2-(6-Methoxy-2-naphthyl)propionic acid

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  • Identifiers

    CAS number
    23981-80-8

    Molecular formula
    C14H14O3

    SMILES
    CC(C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)O

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Floral 74.01%
    Sweet 61.71%
    Honey 52.28%
    Powdery 45.89%
    Animal 40.79%
    Fruity 37.15%
    Neroli 37.06%
    Grape 36.32%
    Phenolic 35.51%
    Balsamic 34.3%

     

    Flavor
    Odorless 33.9%
    Bitter 32.39%
    Sweet 32.26%
    Mild 30.52%
    Floral 29.94%
    Fruity 29.93%
    Balsam 25.84%
    Honey 24.52%
    Powdery 23.38%
    Faint 21.26%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    7.45 (neutral)

    Molecular weight
    230.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    379°C

    Flash point

    • 190.91 ˚C est.

  • Synonyms

    • 23981-80-8
    • 2-(6-methoxynaphthalen-2-yl)propanoic acid
    • DL-Naproxen
    • 2-(6-Methoxy-2-naphthyl)propionic acid
    • (+/-)-2-(6-Methoxy-2-naphthyl)propionic Acid
    • Racemic Naproxen
    • 2-(6-Methoxy-2-naphthyl)propanoic acid
    • rac-naproxen
    • 26159-31-9
    • (RS)-Naproxen
    • (+/-)-naproxen
    • MFCD00439456
    • Naproxen (racemic)
    • (+/-)-Naproxen-d3
    • alpha-(6-Methoxy-2-naphthyl)propionic acid
    • ( inverted exclamation markA)-Naproxen
    • (+/-)-6-Methoxy-alpha-methyl-2-naphthaleneacetic Acid
    • 6-methoxy-2-naphthyl-alpha-methylacetic acid
    • 2-(6-Methoxy-naphthalen-2-yl)-propionic acid
    • 2-naphthaleneacetic acid, 6-methoxy-alpha-methyl-
    • SMR001233475
    • rac Naproxen
    • EINECS 245-969-2
    • 6-methoxy-alpha-methyl-2-naphthaleneacetic acid
    • Naproxen, (+/-)-
    • Prestwick3_000045
    • Naproxen2-(6-Methoxy-naphthalen-2-yl)-propionic acid
    • T5ADC7PXJ9
    • (+-)-2-(6-methoxy-2-naphthyl)propionic acid
    • 2-(6-Methoxy-naphthalen-2-yl)-propionic acid(Naproxen)
    • EC 247-485-7
    • Oprea1_018821
    • BSPBio_000169
    • MLS002154184
    • MLS006011863
    • CHEMBL12952
    • SCHEMBL145769
    • BPBio1_000187
    • SCHEMBL10029028
    • CHEBI:91939
    • DTXSID70860274
    • HMS2095I11
    • HMS2230K21
    • HMS3374N03
    • HMS3712I11
    • ALBB-027257
    • INB29379
    • BBL038237
    • BDBM50009860
    • STK301546
    • AKOS000121315
    • AKOS016038194
    • CCG-220045
    • CS-W009085
    • FN27551
    • 2-(6-methoxy-2-naphtyl)propionic acid
    • NCGC00021127-02
    • NCGC00021127-03
    • NCGC00021127-04
    • NCGC00021127-05
    • NCGC00094733-01
    • NCGC00094733-02
    • NCGC00094733-03
    • 2-(6-methoxy-2-naphthyl)-propionic acid
    • 2-(6-methoxynaphth-2-yl)-propionic acid
    • AC-25684
    • AS-47598
    • HY-15029
    • SY015060
    • SY051309
    • 2-(6-methoxynaphthalen-2-yl)propanoicacid
    • 2-(6-methoxy-2-naphthalenyl)propanoic acid
    • 6-methoxy-2naphthyl-alpha-methylacetic acid
    • DB-007955
    • DB-045844
    • DB-046309
    • DB-046847
    • ()-2-(6-methoxy-2-naphthyl)propionic acid
    • 6-methoxy-alpha-methyl-2-naphthylacetic acid
    • AB00513799
    • DL-2-(6-Methoxy-2-naphthyl)propionic acid
    • M1220
    • NS00000213
    • (+)2-(6-methoxy-2-naphthyl) propionic acid
    • EN300-21613
    • 6-methoxy-alpha-methyl-2-naphthalenacetic acid
    • F14583
    • (+)-alpha-(6-methoxy-2-naphthyl)propionic acid
    • racemic 2-(6-methoxy-2-naphthyl)propionic acid
    • (+)-alpha-methyl-6-methoxy-2-naphthylacetic acid
    • (+/-)-2-(6-methoxy-2-naphthyl) propionic acid
    • (RS)-2-(6-methoxynaphthalen-2-yl)propanoic acid
    • (+/-)-2-(6-Methoxy-2-naphthalenyl)propionic acid
    • 2-(6-Methoxy-2-naphthyl)propanoic acid, AldrichCPR
    • BRD-A87719232-001-02-4
    • Q27163737
    • Z104505002
    • ( inverted exclamation markA)-2-(6-Methoxy-2-naphthyl)propionic Acid
    • (RS)-naproxen;(+/-)-2-(6-Methoxy-2-naphthalenyl)propionic acid;(+/-)-2-(6-Methoxy-2-naphthyl)propionic acid;DL-Naproxen
    • 245-969-2

  • Applications

    2-(6-Methoxy-2-naphthyl)propionic acid (CAS 23981-80-8), commonly referred to as naproxen, is primarily used as the active pharmaceutical ingredient (API) in nonsteroidal anti-inflammatory drug (NSAID) formulations. It also serves as a chiral building block and starting material for the synthesis of naproxen derivatives and related NSAID-like compounds in medicinal chemistry. In pharmaceutical quality assurance and analytical chemistry, naproxen acid is used as a reference material or starting point for method development and impurity profiling in HPLC and GC analyses. The compound can function as an intermediate for asymmetric synthesis and SAR exploration in medicinal chemistry programs.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 48.68
    methanol 74.79
    isopropanol 29.82
    water 0.08
    ethyl acetate 67.42
    n-propanol 41.69
    acetone 12.1
    n-butanol 30.87
    acetonitrile 21.27
    DMF 82.21
    toluene 7.44
    isobutanol 18.94
    1,4-dioxane 217.91
    methyl acetate 59.66
    THF 113.69
    2-butanone 52.24
    n-pentanol 31.56
    sec-butanol 30.71
    n-hexane 0.15
    ethylene glycol 14.45
    NMP 33.2
    cyclohexane 0.2
    DMSO 115.46
    n-butyl acetate 35.37
    n-octanol 6.87
    chloroform 69.57
    n-propyl acetate 41.34
    acetic acid 33.07
    dichloromethane 75.05
    cyclohexanone 44.99
    propylene glycol 18.42
    isopropyl acetate 28.64
    DMAc 135.91
    2-ethoxyethanol 152.74
    isopentanol 28.09
    n-heptane 0.14
    ethyl formate 17.37
    1,2-dichloroethane 69.33
    n-hexanol 25.68
    2-methoxyethanol 159.79
    isobutyl acetate 21.79
    tetrachloromethane 3.73
    n-pentyl acetate 16.13
    transcutol 310.72
    n-heptanol 11.96
    ethylbenzene 9.19
    MIBK 24.05
    2-propoxyethanol 102.05
    tert-butanol 53.34
    MTBE 36.37
    2-butoxyethanol 43.94
    propionic acid 27.42
    o-xylene 8.32
    formic acid 30.11
    diethyl ether 41.26
    m-xylene 5.85
    p-xylene 10.4
    chlorobenzene 14.14
    dimethyl carbonate 26.47
    n-octane 0.2
    formamide 96.58
    cyclopentanone 44.43
    2-pentanone 27.77
    anisole 52.33
    cyclopentyl methyl ether 28.19
    gamma-butyrolactone 67.57
    1-methoxy-2-propanol 98.23
    pyridine 53.52
    3-pentanone 29.75
    furfural 72.13
    n-dodecane 0.28
    diethylene glycol 90.61
    diisopropyl ether 7.24
    tert-amyl alcohol 48.05
    acetylacetone 39.34
    n-hexadecane 0.33
    acetophenone 39.46
    methyl propionate 47.56
    isopentyl acetate 35.38
    trichloroethylene 113.67
    n-nonanol 7.89
    cyclohexanol 16.37
    benzyl alcohol 38.74
    2-ethylhexanol 13.53
    isooctanol 10.44
    dipropyl ether 15.97
    1,2-dichlorobenzene 17.93
    ethyl lactate 22.25
    propylene carbonate 27.91
    n-methylformamide 50.71
    2-pentanol 16.95
    n-pentane 0.07
    1-propoxy-2-propanol 53.01
    1-methoxy-2-propyl acetate 57.73
    2-(2-methoxypropoxy) propanol 52.76
    mesitylene 3.96
    ε-caprolactone 50.13
    p-cymene 6.4
    epichlorohydrin 149.16
    1,1,1-trichloroethane 20.01
    2-aminoethanol 39.53
    morpholine-4-carbaldehyde 118.64
    sulfolane 73.18
    2,2,4-trimethylpentane 0.51
    2-methyltetrahydrofuran 57.19
    n-hexyl acetate 20.52
    isooctane 0.37
    2-(2-butoxyethoxy)ethanol 73.42
    sec-butyl acetate 28.99
    tert-butyl acetate 41.47
    decalin 0.85
    glycerin 42.58
    diglyme 155.44
    acrylic acid 23.58
    isopropyl myristate 9.46
    n-butyric acid 31.94
    acetyl acetate 23.42
    di(2-ethylhexyl) phthalate 12.66
    ethyl propionate 38.51
    nitromethane 81.09
    1,2-diethoxyethane 73.18
    benzonitrile 21.3
    trioctyl phosphate 7.75
    1-bromopropane 15.7
    gamma-valerolactone 112.81
    n-decanol 6.14
    triethyl phosphate 19.1
    4-methyl-2-pentanol 12.81
    propionitrile 23.14
    vinylene carbonate 29.97
    1,1,2-trichlorotrifluoroethane 81.0
    DMS 32.36
    cumene 7.52
    2-octanol 6.62
    2-hexanone 36.06
    octyl acetate 11.47
    limonene 6.61
    1,2-dimethoxyethane 199.46
    ethyl orthosilicate 19.07
    tributyl phosphate 10.9
    diacetone alcohol 59.74
    N,N-dimethylaniline 31.15
    acrylonitrile 32.88
    aniline 24.93
    1,3-propanediol 59.18
    bromobenzene 11.94
    dibromomethane 30.66
    1,1,2,2-tetrachloroethane 91.77
    2-methyl-cyclohexyl acetate 26.19
    tetrabutyl urea 15.16
    diisobutyl methanol 9.53
    2-phenylethanol 35.25
    styrene 10.33
    dioctyl adipate 17.71
    dimethyl sulfate 44.1
    ethyl butyrate 28.18
    methyl lactate 23.75
    butyl lactate 18.88
    diethyl carbonate 23.14
    propanediol butyl ether 30.18
    triethyl orthoformate 24.23
    p-tert-butyltoluene 6.01
    methyl 4-tert-butylbenzoate 31.72
    morpholine 222.55
    tert-butylamine 17.82
    n-dodecanol 4.81
    dimethoxymethane 111.48
    ethylene carbonate 24.71
    cyrene 46.95
    2-ethoxyethyl acetate 44.88
    2-ethylhexyl acetate 25.72
    1,2,4-trichlorobenzene 23.16
    4-methylpyridine 36.7
    dibutyl ether 12.16
    2,6-dimethyl-4-heptanol 9.53
    DEF 46.19
    dimethyl isosorbide 83.8
    tetrachloroethylene 51.18
    eugenol 38.12
    triacetin 32.29
    span 80 29.9
    1,4-butanediol 24.04
    1,1-dichloroethane 23.39
    2-methyl-1-pentanol 30.23
    methyl formate 27.54
    2-methyl-1-butanol 24.41
    n-decane 0.42
    butyronitrile 16.35
    3,7-dimethyl-1-octanol 10.21
    1-chlorooctane 3.49
    1-chlorotetradecane 1.61
    n-nonane 0.3
    undecane 0.34
    tert-butylcyclohexane 0.98
    cyclooctane 0.12
    cyclopentanol 15.58
    tetrahydropyran 69.3
    tert-amyl methyl ether 30.01
    2,5,8-trioxanonane 103.24
    1-hexene 2.62
    2-isopropoxyethanol 85.42
    2,2,2-trifluoroethanol 17.44
    methyl butyrate 41.86

    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