Phenylacetic Acid

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  • Identifiers

    CAS number
    103-82-2

    Molecular formula
    C8H8O2

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1262.0
    • Carbowax: 2564.0

  • Odor profile

    Floral 86.81%
    Honey 86.11%
    Sweet 85.2%
    Rose 68.68%
    Balsamic 53.69%
    Waxy 53.61%
    Powdery 53.57%
    Chocolate 39.85%
    Animal 39.82%
    Cocoa 33.29%

    Scent© AI

    Odor threshold>

    • Malodorous substance. Off site odor is the primary environmental concern. The odor threshold is undoubtedly very low but is not quantified.

  • Properties

    XLogP3-AA
    1.4

    Molecular weight
    136.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Melting point expt.

    • 76.7 °C
    • 76.5 °C

    Boiling point

    • 265.5 deg at 760 mm Hg
    • Liquid, BP: 215 °C /Phenylacetic acid methyl ester/
    • 265.5 °C

    Flash point est.
    138.64 ˚C

    Flash point expt.

    • 132 °C (270 °F)
    • >212 °F (>100 °C) (closed cup)
    • 132 °C c.c.

    Solubility expt.

    • In water, 1.73X10+4 mg/L at 25 °C
    • In water, 1.66X10+4 mg/L at 20 °C
    • Soluble in alcohol and ether; Soluble 4.422 moles/L in chloroform at 25 °C; 1.842 moles/L in carbon tetrachloride at 25 °C; 4.513 moles/L in acetylene tetrachloride at 25 °C; 3.29 moles/L in trichlorethylene at 25 °C; 1.558 moles/L in tetrachlorethylene at 25 °C; 3.252 moles/L in pentachloroethane at 25 °C
    • Very soluble in ethanol, ethyl ether, carbon disulfide; soluble in acetone; slightly soluble in chloroform; insoluble in ligroin
    • 16.6 mg/mL
    • Solubility in water, g/100ml at 20 °C: 0.16
    • Slightly soluble in water; soluble in oils
    • Soluble at room temperature (in ethanol)

  • Synonyms

    • PHENYLACETIC ACID
    • 2-Phenylacetic acid
    • Benzeneacetic acid
    • 103-82-2
    • Phenylethanoic acid
    • Acetic acid, phenyl-
    • alpha-Toluic acid
    • Benzenacetic acid
    • phenylacetate
    • Benzylformic acid
    • Phenyllacetic acid
    • Benzylcarboxylic acid
    • Kyselina fenyloctova
    • Phenylacetic acid (natural)
    • omega-Phenylacetic acid
    • FEMA No. 2878
    • PHENYL ACETIC ACID
    • .alpha.-Toluic acid
    • Kyselina fenyloctova [Czech]
    • NSC 125718
    • CHEBI:30745
    • BRN 1099647
    • HSDB 5010
    • .omega.-Phenylacetic acid
    • AI3-08920
    • EINECS 203-148-6
    • UNII-ER5I1W795A
    • ER5I1W795A
    • DTXSID2021656
    • PHENYL-ACETIC ACID
    • MFCD00004313
    • NSC-125718
    • CHEMBL1044
    • DTXCID201656
    • EC 203-148-6
    • 4-09-00-01614 (Beilstein Handbook Reference)
    • Benzeneacetate
    • NSC125718
    • 2-phenylethanoate
    • NCGC00159477-02
    • 1173020-54-6
    • 51146-16-8
    • ASTUGENAL COMPONENT PHENYLACETIC ACID
    • 17303-65-0
    • ANTINEOPLASTON AS 2-1 COMPONENT PHENYLACETIC ACID
    • ANTINEOPLASTON AS2-1 COMPONENT PHENYLACETIC ACID
    • CAS-103-82-2
    • TROPICAMIDE IMPURITY D (EP IMPURITY)
    • TROPICAMIDE IMPURITY D [EP IMPURITY]
    • BENZYLPENICILLIN SODIUM IMPURITY B (EP IMPURITY)
    • BENZYLPENICILLIN SODIUM IMPURITY B [EP IMPURITY]
    • BENZYLPENICILLIN POTASSIUM IMPURITY B (EP IMPURITY)
    • BENZYLPENICILLIN POTASSIUM IMPURITY B [EP IMPURITY]
    • PROCAINE BENZYLPENICILLIN IMPURITY E (EP IMPURITY)
    • PROCAINE BENZYLPENICILLIN IMPURITY E [EP IMPURITY]
    • Phenylethanoate
    • Phenylessigsaure
    • w-Phenylacetate
    • phenylactic acid
    • a-Toluate
    • a-Toluic acid
    • Benzeneacetiic acid
    • omega-Phenylacetate
    • organic white solid
    • w-Phenylacetic acid
    • Phenylacetate, XIX
    • Phenylacetic Acid-d7
    • 2-phenyl-acetic acid
    • Phenylacetic acid, 99%
    • Phenyl-13C6-acetic acid
    • bmse000220
    • Epitope ID:116202
    • SCHEMBL1459
    • PHENYLACETIC ACID [MI]
    • PHENYLACETIC ACID [FCC]
    • PHENYLACETIC ACID [FHFI]
    • PHENYLACETIC ACID [HSDB]
    • BDBM16419
    • a-Tolylic acid;benzeneacetic acid
    • QCA53827
    • YWB02054
    • Phenylacetic acid_GurudeebanSatyavani
    • Tox21_113042
    • Tox21_200533
    • NSC139637
    • Phenylacetic acid, natural, >=99%
    • STK297835
    • Phenylacetic acid, analytical standard
    • AKOS000291351
    • Tox21_113042_1
    • DB09269
    • DL-0063
    • FP31793
    • NSC-139637
    • Phenylacetic acid, >=99%, FCC, FG
    • NCGC00159477-03
    • NCGC00159477-05
    • NCGC00258087-01
    • BP-11383
    • NCI60_000596
    • NCI60_002571
    • Phenylacetic acid, natural, >=99%, FG
    • DB-003759
    • DB-055176
    • NS00115879
    • Phenylacetic acid, plant cell culture tested
    • C07086
    • Q410842
    • 8727557E-AA75-49E9-8E5A-7A2412D71888
    • BENZYLPENICILLIN (BENZATHINE) TETRAHYDRATE IMPURITY B { EP IMPURITY]
    • InChI=1/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10
    • 203-148-6
    • Tropicamide impurity D (Phenylacetic acid - Drug Precursor), European Pharmacopoeia (EP) Reference Standard

  • Applications

    Phenylacetic acid (CAS 103-82-2) is an important chemical building block widely used in pharmaceutical synthesis—most notably as a key precursor for the production of benzylpenicillin (penicillin G) and several semisynthetic antibiotics—as well as in the manufacture of anti-inflammatory, anticonvulsant and antihypertensive drugs; it also serves as an intermediate for phenethyl alcohol in the fragrance industry because of its characteristic honey-like aroma, finding applications in perfumes, soaps, cosmetics and food flavoring; in agriculture the compound is employed to prepare plant growth regulators, organic insecticides and certain veterinary medicines; industrially, phenylacetic acid is incorporated into the synthesis of alkyd and polyester resins, plasticizers, detergents, dyes, UV stabilizers and lubricant additives, and it functions as a precursor to phenylacetone and various flavor compounds, solvents or laboratory reagents for research purposes.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 225.2
    methanol 290.76
    isopropanol 173.66
    water 6.63
    ethyl acetate 107.68
    n-propanol 174.68
    acetone 227.67
    n-butanol 153.05
    acetonitrile 105.8
    DMF 1069.33
    toluene 13.8
    isobutanol 120.32
    1,4-dioxane 188.75
    methyl acetate 97.34
    THF 236.01
    2-butanone 128.65
    n-pentanol 98.3
    sec-butanol 118.78
    n-hexane 3.61
    ethylene glycol 190.93
    NMP 280.8
    cyclohexane 2.25
    DMSO 754.82
    n-butyl acetate 56.6
    n-octanol 59.1
    chloroform 23.95
    n-propyl acetate 52.65
    acetic acid 143.2
    dichloromethane 32.75
    cyclohexanone 117.75
    propylene glycol 187.0
    isopropyl acetate 60.88
    DMAc 437.32
    2-ethoxyethanol 185.0
    isopentanol 112.42
    n-heptane 7.28
    ethyl formate 74.44
    1,2-dichloroethane 30.28
    n-hexanol 115.34
    2-methoxyethanol 398.21
    isobutyl acetate 32.11
    tetrachloromethane 4.96
    n-pentyl acetate 35.14
    transcutol 301.05
    n-heptanol 55.73
    ethylbenzene 17.12
    MIBK 79.53
    2-propoxyethanol 226.47
    tert-butanol 189.33
    MTBE 57.45
    2-butoxyethanol 109.01
    propionic acid 130.43
    o-xylene 18.99
    formic acid 91.04
    diethyl ether 64.22
    m-xylene 22.24
    p-xylene 17.86
    chlorobenzene 16.47
    dimethyl carbonate 84.29
    n-octane 2.85
    formamide 171.16
    cyclopentanone 188.76
    2-pentanone 135.51
    anisole 68.02
    cyclopentyl methyl ether 84.21
    gamma-butyrolactone 221.94
    1-methoxy-2-propanol 329.16
    pyridine 56.43
    3-pentanone 79.37
    furfural 143.78
    n-dodecane 3.93
    diethylene glycol 234.64
    diisopropyl ether 20.13
    tert-amyl alcohol 112.96
    acetylacetone 151.08
    n-hexadecane 4.23
    acetophenone 62.92
    methyl propionate 141.91
    isopentyl acetate 46.8
    trichloroethylene 50.46
    n-nonanol 53.39
    cyclohexanol 67.32
    benzyl alcohol 65.35
    2-ethylhexanol 54.91
    isooctanol 42.25
    dipropyl ether 64.8
    1,2-dichlorobenzene 21.17
    ethyl lactate 67.21
    propylene carbonate 111.2
    n-methylformamide 299.96
    2-pentanol 94.19
    n-pentane 3.25
    1-propoxy-2-propanol 149.27
    1-methoxy-2-propyl acetate 99.24
    2-(2-methoxypropoxy) propanol 110.32
    mesitylene 16.59
    ε-caprolactone 97.78
    p-cymene 19.56
    epichlorohydrin 167.62
    1,1,1-trichloroethane 22.22
    2-aminoethanol 251.9
    morpholine-4-carbaldehyde 295.47
    sulfolane 313.61
    2,2,4-trimethylpentane 3.39
    2-methyltetrahydrofuran 110.94
    n-hexyl acetate 60.11
    isooctane 3.63
    2-(2-butoxyethoxy)ethanol 150.59
    sec-butyl acetate 34.92
    tert-butyl acetate 69.07
    decalin 4.27
    glycerin 234.91
    diglyme 227.2
    acrylic acid 112.78
    isopropyl myristate 33.63
    n-butyric acid 127.97
    acetyl acetate 61.46
    di(2-ethylhexyl) phthalate 36.67
    ethyl propionate 69.35
    nitromethane 258.0
    1,2-diethoxyethane 69.29
    benzonitrile 48.96
    trioctyl phosphate 34.09
    1-bromopropane 15.92
    gamma-valerolactone 236.47
    n-decanol 44.33
    triethyl phosphate 35.07
    4-methyl-2-pentanol 53.48
    propionitrile 86.13
    vinylene carbonate 86.41
    1,1,2-trichlorotrifluoroethane 135.31
    DMS 59.47
    cumene 17.57
    2-octanol 33.65
    2-hexanone 64.28
    octyl acetate 44.94
    limonene 25.8
    1,2-dimethoxyethane 228.7
    ethyl orthosilicate 31.41
    tributyl phosphate 35.02
    diacetone alcohol 152.07
    N,N-dimethylaniline 56.78
    acrylonitrile 117.58
    aniline 39.39
    1,3-propanediol 239.86
    bromobenzene 11.73
    dibromomethane 18.29
    1,1,2,2-tetrachloroethane 42.94
    2-methyl-cyclohexyl acetate 46.72
    tetrabutyl urea 60.58
    diisobutyl methanol 36.73
    2-phenylethanol 67.92
    styrene 17.11
    dioctyl adipate 52.3
    dimethyl sulfate 137.47
    ethyl butyrate 57.15
    methyl lactate 134.58
    butyl lactate 52.68
    diethyl carbonate 42.23
    propanediol butyl ether 110.09
    triethyl orthoformate 41.46
    p-tert-butyltoluene 19.06
    methyl 4-tert-butylbenzoate 81.87
    morpholine 213.38
    tert-butylamine 78.94
    n-dodecanol 35.12
    dimethoxymethane 334.17
    ethylene carbonate 73.61
    cyrene 117.33
    2-ethoxyethyl acetate 56.62
    2-ethylhexyl acetate 33.16
    1,2,4-trichlorobenzene 27.39
    4-methylpyridine 60.74
    dibutyl ether 38.71
    2,6-dimethyl-4-heptanol 36.73
    DEF 168.5
    dimethyl isosorbide 157.58
    tetrachloroethylene 23.71
    eugenol 89.66
    triacetin 69.78
    span 80 97.52
    1,4-butanediol 110.58
    1,1-dichloroethane 24.89
    2-methyl-1-pentanol 72.79
    methyl formate 201.63
    2-methyl-1-butanol 99.85
    n-decane 5.08
    butyronitrile 84.32
    3,7-dimethyl-1-octanol 49.13
    1-chlorooctane 19.93
    1-chlorotetradecane 11.42
    n-nonane 4.39
    undecane 4.43
    tert-butylcyclohexane 5.17
    cyclooctane 1.64
    cyclopentanol 99.25
    tetrahydropyran 95.4
    tert-amyl methyl ether 52.8
    2,5,8-trioxanonane 188.24
    1-hexene 17.87
    2-isopropoxyethanol 110.73
    2,2,2-trifluoroethanol 62.79
    methyl butyrate 83.27

    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
Artemisia judaica (Israel) 1 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.06%
Artemisia judaica (Egypt) 1 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.04%
Rose (Egypt) 1 8007-01-0 Rosa damascena Mill., fam. Rosaceae 1.36%
Jasmine (Egypt) 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 15.68%
Genet absolute 2 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.03%
Jasmine rose absolute (India) Gardenia jasminoides Ellis, fam. Rubiaceae 1.31%
Spearmint, scotch (Japan) Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 1.23%