N-Acetyl-L-phenylalanine

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  • Identifiers

    CAS number
    2018-61-3

    Molecular formula
    C11H13NO3

    SMILES
    CC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 39.05%
    Odorless 36.22%
    Fruity 35.71%
    Savory 31.63%
    Bitter 27.26%
    Meaty 25.49%
    Cooked 24.65%
    Grape 24.63%
    Cocoa 24.09%
    Spicy 23.64%

     

    Flavor
    Odorless 57.31%
    Mild 39.1%
    Fruity 27.19%
    Sour 22.5%
    Very mild 22.38%
    Bitter 22.15%
    Bland 21.54%
    Faint 21.3%
    Yeast 21.21%
    Orange flower 20.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    6.84 (neutral)

    Molecular weight
    207.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    389°C

    Melting point expt.

    • 171 - 173 °C

    Flash point

    • 205.1 ˚C est.

  • Synonyms

    • N-Acetyl-L-phenylalanine
    • 2018-61-3
    • Acetyl-L-phenylalanine
    • L-Phenylalanine, N-acetyl-
    • L-N-Acetylphenylalanine
    • (2S)-2-acetamido-3-phenylpropanoic acid
    • acetylphenylalanine
    • Alanine, N-acetyl-3-phenyl-, L-
    • NP5BT39467
    • CHEBI:16259
    • DTXSID20883539
    • NSC-45699
    • CHEBI:21626
    • RefChem:927006
    • DTXCID901023062
    • 217-959-8
    • (2S)-2-acetamido-3-phenylpropanoate
    • N-Acetylphenylalanine
    • Ac-Phe-OH
    • (S)-2-Acetamido-3-phenylpropanoic acid
    • MFCD00063158
    • Phenylalanine, N-acetyl-
    • N-Acetyl-3-phenyl-L-alanine
    • N-Acetyl-l-phenalanine
    • NSC 45699
    • (2S)-2-(acetylamino)-3-phenylpropanoic acid
    • M02987
    • UNII-NP5BT39467
    • 5CR
    • EINECS 217-959-8
    • N-Ac-L-Phe
    • N-Acetyl Phenylalanine
    • N-Acetyl-Phenylalanine
    • N-Acetyl L-phenylalanine
    • Maybridge1_002391
    • AFALANINE, (S)-
    • N-Acetyl-(S)-phenylalanine
    • DivK1c_001143
    • SCHEMBL158613
    • (S)-2-(ACETYLAMINO)-3-PHENYLPROPANOIC ACID
    • ACETYLPHENYLALANINE, L-
    • HMS548E15
    • HY-Y0068R
    • MSK2368
    • N-ACETYLPHENYLALANINE, L-
    • (+)-N-ACETYLPHENYLALANINE
    • HMS3264C06
    • Pharmakon1600-01506105
    • HY-Y0068
    • CCG-46423
    • EBC-03687
    • N-Acetyl-L-phenylalanine (Standard)
    • NSC760131
    • s6362
    • SBB028538
    • (+)-N-ACETYL-L-PHENYLALANINE
    • AKOS001051290
    • AKOS015837745
    • CS-W020567
    • FA37492
    • NSC-760131
    • CDS1_000103
    • NCGC00264266-02
    • AC-24138
    • BP-12302
    • SY018098
    • TS-00391
    • (S)-2-acetylamino-3-phenyl-propionic acid
    • A1541
    • NS00014789
    • (E)-N-(1-Hydroxyethylidene)-L-phenylalanine
    • C03519
    • EN300-937150
    • AB01209616-01
    • AB01209616-04
    • AB01209616_05
    • N-Acetyl-L-phenylalanine, ReagentPlus(R), 99%
    • 018A613
    • SR-01000636121-1
    • BRD-K53205568-001-01-8
    • BRD-K53205568-001-02-6
    • Q27101819
    • Z56968155
    • N-Acetyl-L-phenylalanine, Vetec(TM) reagent grade, 98%
    • 545BBBE7-685F-4C55-87D5-4AB08113ECE0
    • 2018-61-3

  • Applications

    N-Acetyl-L-phenylalanine (CAS 2018-61-3) is commonly used as an intermediate and building block in pharmaceutical synthesis, especially for peptide-based drugs and peptidomimetics, as well as enzyme inhibitors. It also serves as a chiral starting material for the synthesis of non-natural compounds and for building libraries in asymmetric synthesis. As an amino acid protected by an acetyl group, it functions as a foundational unit in peptide synthesis, usable in solid-phase or solution-phase approaches to enable selective manipulation of functional groups. Additionally, it may be used as a reference standard in amino acid analysis and for assessing enantiomeric purity.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 30.82
    methanol 97.81
    isopropanol 10.01
    water 12.79
    ethyl acetate 4.28
    n-propanol 13.85
    acetone 8.31
    n-butanol 8.33
    acetonitrile 2.34
    DMF 386.67
    toluene 0.76
    isobutanol 8.35
    1,4-dioxane 13.6
    methyl acetate 5.23
    THF 29.8
    2-butanone 6.23
    n-pentanol 9.55
    sec-butanol 9.27
    n-hexane 0.1
    ethylene glycol 59.54
    NMP 131.09
    cyclohexane 0.08
    DMSO 167.44
    n-butyl acetate 6.13
    n-octanol 2.54
    chloroform 1.45
    n-propyl acetate 4.36
    acetic acid 44.85
    dichloromethane 1.88
    cyclohexanone 15.16
    propylene glycol 41.44
    isopropyl acetate 4.02
    DMAc 387.63
    2-ethoxyethanol 78.24
    isopentanol 11.93
    n-heptane 0.11
    ethyl formate 12.86
    1,2-dichloroethane 2.1
    n-hexanol 8.32
    2-methoxyethanol 149.88
    isobutyl acetate 3.03
    tetrachloromethane 0.51
    n-pentyl acetate 2.54
    transcutol 70.49
    n-heptanol 3.63
    ethylbenzene 1.24
    MIBK 6.19
    2-propoxyethanol 41.87
    tert-butanol 21.77
    MTBE 4.37
    2-butoxyethanol 17.56
    propionic acid 16.66
    o-xylene 1.57
    formic acid 128.75
    diethyl ether 1.56
    m-xylene 1.2
    p-xylene 1.87
    chlorobenzene 1.16
    dimethyl carbonate 10.4
    n-octane 0.07
    formamide 151.5
    cyclopentanone 23.15
    2-pentanone 4.5
    anisole 7.69
    cyclopentyl methyl ether 5.46
    gamma-butyrolactone 35.58
    1-methoxy-2-propanol 58.41
    pyridine 7.8
    3-pentanone 3.33
    furfural 49.92
    n-dodecane 0.09
    diethylene glycol 74.58
    diisopropyl ether 0.77
    tert-amyl alcohol 17.85
    acetylacetone 13.26
    n-hexadecane 0.1
    acetophenone 11.26
    methyl propionate 7.57
    isopentyl acetate 8.48
    trichloroethylene 4.38
    n-nonanol 2.74
    cyclohexanol 5.81
    benzyl alcohol 13.97
    2-ethylhexanol 4.39
    isooctanol 3.43
    dipropyl ether 2.2
    1,2-dichlorobenzene 2.14
    ethyl lactate 11.16
    propylene carbonate 20.2
    n-methylformamide 94.96
    2-pentanol 3.57
    n-pentane 0.05
    1-propoxy-2-propanol 20.59
    1-methoxy-2-propyl acetate 15.27
    2-(2-methoxypropoxy) propanol 26.59
    mesitylene 1.05
    ε-caprolactone 18.02
    p-cymene 1.46
    epichlorohydrin 25.37
    1,1,1-trichloroethane 1.09
    2-aminoethanol 69.98
    morpholine-4-carbaldehyde 103.38
    sulfolane 70.02
    2,2,4-trimethylpentane 0.14
    2-methyltetrahydrofuran 10.29
    n-hexyl acetate 3.91
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 31.69
    sec-butyl acetate 3.37
    tert-butyl acetate 6.99
    decalin 0.2
    glycerin 96.7
    diglyme 52.91
    acrylic acid 20.85
    isopropyl myristate 2.14
    n-butyric acid 17.08
    acetyl acetate 4.59
    di(2-ethylhexyl) phthalate 6.15
    ethyl propionate 4.87
    nitromethane 54.0
    1,2-diethoxyethane 7.52
    benzonitrile 6.16
    trioctyl phosphate 3.38
    1-bromopropane 0.66
    gamma-valerolactone 58.72
    n-decanol 2.22
    triethyl phosphate 6.6
    4-methyl-2-pentanol 3.93
    propionitrile 2.89
    vinylene carbonate 16.68
    1,1,2-trichlorotrifluoroethane 46.35
    DMS 7.52
    cumene 1.41
    2-octanol 1.79
    2-hexanone 5.4
    octyl acetate 2.96
    limonene 1.69
    1,2-dimethoxyethane 73.87
    ethyl orthosilicate 5.95
    tributyl phosphate 4.21
    diacetone alcohol 24.9
    N,N-dimethylaniline 8.73
    acrylonitrile 6.72
    aniline 4.19
    1,3-propanediol 68.97
    bromobenzene 0.85
    dibromomethane 0.93
    1,1,2,2-tetrachloroethane 4.59
    2-methyl-cyclohexyl acetate 8.37
    tetrabutyl urea 8.22
    diisobutyl methanol 2.97
    2-phenylethanol 10.72
    styrene 1.25
    dioctyl adipate 5.3
    dimethyl sulfate 32.48
    ethyl butyrate 5.89
    methyl lactate 22.69
    butyl lactate 8.12
    diethyl carbonate 5.69
    propanediol butyl ether 21.45
    triethyl orthoformate 6.43
    p-tert-butyltoluene 1.39
    methyl 4-tert-butylbenzoate 13.26
    morpholine 26.04
    tert-butylamine 5.61
    n-dodecanol 1.7
    dimethoxymethane 45.39
    ethylene carbonate 12.58
    cyrene 35.16
    2-ethoxyethyl acetate 6.19
    2-ethylhexyl acetate 5.42
    1,2,4-trichlorobenzene 3.13
    4-methylpyridine 8.16
    dibutyl ether 1.57
    2,6-dimethyl-4-heptanol 2.97
    DEF 25.26
    dimethyl isosorbide 40.97
    tetrachloroethylene 3.58
    eugenol 18.05
    triacetin 8.11
    span 80 15.54
    1,4-butanediol 35.26
    1,1-dichloroethane 0.8
    2-methyl-1-pentanol 12.19
    methyl formate 56.04
    2-methyl-1-butanol 10.7
    n-decane 0.12
    butyronitrile 3.31
    3,7-dimethyl-1-octanol 3.48
    1-chlorooctane 0.52
    1-chlorotetradecane 0.33
    n-nonane 0.1
    undecane 0.1
    tert-butylcyclohexane 0.2
    cyclooctane 0.05
    cyclopentanol 9.44
    tetrahydropyran 3.65
    tert-amyl methyl ether 4.96
    2,5,8-trioxanonane 45.22
    1-hexene 0.6
    2-isopropoxyethanol 31.58
    2,2,2-trifluoroethanol 23.06
    methyl butyrate 9.03

    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