3,4-Dehydro-L-proline

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  • Identifiers

    CAS number
    4043-88-3

    Molecular formula
    C5H7NO2

    SMILES
    C1C=C[C@H](N1)C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 65.05%
    Nutty 34.22%
    Roasted 28.11%
    Popcorn 26.07%
    Caramellic 25.12%
    Burnt 23.31%
    Sweet 22.26%
    Savory 20.29%
    Cooked 19.67%
    Meaty 18.67%

     

    Flavor
    Bitter 48.68%
    Odorless 42.76%
    Very mild 22.37%
    Nutty 20.49%
    Taco 20.09%
    Yeast 19.91%
    Nitrile 19.79%
    Sweet-like 19.42%
    Bread crust 19.32%
    Formyl 19.28%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.5

    pKa est.
    8.06 (weak base)

    Molecular weight
    113.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    250°C

    Flash point

    • 148.04 ˚C est.

  • Synonyms

    • 3,4-Dehydro-L-proline
    • 4043-88-3
    • 1H-Pyrrole-2-carboxylic acid, 2,5-dihydro-, (S)-
    • DTXSID80193444
    • RefChem:1065710
    • DTXCID90115935
    • 223-738-7
    • (S)-2,5-Dihydro-1H-pyrrole-2-carboxylic acid
    • (2S)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
    • MFCD00065964
    • (S)-3-Pyrroline-2-carboxylic acid
    • H-3,4-Dehydro-Pro-OH
    • CHEMBL78920
    • L-3-Pyrroline-2-carboxylic acid
    • L-3,4-Dehydroproline
    • (s)-2,5-dihydro-1h-pyrrole-2-carboxylicacid
    • (2S)-2,5-dihydro-1H-pyrrol-1-ium-2-carboxylate
    • EINECS 223-738-7
    • BRN 5376764
    • 1H-Pyrrole-2-carboxylic acid, 2,5-dihydro-, (2S)-
    • Dehydro-proline
    • 3-Pyrroline-2-carboxylic acid, L-
    • 3,4-didehydro-l-pro
    • SCHEMBL1021492
    • 3 pound not4-dehydro-L-proline
    • MSK8346
    • CHEBI:194703
    • BDBM50348088
    • AKOS016842399
    • AC-2606
    • CS-W016613
    • HY-W015897
    • AS-81372
    • SY022074
    • TS-01567
    • D3825
    • NS00030787
    • 1H-Pyrrole-2-carboxylic acid, 2,5-dihydro-,
    • F049427
    • 3,4-Dehydro-L-proline (H-L-Pro(3,4-dehydro)-OH)
    • 4043-88-3

  • Applications

    3,4-Dehydro-L-proline (CAS 4043-88-3) is primarily used as a chiral building block and synthetic intermediate in the pharmaceutical and peptidomimetic sectors; it may be employed to furnish L-proline derivatives and other non-natural amino acid-containing compounds, and it is valuable in asymmetric synthesis as a source of stereochemical information for catalyst or ligand development; in peptide chemistry it can be used as a non-natural residue in sequence libraries or peptidomimetic designs; it also functions as a specialty reagent in organic synthesis for SAR exploration and for developing new synthetic routes in research and contract manufacturing settings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.69
    methanol 94.03
    isopropanol 2.28
    water 321.87
    ethyl acetate 2.45
    n-propanol 4.84
    acetone 3.53
    n-butanol 3.59
    acetonitrile 1.15
    DMF 56.2
    toluene 0.5
    isobutanol 3.33
    1,4-dioxane 4.01
    methyl acetate 1.52
    THF 11.69
    2-butanone 1.79
    n-pentanol 3.67
    sec-butanol 1.98
    n-hexane 0.15
    ethylene glycol 83.78
    NMP 127.94
    cyclohexane 0.12
    DMSO 159.19
    n-butyl acetate 4.61
    n-octanol 5.14
    chloroform 0.9
    n-propyl acetate 2.65
    acetic acid 104.39
    dichloromethane 1.49
    cyclohexanone 9.18
    propylene glycol 34.56
    isopropyl acetate 2.43
    DMAc 44.66
    2-ethoxyethanol 32.4
    isopentanol 5.19
    n-heptane 0.44
    ethyl formate 5.32
    1,2-dichloroethane 1.4
    n-hexanol 7.66
    2-methoxyethanol 62.81
    isobutyl acetate 2.12
    tetrachloromethane 0.43
    n-pentyl acetate 4.08
    transcutol 105.96
    n-heptanol 6.82
    ethylbenzene 0.41
    MIBK 5.39
    2-propoxyethanol 34.96
    tert-butanol 6.14
    MTBE 0.93
    2-butoxyethanol 23.4
    propionic acid 22.31
    o-xylene 0.99
    formic acid 394.23
    diethyl ether 0.64
    m-xylene 1.4
    p-xylene 0.64
    chlorobenzene 0.97
    dimethyl carbonate 4.11
    n-octane 0.22
    formamide 225.01
    cyclopentanone 15.1
    2-pentanone 3.22
    anisole 1.9
    cyclopentyl methyl ether 4.55
    gamma-butyrolactone 31.97
    1-methoxy-2-propanol 31.84
    pyridine 3.05
    3-pentanone 1.72
    furfural 45.55
    n-dodecane 0.21
    diethylene glycol 71.97
    diisopropyl ether 0.76
    tert-amyl alcohol 5.41
    acetylacetone 9.21
    n-hexadecane 0.22
    acetophenone 5.46
    methyl propionate 3.61
    isopentyl acetate 5.11
    trichloroethylene 2.9
    n-nonanol 4.99
    cyclohexanol 3.98
    benzyl alcohol 6.13
    2-ethylhexanol 4.9
    isooctanol 6.09
    dipropyl ether 2.23
    1,2-dichlorobenzene 1.74
    ethyl lactate 10.98
    propylene carbonate 17.19
    n-methylformamide 44.03
    2-pentanol 2.2
    n-pentane 0.14
    1-propoxy-2-propanol 21.13
    1-methoxy-2-propyl acetate 11.17
    2-(2-methoxypropoxy) propanol 29.95
    mesitylene 1.39
    ε-caprolactone 12.62
    p-cymene 1.62
    epichlorohydrin 12.46
    1,1,1-trichloroethane 0.69
    2-aminoethanol 66.14
    morpholine-4-carbaldehyde 72.44
    sulfolane 87.85
    2,2,4-trimethylpentane 0.23
    2-methyltetrahydrofuran 4.55
    n-hexyl acetate 6.32
    isooctane 0.3
    2-(2-butoxyethoxy)ethanol 41.47
    sec-butyl acetate 1.81
    tert-butyl acetate 4.88
    decalin 0.2
    glycerin 105.43
    diglyme 49.58
    acrylic acid 44.36
    isopropyl myristate 3.08
    n-butyric acid 17.08
    acetyl acetate 3.25
    di(2-ethylhexyl) phthalate 8.68
    ethyl propionate 2.47
    nitromethane 53.84
    1,2-diethoxyethane 5.79
    benzonitrile 3.86
    trioctyl phosphate 6.48
    1-bromopropane 0.42
    gamma-valerolactone 44.1
    n-decanol 4.01
    triethyl phosphate 4.44
    4-methyl-2-pentanol 4.0
    propionitrile 1.2
    vinylene carbonate 14.76
    1,1,2-trichlorotrifluoroethane 42.45
    DMS 6.25
    cumene 0.74
    2-octanol 3.44
    2-hexanone 2.6
    octyl acetate 4.69
    limonene 2.05
    1,2-dimethoxyethane 14.91
    ethyl orthosilicate 3.82
    tributyl phosphate 6.87
    diacetone alcohol 20.01
    N,N-dimethylaniline 3.25
    acrylonitrile 3.32
    aniline 2.49
    1,3-propanediol 38.71
    bromobenzene 0.59
    dibromomethane 0.76
    1,1,2,2-tetrachloroethane 2.67
    2-methyl-cyclohexyl acetate 5.99
    tetrabutyl urea 11.03
    diisobutyl methanol 3.88
    2-phenylethanol 8.34
    styrene 0.38
    dioctyl adipate 6.62
    dimethyl sulfate 17.33
    ethyl butyrate 3.89
    methyl lactate 20.74
    butyl lactate 12.23
    diethyl carbonate 2.91
    propanediol butyl ether 34.25
    triethyl orthoformate 4.3
    p-tert-butyltoluene 1.62
    methyl 4-tert-butylbenzoate 14.88
    morpholine 7.2
    tert-butylamine 2.14
    n-dodecanol 3.04
    dimethoxymethane 13.56
    ethylene carbonate 8.71
    cyrene 40.51
    2-ethoxyethyl acetate 7.82
    2-ethylhexyl acetate 3.53
    1,2,4-trichlorobenzene 2.73
    4-methylpyridine 2.62
    dibutyl ether 1.95
    2,6-dimethyl-4-heptanol 3.88
    DEF 9.08
    dimethyl isosorbide 40.65
    tetrachloroethylene 2.81
    eugenol 20.36
    triacetin 13.66
    span 80 27.09
    1,4-butanediol 24.26
    1,1-dichloroethane 0.44
    2-methyl-1-pentanol 4.4
    methyl formate 28.0
    2-methyl-1-butanol 4.15
    n-decane 0.28
    butyronitrile 1.41
    3,7-dimethyl-1-octanol 5.92
    1-chlorooctane 1.04
    1-chlorotetradecane 0.61
    n-nonane 0.25
    undecane 0.23
    tert-butylcyclohexane 0.26
    cyclooctane 0.13
    cyclopentanol 7.65
    tetrahydropyran 1.44
    tert-amyl methyl ether 1.55
    2,5,8-trioxanonane 46.6
    1-hexene 0.32
    2-isopropoxyethanol 16.39
    2,2,2-trifluoroethanol 54.17
    methyl butyrate 3.86

    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