Tropic acid

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  • Identifiers

    CAS number
    552-63-6

    Molecular formula
    C9H10O3

    SMILES
    C1=CC=C(C=C1)C(CO)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 77.63%
    Floral 74.94%
    Honey 67.92%
    Balsamic 55.97%
    Rose 54.31%
    Fruity 42.44%
    Powdery 37.65%
    Spicy 33.88%
    Chocolate 31.6%
    Cocoa 30.38%

     

    Flavor
    Sweet 49.45%
    Odorless 44.68%
    Honey 38.36%
    Mild 38.07%
    Sour 37.44%
    Floral 33.51%
    Waxy 31.02%
    Balsam 27.44%
    Rose 24.87%
    Balsamic 24.81%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    6.03 (neutral)

    Molecular weight
    166.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    323°C

    Flash point

    • 173.23 ˚C est.

  • Synonyms

    • TROPIC ACID
    • dl-Tropic acid
    • 552-63-6
    • 3-hydroxy-2-phenylpropanoic acid
    • 3-Hydroxy-2-phenylpropionic acid
    • 2-Phenylhydracrylic acid
    • alpha-(Hydroxymethyl)benzeneacetic acid
    • (+-)-tropic acid
    • Hydracrylic acid, 2-phenyl-
    • beta-hydroxyhydratropic acid
    • MFCD00004255
    • alpha-(Hydroxymethyl)phenylacetic acid
    • Hydratropic acid, beta-hydroxy-
    • (+/-)-Tropic acid
    • 3-hydroxy-2-phenyl-propanoic acid
    • Tropicacid
    • alpha-Phenyl-beta-hydroxypropionic acid
    • alpha-Toluic acid, alpha-(hydroxymethyl)-
    • Benzeneacetic acid, alpha-(hydroxymethyl)-
    • 28845-94-5
    • Benzeneacetic acid, .alpha.-(hydroxymethyl)-
    • Hydratropic acid, .beta.-hydroxy-
    • (1)-(Hydroxymethyl)phenylacetic acid
    • NSC-20990
    • 9RM4U80765
    • (+/-)-2-Phenyl-3-hydroxypropionic acid
    • 2-phenylhydracrylate
    • (2RS)-3-Hydroxy-2-phenylpropanoic Acid (Tropic Acid)
    • tropasaure
    • di-Tropic acid
    • 3-Hydroxy-2-phenylpropanoicacid
    • UNII-9RM4U80765
    • 2-phenyl-3-hydroxypropanoic acid
    • Racemic tropic acid
    • EINECS 208-465-3
    • EINECS 209-020-6
    • Hyoscine Butylbromide EP Impurity B
    • b-Hydroxyhydratropate
    • NSC 20990
    • Tropic acid, 98%
    • (+-)-Tropate
    • Tropicamide impurity C
    • 2-PHENYL-3-HYDROXYPROPIONIC ACID
    • beta-Hydroxyhydratropate
    • Tropic acid (Standard)
    • b-Hydroxyhydratropic acid
    • TROPIC ACID [MI]
    • Tropic acid, (R)-isomer
    • Tropic acid, (S)-isomer
    • Tropicamide EP Impurity C
    • bmse000413
    • alpha-Phenylhydracrylic acid
    • DL-Tropic acid; >98%
    • Tropicamide impurity C CRS
    • Cambridge id 5132935
    • a-Phenyl-b-hydroxypropionate
    • Tropic acid, (+-)-isomer
    • Oprea1_210445
    • 3-Hydroxy-2-phenylpropionate
    • a-(Hydroxymethyl)phenylacetate
    • SCHEMBL468727
    • a-(Hydroxymethyl)benzeneacetate
    • Tropic acid, (.+/-.)-
    • orb3029380
    • a-Phenyl-b-hydroxypropionic acid
    • SCHEMBL12498877
    • CHEBI:30765
    • DTXSID90862179
    • a-(hydroxymethyl)phenylacetic acid
    • alpha-(Hydroxymethyl)phenylacetate
    • alpha-(Hydroxymethyl)benzeneacetate
    • alpha-Phenyl-beta-hydroxypropionate
    • HMS1577B17
    • HMS5085E13
    • Ipratropium Bromide EP Impurity C
    • TROPIC ACID, (+/-)-
    • 2-hydroxymethyl-2-phenylacetic acid
    • BB_NC-02022
    • HY-W041194R
    • NSC20990
    • RAA20215
    • BBL010661
    • EBC-03275
    • MSK001839
    • s5689
    • STK801680
    • AKOS005609216
    • CS-W021934
    • FT31509
    • HY-W041194
    • MSK001839-100W
    • PS-5286
    • SDCCGMLS-0064629.P001
    • (S)-3-hydroxy-2-phenyl-propionic acid
    • AC-23896
    • FT183081
    • SY009488
    • Tropic acid Solution in Water, 100ug/mL
    • DB-372148
    • NS00042941
    • ST50330648
    • T0533
    • Tropic acid, Vetec(TM) reagent grade, 98%
    • TROPICAMIDE IMPURITY C [EP IMPURITY]
    • Tropic acid 3-Hydroxy-2-phenylpropanoic acid
    • .alpha.-Toluic acid, .alpha.-(hydroxymethyl)-
    • 29T646
    • C01456
    • EN300-105884
    • (+/-)-3-HYDROXY-2-PHENYLPROPIONIC ACID
    • (2RS)-3-HYDROXY-2-PHENYLPROPANOIC ACID
    • ATROPINE SULFATE IMPURITY C [EP IMPURITY]
    • F175800
    • Q2823318
    • Z1080722424
    • 9392A742-913E-4F50-B2BE-B3E01B793DD6
    • Benzeneacetic acid, .alpha.-(hydroxymethyl)-, (.+/-.)-
    • BENZENEACETIC ACID, .ALPHA.-(HYDROXYMETHYL)-, (+/-)-
    • Tropicamide impurity C, European Pharmacopoeia (EP) Reference Standard
    • Atropine Sulfate EP Impurity C; Tropicamide EP Impurity C; Hyoscine EP Impurity C; Hyoscine Hydrobromide EP Impurity D; Hyoscine Butylbromide EP Impurity B
    • 552-63-6

  • Applications

    Tropic acid (CAS 552-63-6) is mainly used as an intermediate in the synthesis of tropane alkaloids, serving as the acid component in atropine- and scopolamine-type esters; it also functions as a versatile chiral building block for asymmetric synthesis and medicinal chemistry, enabling the preparation of tropane-derived compounds; in organic synthesis it acts as a precursor for esterification and derivatization to form esters, amides, and other derivatives; in pharmaceutical research and development it is commonly used as a starting material and reference substrate, with handling and use governed by local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 122.3
    methanol 199.18
    isopropanol 79.32
    water 9.45
    ethyl acetate 29.07
    n-propanol 84.23
    acetone 74.82
    n-butanol 64.39
    acetonitrile 34.93
    DMF 800.03
    toluene 5.91
    isobutanol 50.1
    1,4-dioxane 107.59
    methyl acetate 30.49
    THF 193.91
    2-butanone 41.72
    n-pentanol 50.21
    sec-butanol 45.42
    n-hexane 1.32
    ethylene glycol 192.53
    NMP 306.54
    cyclohexane 1.15
    DMSO 964.14
    n-butyl acetate 19.57
    n-octanol 28.2
    chloroform 12.47
    n-propyl acetate 21.77
    acetic acid 70.09
    dichloromethane 21.43
    cyclohexanone 70.9
    propylene glycol 126.41
    isopropyl acetate 20.22
    DMAc 330.02
    2-ethoxyethanol 120.19
    isopentanol 46.61
    n-heptane 2.96
    ethyl formate 34.15
    1,2-dichloroethane 22.86
    n-hexanol 56.44
    2-methoxyethanol 265.92
    isobutyl acetate 13.02
    tetrachloromethane 3.68
    n-pentyl acetate 15.06
    transcutol 119.27
    n-heptanol 33.85
    ethylbenzene 7.42
    MIBK 35.08
    2-propoxyethanol 123.34
    tert-butanol 94.18
    MTBE 21.53
    2-butoxyethanol 62.43
    propionic acid 58.77
    o-xylene 10.21
    formic acid 89.1
    diethyl ether 18.0
    m-xylene 11.98
    p-xylene 8.0
    chlorobenzene 9.31
    dimethyl carbonate 40.88
    n-octane 1.37
    formamide 151.12
    cyclopentanone 120.54
    2-pentanone 46.43
    anisole 30.01
    cyclopentyl methyl ether 45.27
    gamma-butyrolactone 158.82
    1-methoxy-2-propanol 195.7
    pyridine 28.67
    3-pentanone 27.14
    furfural 104.49
    n-dodecane 1.74
    diethylene glycol 165.09
    diisopropyl ether 7.62
    tert-amyl alcohol 54.68
    acetylacetone 63.27
    n-hexadecane 1.92
    acetophenone 35.22
    methyl propionate 50.08
    isopentyl acetate 18.72
    trichloroethylene 34.76
    n-nonanol 25.92
    cyclohexanol 41.04
    benzyl alcohol 41.43
    2-ethylhexanol 27.56
    isooctanol 27.08
    dipropyl ether 21.75
    1,2-dichlorobenzene 13.62
    ethyl lactate 40.89
    propylene carbonate 70.48
    n-methylformamide 242.57
    2-pentanol 33.97
    n-pentane 1.15
    1-propoxy-2-propanol 75.7
    1-methoxy-2-propyl acetate 44.94
    2-(2-methoxypropoxy) propanol 56.39
    mesitylene 10.5
    ε-caprolactone 56.66
    p-cymene 10.49
    epichlorohydrin 122.49
    1,1,1-trichloroethane 12.28
    2-aminoethanol 201.12
    morpholine-4-carbaldehyde 200.36
    sulfolane 300.19
    2,2,4-trimethylpentane 1.66
    2-methyltetrahydrofuran 60.01
    n-hexyl acetate 25.13
    isooctane 1.98
    2-(2-butoxyethoxy)ethanol 74.49
    sec-butyl acetate 13.38
    tert-butyl acetate 28.83
    decalin 2.37
    glycerin 210.45
    diglyme 118.61
    acrylic acid 65.05
    isopropyl myristate 13.95
    n-butyric acid 58.98
    acetyl acetate 20.67
    di(2-ethylhexyl) phthalate 20.57
    ethyl propionate 25.8
    nitromethane 131.23
    1,2-diethoxyethane 25.04
    benzonitrile 26.27
    trioctyl phosphate 19.32
    1-bromopropane 8.99
    gamma-valerolactone 152.47
    n-decanol 21.02
    triethyl phosphate 18.1
    4-methyl-2-pentanol 25.12
    propionitrile 33.36
    vinylene carbonate 53.44
    1,1,2-trichlorotrifluoroethane 110.13
    DMS 24.9
    cumene 8.74
    2-octanol 17.54
    2-hexanone 27.08
    octyl acetate 19.53
    limonene 14.26
    1,2-dimethoxyethane 124.81
    ethyl orthosilicate 16.12
    tributyl phosphate 16.95
    diacetone alcohol 83.09
    N,N-dimethylaniline 32.7
    acrylonitrile 56.26
    aniline 20.25
    1,3-propanediol 160.03
    bromobenzene 6.86
    dibromomethane 11.86
    1,1,2,2-tetrachloroethane 35.29
    2-methyl-cyclohexyl acetate 23.08
    tetrabutyl urea 33.18
    diisobutyl methanol 18.77
    2-phenylethanol 41.53
    styrene 7.11
    dioctyl adipate 24.03
    dimethyl sulfate 98.31
    ethyl butyrate 21.59
    methyl lactate 83.41
    butyl lactate 27.72
    diethyl carbonate 16.0
    propanediol butyl ether 58.27
    triethyl orthoformate 17.63
    p-tert-butyltoluene 10.25
    methyl 4-tert-butylbenzoate 49.71
    morpholine 127.02
    tert-butylamine 34.89
    n-dodecanol 17.0
    dimethoxymethane 187.1
    ethylene carbonate 42.92
    cyrene 89.74
    2-ethoxyethyl acetate 21.63
    2-ethylhexyl acetate 13.44
    1,2,4-trichlorobenzene 19.1
    4-methylpyridine 27.07
    dibutyl ether 12.83
    2,6-dimethyl-4-heptanol 18.77
    DEF 92.94
    dimethyl isosorbide 91.59
    tetrachloroethylene 19.4
    eugenol 53.96
    triacetin 30.42
    span 80 52.29
    1,4-butanediol 84.79
    1,1-dichloroethane 12.42
    2-methyl-1-pentanol 35.46
    methyl formate 133.27
    2-methyl-1-butanol 39.52
    n-decane 2.28
    butyronitrile 30.89
    3,7-dimethyl-1-octanol 24.52
    1-chlorooctane 9.66
    1-chlorotetradecane 5.04
    n-nonane 1.92
    undecane 1.99
    tert-butylcyclohexane 2.42
    cyclooctane 0.98
    cyclopentanol 67.57
    tetrahydropyran 40.92
    tert-amyl methyl ether 21.5
    2,5,8-trioxanonane 102.65
    1-hexene 5.86
    2-isopropoxyethanol 68.74
    2,2,2-trifluoroethanol 41.9
    methyl butyrate 33.86

    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