(Z)-2-Penten-1-ol

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  • Identifiers

    CAS number
    1576-95-0

    Molecular formula
    C5H10O

    SMILES
    CC/C=C\CO

    Safety labels

    Flammable
    Flammable

    Retention indicies (RI)

    • Carbowax: 1317.29

  • Odor profile

    Green 89.38%
    Fruity 89.04%
    Fresh 65.62%
    Pungent 61.53%
    Ethereal 53.31%
    Apple 51.02%
    Sharp 49.42%
    Vegetable 49.21%
    Fatty 48.5%
    Banana 44.94%

    Scent© AI

  • Properties

    XLogP3-AA
    0.9

    Molecular weight
    86.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point

    • 138.00 °C. @ 760.00 mm Hg

    Flash point est.
    48.78 ˚C

    Solubility expt.

    • Slightly soluble in water; soluble in non-polar solvents
    • Soluble (in ethanol)

  • Synonyms

    • cis-2-Penten-1-ol
    • 1576-95-0
    • (Z)-Pent-2-en-1-ol
    • (Z)-2-Penten-1-ol
    • 2-Penten-1-ol, (2Z)-
    • 2-Penten-1-ol, (Z)-
    • CIS-2-PENTENOL
    • cis-Pent-2-ene-1-ol
    • (2Z)-2-Penten-1-ol
    • (Z)-2-pentenol
    • 2-(Z)-pentenol
    • cis-Pent-2-en-1-ol
    • QNC2NB53MJ
    • (2Z)-PENT-2-EN-1-OL
    • 2Z-Penten-1-ol
    • (2Z)-penten-1-ol
    • NOR LEAF ALCOHOL
    • EINECS 216-415-7
    • CIS-2-PENTENOL [FHFI]
    • (E)-2-Penten-1-ol
    • FEMA NO. 4305
    • 2-PENTEN-1-OL, CIS-
    • CHEBI:145352
    • DTXSID30878754
    • MFCD00063208
    • Pent-2(E)-enol
    • UNII-QNC2NB53MJ
    • CHEBI:89943
    • (2Z)-Pent-2-en-1-ol; (Z)-2-Penten-1-ol; Nor leaf alcohol; cis-2-Penten-1-ol; cis-2-Pentenol
    • Pent-2(Z)-enol
    • (Z)-Pent-2-enol
    • cis-2-pentene-1-ol
    • Z-2-Penten-1-ol
    • cis-2-Penten-1-ol, 95%
    • (2Z)-2-Penten-1-ol #
    • CHEMBL2269088
    • DTXCID30995374
    • cis-2-Penten-1-ol, >=96%
    • LMFA05000110
    • AKOS015969208
    • cis-2-Penten-1-ol, >=96%, FG
    • HY-W030347
    • CS-0074371
    • NS00013105
    • P1199
    • EN300-301711
    • Q27162125
    • F1905-7137
    • cis-2-Penten-1-ol stabilized with 0.1% alpha-tocopherol

  • Applications

    An unsaturated primary alcohol with a fresh green, fruity odor, (Z)-2-penten-1-ol (CAS 1576-95-0) is used in flavor and fragrance to impart leafy/green and ripe-fruit notes in beverages, confectionery, and baked goods; in fine fragrances, household cleaners, and deodorizers to boost freshness; as an intermediate to make 2-pentenyl esters (e.g., acetate, butyrate) and other derivatives for aroma ingredients; as a versatile building block in organic synthesis (epoxidation, hydroboration-oxidation, chain extension, stereodefined transformations of the C=C) toward pharmaceuticals, agrochemicals, and surfactants; as an analytical standard and odor marker in GC/GC-MS for studies of plant volatile organic compounds, environmental odors, and insect ecology; and occasionally as a laboratory solvent/reaction additive, noting its flammability and tendency to oxidize.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1665.74
    methanol 1937.65
    isopropanol 1342.1
    water 4.79
    ethyl acetate 443.16
    n-propanol 1270.8
    acetone 860.75
    n-butanol 1149.67
    acetonitrile 557.79
    DMF 1034.36
    toluene 115.47
    isobutanol 835.31
    1,4-dioxane 912.13
    methyl acetate 462.35
    THF 1339.39
    2-butanone 508.46
    n-pentanol 589.26
    sec-butanol 877.05
    n-hexane 122.44
    ethylene glycol 474.18
    NMP 725.52
    cyclohexane 133.49
    DMSO 1535.05
    n-butyl acetate 515.93
    n-octanol 249.28
    chloroform 805.69
    n-propyl acetate 306.37
    acetic acid 1032.84
    dichloromethane 593.07
    cyclohexanone 686.25
    propylene glycol 516.46
    isopropyl acetate 213.85
    DMAc 368.32
    2-ethoxyethanol 550.44
    isopentanol 663.3
    n-heptane 142.58
    ethyl formate 347.5
    1,2-dichloroethane 403.79
    n-hexanol 887.84
    2-methoxyethanol 1092.39
    isobutyl acetate 180.43
    tetrachloromethane 233.72
    n-pentyl acetate 195.45
    transcutol 1039.22
    n-heptanol 299.56
    ethylbenzene 66.5
    MIBK 209.6
    2-propoxyethanol 926.95
    tert-butanol 1207.02
    MTBE 520.39
    2-butoxyethanol 411.9
    propionic acid 835.88
    o-xylene 81.32
    formic acid 337.98
    diethyl ether 505.14
    m-xylene 96.61
    p-xylene 85.61
    chlorobenzene 222.25
    dimethyl carbonate 101.09
    n-octane 39.48
    formamide 325.73
    cyclopentanone 821.93
    2-pentanone 444.47
    anisole 155.99
    cyclopentyl methyl ether 496.64
    gamma-butyrolactone 872.76
    1-methoxy-2-propanol 765.75
    pyridine 518.36
    3-pentanone 234.62
    furfural 593.85
    n-dodecane 27.49
    diethylene glycol 662.14
    diisopropyl ether 123.38
    tert-amyl alcohol 665.82
    acetylacetone 328.23
    n-hexadecane 29.45
    acetophenone 144.99
    methyl propionate 330.3
    isopentyl acetate 347.25
    trichloroethylene 656.85
    n-nonanol 199.51
    cyclohexanol 645.07
    benzyl alcohol 191.67
    2-ethylhexanol 403.35
    isooctanol 217.12
    dipropyl ether 425.69
    1,2-dichlorobenzene 179.3
    ethyl lactate 156.8
    propylene carbonate 388.12
    n-methylformamide 645.33
    2-pentanol 621.75
    n-pentane 126.66
    1-propoxy-2-propanol 693.26
    1-methoxy-2-propyl acetate 299.19
    2-(2-methoxypropoxy) propanol 251.37
    mesitylene 65.82
    ε-caprolactone 509.13
    p-cymene 79.54
    epichlorohydrin 694.08
    1,1,1-trichloroethane 418.72
    2-aminoethanol 804.63
    morpholine-4-carbaldehyde 646.75
    sulfolane 966.33
    2,2,4-trimethylpentane 48.87
    2-methyltetrahydrofuran 918.94
    n-hexyl acetate 260.95
    isooctane 50.78
    2-(2-butoxyethoxy)ethanol 408.72
    sec-butyl acetate 150.78
    tert-butyl acetate 223.61
    decalin 48.29
    glycerin 557.76
    diglyme 638.0
    acrylic acid 591.64
    isopropyl myristate 104.26
    n-butyric acid 930.96
    acetyl acetate 199.91
    di(2-ethylhexyl) phthalate 101.92
    ethyl propionate 202.35
    nitromethane 811.85
    1,2-diethoxyethane 374.27
    benzonitrile 254.35
    trioctyl phosphate 97.29
    1-bromopropane 395.29
    gamma-valerolactone 820.22
    n-decanol 149.67
    triethyl phosphate 93.65
    4-methyl-2-pentanol 250.65
    propionitrile 515.74
    vinylene carbonate 327.91
    1,1,2-trichlorotrifluoroethane 561.78
    DMS 142.56
    cumene 54.38
    2-octanol 179.06
    2-hexanone 316.56
    octyl acetate 141.46
    limonene 151.19
    1,2-dimethoxyethane 650.38
    ethyl orthosilicate 99.47
    tributyl phosphate 103.96
    diacetone alcohol 349.48
    N,N-dimethylaniline 103.89
    acrylonitrile 525.35
    aniline 264.36
    1,3-propanediol 944.77
    bromobenzene 188.76
    dibromomethane 484.8
    1,1,2,2-tetrachloroethane 543.82
    2-methyl-cyclohexyl acetate 170.33
    tetrabutyl urea 135.81
    diisobutyl methanol 192.59
    2-phenylethanol 248.01
    styrene 92.0
    dioctyl adipate 134.85
    dimethyl sulfate 170.95
    ethyl butyrate 289.29
    methyl lactate 215.81
    butyl lactate 183.92
    diethyl carbonate 148.47
    propanediol butyl ether 360.85
    triethyl orthoformate 181.54
    p-tert-butyltoluene 78.82
    methyl 4-tert-butylbenzoate 153.8
    morpholine 1101.8
    tert-butylamine 742.52
    n-dodecanol 117.78
    dimethoxymethane 459.0
    ethylene carbonate 283.54
    cyrene 207.03
    2-ethoxyethyl acetate 213.13
    2-ethylhexyl acetate 251.17
    1,2,4-trichlorobenzene 189.4
    4-methylpyridine 415.82
    dibutyl ether 230.42
    2,6-dimethyl-4-heptanol 192.59
    DEF 430.85
    dimethyl isosorbide 373.19
    tetrachloroethylene 427.18
    eugenol 189.89
    triacetin 171.87
    span 80 308.44
    1,4-butanediol 338.69
    1,1-dichloroethane 537.69
    2-methyl-1-pentanol 364.17
    methyl formate 372.54
    2-methyl-1-butanol 626.73
    n-decane 43.92
    butyronitrile 606.34
    3,7-dimethyl-1-octanol 213.58
    1-chlorooctane 134.56
    1-chlorotetradecane 56.78
    n-nonane 47.26
    undecane 33.6
    tert-butylcyclohexane 55.69
    cyclooctane 41.59
    cyclopentanol 897.24
    tetrahydropyran 1001.1
    tert-amyl methyl ether 293.23
    2,5,8-trioxanonane 437.41
    1-hexene 308.33
    2-isopropoxyethanol 345.87
    2,2,2-trifluoroethanol 236.25
    methyl butyrate 310.92

    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
Peppermint (USA) 2 8006-90-4 Mentha piperita L. cultivar Mitcham, fam. Lamiaceae (Labiatae) 0.05%
Mandarin leaf (Petitgrain mandarin.) (Israel) 1 Citrus reticulata Blanco, cultivar Balady, fam. Rutaceae 0.01%
Thyme 5 8007-46-3 Thymus vulgaris L., fam. Lamiaceae (Labiatae) 0.1%
Bitter orange leaf (Petitgrain) (Japan) 8014-17-3 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.01%
Grapefruit leaf (Japan) 90045-43-5 Citrus paradisi Macfayden, fam. Rutaceae 0.05%
Orange leaf, sweet (Japan) Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.05%
Lawsonia inermis flower 1b Lawsonia inermis L. (syn. L. alba Lam.), fam. Lytraceae 0.3%
Angelica seed 2 8015-64-3 Angelica archangelica L., fam. Apiaceae (Umbelliferae) 0.3%
Ambarella fruit Spondias cytherea Sonnerat (Ambarella), fam. Anacardiaceae 1.07%
Indian curry leaf tree (leaf) Murraya koenigii Spreng., fam. Rutaceae 0.01%
Cyphomandra betacea fruit Cyphomandra betacea Sendtn., fam. Solanaceae (tree tomato, tamarillo) 1.1%
Ambarella fruit (Brazil) Spondias cytherea Sonnerat, fam. Anarcardiaceae 0.05%
Spinach, cooked Spinacia oleracea L., fam. Oleraceae 1.05%