2,6-Dodecadienal, (2E,6Z)-

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  • Identifiers

    CAS number
    21662-13-5

    Molecular formula
    C12H20O

    SMILES
    CCCCC/C=C\CC/C=C/C=O

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • Carbowax: 1890.0

  • Odor profile

    Fatty 86.52%
    Citrus 74.62%
    Waxy 66.33%
    Green 62.79%
    Aldehydic 59.9%
    Fruity 52.35%
    Cucumber 52.13%
    Orange 50.92%
    Melon 49.99%
    Oily 44.32%

    Scent© AI

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    7.4 (neutral)

    Molecular weight
    180.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point

    • 130.00 to 131.00 °C. @ 5.00 mm Hg

    Flash point est.
    121.25 ˚C

    Solubility expt.

    • Soluble in fat; Insoluble in water
    • soluble (in ethanol)

  • Synonyms

    • 2-trans-6-cis-Dodecadienal
    • (2E,6Z)-Dodeca-2,6-dienal
    • 21662-13-5
    • 2,6-Dodecadienal, (E,Z)-
    • trans-2-cis-6-Dodecadienal
    • 2,6-Dodecadienal, (2E,6Z)-
    • FEMA No. 3637
    • 6CPL2532NR
    • 2,6-Dodecadienal, trans,cis-
    • 2,6-DODECADIEN-1-AL
    • (E,Z)-2,6-DODECADIEN-1-AL
    • EINECS 244-515-0
    • (E,Z)-2,6-Dodecadienal
    • UNII-6CPL2532NR
    • (2E,6Z)-2,6-Dodecadienal
    • DTXSID60885173
    • 2-TRANS-6-CIS-DODECADIENAL [FHFI]
    • SCHEMBL2519008
    • trans-2,cis-6-Dodecadien-1-al
    • CHEBI:171893
    • DTXCID701024569
    • NS00051145
    • Q27264491
    • 244-515-0

  • Applications

    2,6‑Dodecadienal, (2E,6Z) (CAS 21662‑13‑5; often abbreviated E2,Z6‑12:Ald) is used primarily as a sex‑pheromone component of certain Lepidoptera and thus serves in lures for population monitoring, mass trapping, and mating‑disruption formulations within IPM programs; in laboratories it functions as a reference standard for GC/GC‑MS of unsaturated aldehydes, for studying geometric‑isomer separations and calibrating DNPH/oxime derivatization, and as a tool in chemical ecology and olfactory‑receptor research; in fragrance/flavor work, at trace levels it can impart green, waxy‑citrus, peel‑like nuances and is employed in sensomics structure–odor studies (subject to safety and market‑specific regulatory clearance); in synthesis it provides a convenient C12 scaffold to access the corresponding alcohol/acid/acetate, to perform epoxidation and cross‑metathesis, and to prepare pheromone analogs; additionally, it is used in formulation science (microencapsulation, controlled‑release dispensers, rubber septa loading) to preserve E/Z stereochemical purity in the field, and as a model substrate to examine oxidation/isomerization of unsaturated aldehydes; given the reactivity and sensitization potential of aldehydes, it should be stored under inert atmosphere, cool and dark, and handled with appropriate safety measures.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2118.75
    methanol 1719.15
    isopropanol 1764.68
    water 0.01
    ethyl acetate 2073.69
    n-propanol 1763.63
    acetone 2499.64
    n-butanol 1638.18
    acetonitrile 1066.74
    DMF 1167.38
    toluene 731.92
    isobutanol 1117.15
    1,4-dioxane 2052.72
    methyl acetate 1116.96
    THF 3468.15
    2-butanone 2047.13
    n-pentanol 1162.85
    sec-butanol 1399.26
    n-hexane 716.18
    ethylene glycol 105.59
    NMP 768.69
    cyclohexane 791.32
    DMSO 2397.44
    n-butyl acetate 1698.17
    n-octanol 300.63
    chloroform 2263.39
    n-propyl acetate 1365.05
    acetic acid 626.13
    dichloromethane 2759.8
    cyclohexanone 2222.32
    propylene glycol 269.26
    isopropyl acetate 1163.11
    DMAc 724.87
    2-ethoxyethanol 1019.78
    isopentanol 1334.94
    n-heptane 304.58
    ethyl formate 594.31
    1,2-dichloroethane 2530.68
    n-hexanol 1271.02
    2-methoxyethanol 1604.5
    isobutyl acetate 755.29
    tetrachloromethane 416.73
    n-pentyl acetate 646.91
    transcutol 3889.67
    n-heptanol 348.18
    ethylbenzene 382.36
    MIBK 1037.78
    2-propoxyethanol 1378.18
    tert-butanol 1810.81
    MTBE 1977.6
    2-butoxyethanol 594.79
    propionic acid 646.22
    o-xylene 330.9
    formic acid 91.87
    diethyl ether 3293.66
    m-xylene 449.45
    p-xylene 383.17
    chlorobenzene 719.16
    dimethyl carbonate 193.4
    n-octane 78.98
    formamide 173.33
    cyclopentanone 1851.36
    2-pentanone 2085.05
    anisole 590.65
    cyclopentyl methyl ether 1929.05
    gamma-butyrolactone 1402.22
    1-methoxy-2-propanol 1414.36
    pyridine 1625.07
    3-pentanone 1148.99
    furfural 902.27
    n-dodecane 37.64
    diethylene glycol 577.52
    diisopropyl ether 733.17
    tert-amyl alcohol 1221.58
    acetylacetone 1251.24
    n-hexadecane 44.8
    acetophenone 512.25
    methyl propionate 1063.28
    isopentyl acetate 1316.9
    trichloroethylene 2873.1
    n-nonanol 272.57
    cyclohexanol 1201.83
    benzyl alcohol 471.33
    2-ethylhexanol 768.95
    isooctanol 315.49
    dipropyl ether 1577.35
    1,2-dichlorobenzene 581.32
    ethyl lactate 292.03
    propylene carbonate 712.99
    n-methylformamide 529.26
    2-pentanol 1276.68
    n-pentane 463.28
    1-propoxy-2-propanol 1245.28
    1-methoxy-2-propyl acetate 1027.63
    2-(2-methoxypropoxy) propanol 485.16
    mesitylene 296.21
    ε-caprolactone 1384.82
    p-cymene 226.1
    epichlorohydrin 2282.21
    1,1,1-trichloroethane 1745.15
    2-aminoethanol 385.43
    morpholine-4-carbaldehyde 967.58
    sulfolane 1453.67
    2,2,4-trimethylpentane 122.22
    2-methyltetrahydrofuran 2930.42
    n-hexyl acetate 743.89
    isooctane 124.89
    2-(2-butoxyethoxy)ethanol 750.37
    sec-butyl acetate 847.54
    tert-butyl acetate 1107.96
    decalin 210.38
    glycerin 248.66
    diglyme 1481.53
    acrylic acid 330.43
    isopropyl myristate 270.73
    n-butyric acid 1364.28
    acetyl acetate 633.75
    di(2-ethylhexyl) phthalate 178.83
    ethyl propionate 1003.15
    nitromethane 977.0
    1,2-diethoxyethane 2033.39
    benzonitrile 590.47
    trioctyl phosphate 141.94
    1-bromopropane 2296.61
    gamma-valerolactone 1795.65
    n-decanol 193.62
    triethyl phosphate 268.84
    4-methyl-2-pentanol 555.01
    propionitrile 1122.56
    vinylene carbonate 530.04
    1,1,2-trichlorotrifluoroethane 983.54
    DMS 409.89
    cumene 225.0
    2-octanol 232.14
    2-hexanone 1526.31
    octyl acetate 301.26
    limonene 465.29
    1,2-dimethoxyethane 1896.07
    ethyl orthosilicate 299.34
    tributyl phosphate 204.17
    diacetone alcohol 931.24
    N,N-dimethylaniline 346.99
    acrylonitrile 901.22
    aniline 680.61
    1,3-propanediol 668.77
    bromobenzene 830.86
    dibromomethane 2270.43
    1,1,2,2-tetrachloroethane 2303.82
    2-methyl-cyclohexyl acetate 552.63
    tetrabutyl urea 251.37
    diisobutyl methanol 434.74
    2-phenylethanol 522.9
    styrene 513.16
    dioctyl adipate 350.65
    dimethyl sulfate 272.4
    ethyl butyrate 1053.35
    methyl lactate 277.4
    butyl lactate 380.66
    diethyl carbonate 464.66
    propanediol butyl ether 415.44
    triethyl orthoformate 573.29
    p-tert-butyltoluene 219.14
    methyl 4-tert-butylbenzoate 336.71
    morpholine 2891.95
    tert-butylamine 1334.68
    n-dodecanol 144.89
    dimethoxymethane 1261.55
    ethylene carbonate 516.23
    cyrene 335.83
    2-ethoxyethyl acetate 776.04
    2-ethylhexyl acetate 965.09
    1,2,4-trichlorobenzene 588.91
    4-methylpyridine 1451.4
    dibutyl ether 1010.0
    2,6-dimethyl-4-heptanol 434.74
    DEF 1473.74
    dimethyl isosorbide 801.11
    tetrachloroethylene 1438.4
    eugenol 328.21
    triacetin 487.64
    span 80 444.98
    1,4-butanediol 237.13
    1,1-dichloroethane 2408.22
    2-methyl-1-pentanol 879.6
    methyl formate 289.55
    2-methyl-1-butanol 1128.79
    n-decane 79.95
    butyronitrile 1527.41
    3,7-dimethyl-1-octanol 393.63
    1-chlorooctane 312.32
    1-chlorotetradecane 100.22
    n-nonane 92.02
    undecane 52.63
    tert-butylcyclohexane 190.07
    cyclooctane 210.02
    cyclopentanol 952.8
    tetrahydropyran 3915.37
    tert-amyl methyl ether 1152.18
    2,5,8-trioxanonane 838.92
    1-hexene 1850.78
    2-isopropoxyethanol 758.89
    2,2,2-trifluoroethanol 101.16
    methyl butyrate 1314.74

    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
Cardamom (Costa Rica) 8000-66-6 Elettaria cardamomum (L.) Maton, fam. Zingiberaceae 0.01%
Mandarin (Italy) 8 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.01%
Tangerine (USA-Florida) 3 8008-31-9 Citrus reticulata Blanco, cultivar Dansy, fam. Rutaceae 0.01%
Rabbit Brush (Utah, USA) Chysothamnus viscidiflorus 1.47%