EPU
    • NSC 10974
    • IRIDOMYRMECIN [MI]
    • SureCN1649438
    • IRIDOMYRMECIN, (+)-
    • CHEBI:5967
    • SCHEMBL1649438
    • CYCLOPENTA(C)PYRAN-3(1H)-ONE, HEXAHYDRO-4,7-DIMETHYL-, (4S-(4.ALPHA.,4A.BETA.,7.BETA.,7A.BETA.))-
    • NS00010504
    • Q2016116
    • .ALPHA.-(2-HYDROXYMETHYL-3-METHYLCYCLOPENTANE)PROPIONIC ACID .DELTA.-LACTONE
    • CYCLOPENTA(C)PYRAN-3(1H)-ONE, HEXAHYDRO-4,7-DIMETHYL-, (4S,4AS,7S,7AR)-
    • 485-43-8

  • Applications

    Iridomyrmecin (CAS 485-43-8) is primarily encountered as a component of ant pheromones and is of interest in applications such as pest-management formulations where it can be used in monitoring traps and mating-disruption strategies for agricultural and stored-product pests. It also serves as a useful tool in chemical ecology research to study pheromone communication and social behavior in ants. In niche perfumery and flavor research, it is sometimes evaluated as an odorant or fragrance ingredient to explore distinctive terpene notes. Additionally, as a terpene-like building block, iridomyrmecin may be employed as a synthetic intermediate in the preparation of other terpenoids and pheromone blends in chemical synthesis. Use and handling are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 946.89
    methanol 1079.29
    isopropanol 920.8
    water 7.8
    ethyl acetate 1122.89
    n-propanol 740.57
    acetone 1369.8
    n-butanol 541.47
    acetonitrile 1493.53
    DMF 951.95
    toluene 441.61
    isobutanol 529.59
    1,4-dioxane 2119.12
    methyl acetate 1091.49
    THF 1852.67
    2-butanone 943.39
    n-pentanol 247.76
    sec-butanol 464.13
    n-hexane 13.52
    ethylene glycol 216.61
    NMP 585.36
    cyclohexane 47.89
    DMSO 876.48
    n-butyl acetate 534.13
    n-octanol 186.7
    chloroform 2876.46
    n-propyl acetate 436.99
    acetic acid 870.26
    dichloromethane 2500.32
    cyclohexanone 1044.86
    propylene glycol 249.81
    isopropyl acetate 667.6
    DMAc 487.26
    2-ethoxyethanol 563.94
    isopentanol 490.81
    n-heptane 12.19
    ethyl formate 703.84
    1,2-dichloroethane 1313.53
    n-hexanol 346.82
    2-methoxyethanol 1136.31
    isobutyl acetate 273.14
    tetrachloromethane 313.18
    n-pentyl acetate 321.75
    transcutol 2796.66
    n-heptanol 173.12
    ethylbenzene 169.27
    MIBK 451.36
    2-propoxyethanol 811.0
    tert-butanol 793.72
    MTBE 620.94
    2-butoxyethanol 415.44
    propionic acid 651.42
    o-xylene 235.74
    formic acid 363.47
    diethyl ether 645.78
    m-xylene 301.37
    p-xylene 250.42
    chlorobenzene 720.98
    dimethyl carbonate 326.25
    n-octane 9.49
    formamide 648.47
    cyclopentanone 1299.38
    2-pentanone 679.8
    anisole 424.63
    cyclopentyl methyl ether 581.82
    gamma-butyrolactone 1599.16
    1-methoxy-2-propanol 836.68
    pyridine 1251.31
    3-pentanone 462.83
    furfural 1194.46
    n-dodecane 12.41
    diethylene glycol 715.13
    diisopropyl ether 192.45
    tert-amyl alcohol 401.71
    acetylacetone 955.74
    n-hexadecane 14.67
    acetophenone 351.4
    methyl propionate 670.68
    isopentyl acetate 464.89
    trichloroethylene 2410.86
    n-nonanol 154.85
    cyclohexanol 421.02
    benzyl alcohol 337.0
    2-ethylhexanol 165.41
    isooctanol 149.72
    dipropyl ether 159.96
    1,2-dichlorobenzene 587.1
    ethyl lactate 189.37
    propylene carbonate 766.27
    n-methylformamide 863.18
    2-pentanol 346.73
    n-pentane 21.64
    1-propoxy-2-propanol 483.67
    1-methoxy-2-propyl acetate 563.99
    2-(2-methoxypropoxy) propanol 376.13
    mesitylene 184.17
    ε-caprolactone 933.07
    p-cymene 100.49
    epichlorohydrin 1849.2
    1,1,1-trichloroethane 1167.33
    2-aminoethanol 387.29
    morpholine-4-carbaldehyde 1044.1
    sulfolane 1018.77
    2,2,4-trimethylpentane 18.62
    2-methyltetrahydrofuran 1055.54
    n-hexyl acetate 482.76
    isooctane 21.54
    2-(2-butoxyethoxy)ethanol 616.76
    sec-butyl acetate 308.42
    tert-butyl acetate 546.97
    decalin 25.39
    glycerin 354.25
    diglyme 1129.52
    acrylic acid 546.51
    isopropyl myristate 150.39
    n-butyric acid 904.07
    acetyl acetate 676.5
    di(2-ethylhexyl) phthalate 156.7
    ethyl propionate 356.58
    nitromethane 1701.07
    1,2-diethoxyethane 672.7
    benzonitrile 696.11
    trioctyl phosphate 106.92
    1-bromopropane 549.81
    gamma-valerolactone 1567.13
    n-decanol 112.0
    triethyl phosphate 123.93
    4-methyl-2-pentanol 239.48
    propionitrile 892.54
    vinylene carbonate 798.54
    1,1,2-trichlorotrifluoroethane 751.64
    DMS 454.28
    cumene 115.85
    2-octanol 129.02
    2-hexanone 347.31
    octyl acetate 195.34
    limonene 118.45
    1,2-dimethoxyethane 815.44
    ethyl orthosilicate 118.32
    tributyl phosphate 141.57
    diacetone alcohol 506.88
    N,N-dimethylaniline 196.6
    acrylonitrile 1159.67
    aniline 588.44
    1,3-propanediol 666.39
    bromobenzene 741.21
    dibromomethane 1385.42
    1,1,2,2-tetrachloroethane 1595.08
    2-methyl-cyclohexyl acetate 212.01
    tetrabutyl urea 147.05
    diisobutyl methanol 119.18
    2-phenylethanol 383.36
    styrene 220.9
    dioctyl adipate 198.36
    dimethyl sulfate 365.26
    ethyl butyrate 284.03
    methyl lactate 306.11
    butyl lactate 244.23
    diethyl carbonate 207.63
    propanediol butyl ether 391.79
    triethyl orthoformate 188.65
    p-tert-butyltoluene 100.5
    methyl 4-tert-butylbenzoate 298.42
    morpholine 1655.91
    tert-butylamine 400.41
    n-dodecanol 83.55
    dimethoxymethane 843.67
    ethylene carbonate 711.11
    cyrene 266.14
    2-ethoxyethyl acetate 575.44
    2-ethylhexyl acetate 315.81
    1,2,4-trichlorobenzene 644.99
    4-methylpyridine 1068.74
    dibutyl ether 205.76
    2,6-dimethyl-4-heptanol 119.18
    DEF 526.52
    dimethyl isosorbide 560.37
    tetrachloroethylene 1006.22
    eugenol 320.82
    triacetin 388.34
    span 80 291.06
    1,4-butanediol 209.35
    1,1-dichloroethane 1594.15
    2-methyl-1-pentanol 231.82
    methyl formate 752.07
    2-methyl-1-butanol 352.13
    n-decane 18.93
    butyronitrile 805.26
    3,7-dimethyl-1-octanol 194.0
    1-chlorooctane 110.63
    1-chlorotetradecane 44.73
    n-nonane 15.92
    undecane 14.98
    tert-butylcyclohexane 23.5
    cyclooctane 16.3
    cyclopentanol 529.32
    tetrahydropyran 1230.23
    tert-amyl methyl ether 273.24
    2,5,8-trioxanonane 641.23
    1-hexene 82.17
    2-isopropoxyethanol 414.1
    2,2,2-trifluoroethanol 405.29
    methyl butyrate 440.03

    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