Ethyl 2-(benzyloxy)acetate

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  • Identifiers

    CAS number
    32122-09-1

    Molecular formula
    C11H14O3

    SMILES
    CCOC(=O)COCC1=CC=CC=C1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 81.75%
    Sweet 59.12%
    Floral 47.34%
    Honey 41.7%
    Green 40.27%
    Rose 40.0%
    Caramellic 39.05%
    Balsamic 32.78%
    Spicy 31.8%
    Herbal 31.35%

     

    Flavor
    Fruity 83.12%
    Sweet 71.68%
    Floral 60.37%
    Balsam 43.28%
    Rose 42.62%
    Pineapple 40.11%
    Chocolate 39.0%
    Apricot 37.5%
    Berry 37.48%
    Plum 36.83%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    6.06 (neutral)

    Molecular weight
    194.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    261°C

    Flash point

    • 124.44 ˚C est.

  • Synonyms

    • ethyl 2-(benzyloxy)acetate
    • 32122-09-1
    • Ethyl 2-Benzyloxyacetate
    • Ethyl (benzyloxy)acetate
    • ethyl 2-phenylmethoxyacetate
    • Acetic acid, (phenylmethoxy)-, ethyl ester
    • MFCD06204614
    • BENZYLOXYACETIC ACID ETHYL ESTER
    • DTXSID40302772
    • ethyl(benzyloxy)acetate
    • ethyl benzyloxyacetate
    • (Benzyloxy)acetic acid ethyl ester
    • ethylbenzyloxyacetate
    • Acetic acid, (benzyloxy)-, ethyl ester
    • ethylphenylmethoxyacetate
    • ethyl2-(benzyloxy)acetate
    • SCHEMBL52219
    • DTXCID30253906
    • Ethyl 2-(benzyloxy)acetate, 97%
    • HBA12209
    • ARD193983
    • NSC153412
    • AKOS009165987
    • GS-0941
    • NSC-153412
    • SY021454
    • CS-0136694
    • E1225
    • EN300-62474
    • Z292402590
    • 851-963-6

  • Applications

    Ethyl 2-(benzyloxy)acetate (CAS 32122-09-1) is a chemical intermediate used primarily as a protected glycolate building block, with the benzyloxy group shielding the 2-hydroxy functionality during multi-step syntheses and removable by hydrogenolysis to reveal the free hydroxyl group when needed. This protecting-group role makes it a common precursor in pharmaceutical and agrochemical manufacturing to construct more complex active ingredients after deprotection. It also serves as a convenient starting material in fragrance and flavor chemistry for developing odorant and aroma compounds, and in cosmetics and personal-care ingredient synthesis as an ester-building block for formulations. In carbohydrate and natural-product synthesis, it is employed as a protected-hydroxy surrogate to enable selective transformations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 497.88
    methanol 822.02
    isopropanol 204.41
    water 0.8
    ethyl acetate 635.11
    n-propanol 289.23
    acetone 751.09
    n-butanol 221.13
    acetonitrile 805.01
    DMF 660.39
    toluene 154.12
    isobutanol 169.0
    1,4-dioxane 783.35
    methyl acetate 460.78
    THF 637.73
    2-butanone 400.05
    n-pentanol 179.89
    sec-butanol 181.19
    n-hexane 16.42
    ethylene glycol 141.38
    NMP 502.69
    cyclohexane 52.82
    DMSO 1707.45
    n-butyl acetate 273.18
    n-octanol 58.15
    chloroform 1560.79
    n-propyl acetate 279.78
    acetic acid 907.83
    dichloromethane 2093.77
    cyclohexanone 561.41
    propylene glycol 146.92
    isopropyl acetate 211.79
    DMAc 465.57
    2-ethoxyethanol 438.42
    isopentanol 169.77
    n-heptane 13.81
    ethyl formate 285.18
    1,2-dichloroethane 1490.34
    n-hexanol 138.05
    2-methoxyethanol 695.83
    isobutyl acetate 134.46
    tetrachloromethane 97.32
    n-pentyl acetate 101.87
    transcutol 1621.23
    n-heptanol 50.9
    ethylbenzene 83.09
    MIBK 167.38
    2-propoxyethanol 285.61
    tert-butanol 297.81
    MTBE 189.75
    2-butoxyethanol 143.02
    propionic acid 373.26
    o-xylene 96.54
    formic acid 344.9
    diethyl ether 402.52
    m-xylene 97.57
    p-xylene 100.58
    chlorobenzene 330.69
    dimethyl carbonate 166.62
    n-octane 5.89
    formamide 650.89
    cyclopentanone 620.5
    2-pentanone 327.64
    anisole 225.23
    cyclopentyl methyl ether 290.98
    gamma-butyrolactone 781.15
    1-methoxy-2-propanol 372.01
    pyridine 598.13
    3-pentanone 266.71
    furfural 633.45
    n-dodecane 5.76
    diethylene glycol 326.25
    diisopropyl ether 65.57
    tert-amyl alcohol 215.57
    acetylacetone 444.03
    n-hexadecane 6.75
    acetophenone 215.13
    methyl propionate 379.48
    isopentyl acetate 197.42
    trichloroethylene 2028.46
    n-nonanol 53.81
    cyclohexanol 236.89
    benzyl alcohol 184.28
    2-ethylhexanol 88.06
    isooctanol 44.97
    dipropyl ether 127.62
    1,2-dichlorobenzene 312.44
    ethyl lactate 129.66
    propylene carbonate 360.16
    n-methylformamide 413.51
    2-pentanol 135.15
    n-pentane 15.45
    1-propoxy-2-propanol 190.62
    1-methoxy-2-propyl acetate 238.42
    2-(2-methoxypropoxy) propanol 211.06
    mesitylene 61.83
    ε-caprolactone 434.39
    p-cymene 55.03
    epichlorohydrin 1051.0
    1,1,1-trichloroethane 628.33
    2-aminoethanol 250.74
    morpholine-4-carbaldehyde 531.55
    sulfolane 918.59
    2,2,4-trimethylpentane 11.64
    2-methyltetrahydrofuran 410.7
    n-hexyl acetate 151.5
    isooctane 8.48
    2-(2-butoxyethoxy)ethanol 289.21
    sec-butyl acetate 147.37
    tert-butyl acetate 216.74
    decalin 23.12
    glycerin 235.7
    diglyme 611.24
    acrylic acid 352.28
    isopropyl myristate 62.6
    n-butyric acid 428.26
    acetyl acetate 354.92
    di(2-ethylhexyl) phthalate 70.4
    ethyl propionate 243.54
    nitromethane 1589.27
    1,2-diethoxyethane 370.37
    benzonitrile 244.2
    trioctyl phosphate 46.76
    1-bromopropane 472.99
    gamma-valerolactone 647.91
    n-decanol 40.82
    triethyl phosphate 106.76
    4-methyl-2-pentanol 68.25
    propionitrile 371.04
    vinylene carbonate 342.53
    1,1,2-trichlorotrifluoroethane 668.1
    DMS 213.96
    cumene 56.5
    2-octanol 34.28
    2-hexanone 221.66
    octyl acetate 78.38
    limonene 83.28
    1,2-dimethoxyethane 567.54
    ethyl orthosilicate 95.54
    tributyl phosphate 75.47
    diacetone alcohol 238.58
    N,N-dimethylaniline 130.32
    acrylonitrile 509.48
    aniline 240.6
    1,3-propanediol 314.53
    bromobenzene 353.64
    dibromomethane 1184.1
    1,1,2,2-tetrachloroethane 1465.37
    2-methyl-cyclohexyl acetate 148.52
    tetrabutyl urea 95.08
    diisobutyl methanol 56.75
    2-phenylethanol 146.99
    styrene 125.85
    dioctyl adipate 120.86
    dimethyl sulfate 284.5
    ethyl butyrate 205.84
    methyl lactate 168.42
    butyl lactate 103.94
    diethyl carbonate 164.04
    propanediol butyl ether 152.42
    triethyl orthoformate 137.42
    p-tert-butyltoluene 48.79
    methyl 4-tert-butylbenzoate 154.86
    morpholine 836.48
    tert-butylamine 155.07
    n-dodecanol 33.11
    dimethoxymethane 427.49
    ethylene carbonate 292.4
    cyrene 190.29
    2-ethoxyethyl acetate 194.94
    2-ethylhexyl acetate 154.07
    1,2,4-trichlorobenzene 352.77
    4-methylpyridine 391.68
    dibutyl ether 112.95
    2,6-dimethyl-4-heptanol 56.75
    DEF 386.84
    dimethyl isosorbide 326.17
    tetrachloroethylene 832.11
    eugenol 159.9
    triacetin 213.85
    span 80 150.62
    1,4-butanediol 127.97
    1,1-dichloroethane 884.98
    2-methyl-1-pentanol 147.71
    methyl formate 335.65
    2-methyl-1-butanol 160.35
    n-decane 9.4
    butyronitrile 313.03
    3,7-dimethyl-1-octanol 73.35
    1-chlorooctane 53.73
    1-chlorotetradecane 21.93
    n-nonane 8.66
    undecane 7.03
    tert-butylcyclohexane 17.62
    cyclooctane 14.19
    cyclopentanol 205.21
    tetrahydropyran 587.94
    tert-amyl methyl ether 145.63
    2,5,8-trioxanonane 423.78
    1-hexene 84.76
    2-isopropoxyethanol 236.19
    2,2,2-trifluoroethanol 245.68
    methyl butyrate 318.08

    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