Indoleacetic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    87-51-4

    Molecular formula
    C10H9NO2

    SMILES
    C1=CC=C2C(=C1)C(=CN2)CC(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Honey 46.55%
    Floral 43.23%
    Animal 38.73%
    Odorless 32.53%
    Powdery 31.23%
    Grape 30.18%
    Sweet 29.15%
    Phenolic 28.06%
    Fruity 27.74%
    Balsamic 27.72%

     

    Flavor
    Odorless 58.75%
    Mild 51.46%
    Sour 44.08%
    Faint 29.77%
    Nutty 29.43%
    Honey 28.97%
    Bitter 25.55%
    Musty 23.6%
    Urine 23.46%
    Very mild 23.42%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    6.8 (neutral)

    Molecular weight
    175.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    388°C

    Melting point expt.

    • 168.5 °C

    Flash point

    • 211.21 ˚C est.

    Solubility expt.

    • >26.3 [ug/mL] (The mean of the results at pH 7.4)
    • 1.5 mg/mL

  • Synonyms

    • indole-3-acetic acid
    • 87-51-4
    • 3-Indoleacetic acid
    • indoleacetic acid
    • Heteroauxin
    • 1H-Indole-3-acetic acid
    • 1H-indol-3-ylacetic acid
    • 2-(1H-Indol-3-yl)acetic acid
    • Rhizopin
    • Rhizopon A
    • auxin
    • 3-Indolylacetic acid
    • Indol-3-ylacetic acid
    • Hexteroauxin
    • 3-(Carboxymethyl)indole
    • 3-Iaa
    • beta-Indoleacetic acid
    • Acetic acid, indolyl-
    • Heteroauxinhexteroauxiniaa
    • IAA
    • indoleacetate
    • beta-Indolylacetic acid
    • Indolylacetic acid
    • Indolyl-3-acetic acid
    • indole acetic acid
    • omega-Skatole carboxylic acid
    • Kyselina 3-indolyloctova
    • Indoleacetic acid (VAN)
    • (1H-Indol-3-yl)-acetic acid
    • CCRIS 1014
    • EPA Pesticide Chemical Code 128915
    • Kyselina 3-indolyloctova [Czech]
    • 3-Indolylessigsaeure
    • 2-(3-Indolyl)acetic acid
    • NSC 3787
    • (indol-3-yl)acetate
    • AI3-24131
    • 3-Indole-Acetic acid
    • 2-(indol-3-yl)ethanoic acid
    • Indolylacetate
    • b-Indoleacetate
    • b-Indolylacetate
    • (indol-3-yl)acetic acid
    • 3-Indolylacetate
    • beta-Indoleacetate
    • beta-Indolylacetate
    • EINECS 201-748-2
    • Skatole carboxylate
    • Indol-3-ylacetate
    • Indolyl-3-acetate
    • MFCD00005636
    • b-Indoleacetic acid
    • (1H-Indol-3-yl)acetic acid
    • b-Indolylacetic acid
    • .alpha.-IAA
    • .beta.-IAA
    • 3-indole acetic acid
    • DTXSID5020738
    • CHEBI:16411
    • 1H-Indole-3-acetate
    • Skatole carboxylic acid
    • 6U1S09C61L
    • 1H-Indole-3-acetic acid (9CI)
    • 2-(3-Indolyl)acetate
    • NSC-3787
    • .beta.-Indoleacetic acid
    • .beta.-Indolylacetic acid
    • beta-Indole-3-acetic acid
    • (1H-Indol-3-yl)-acetate
    • .beta.-Indole-3-acetic acid
    • alpha-Indol-3-yl-acetic acid
    • CHEMBL82411
    • DTXCID70738
    • Indole-3-acetic acid (8CI)
    • INDOLEACETIC ACID [MI]
    • .omega.-Skatole carboxylic acid
    • .alpha.-Indol-3-yl-acetic acid
    • NSC3787
    • 3-indoleacetate
    • (1H-indol-3-yl)acetate
    • CAS-87-51-4
    • IES cpd
    • IES
    • SMR000471855
    • Indole 3-acetic acid
    • 3-indolyl acetic acid
    • UNII-6U1S09C61L
    • alpha-IAA
    • beta-IAA
    • 3Indoleacetic acid
    • Indole3acetic acid
    • IAC
    • Indol3ylacetic acid
    • betaIndoleacetic acid
    • Indole-3acetic acid
    • Acetic acid, indolyl
    • 1HIndole3acetic acid
    • betaIndolylacetic acid
    • indole-3-acetic-acid
    • 3-indolyl-acetic acid
    • 3(Carboxymethyl)indole
    • Kyselina 3indolyloctova
    • Acid, 6
    • Indole-3-acetic-t acid
    • 1H-indol-3-acetic acid
    • Maybridge1_006755
    • indole, 3-carboxymethyl-
    • 1H-Indole 3-acetic acid
    • bmse000177
    • omegaSkatole carboxylic acid
    • 3-Indoleacetic acid, 98%
    • 3-Indoleacetic acid, 99%
    • 3Indolylmethylcarboxylic acid
    • Oprea1_602123
    • SCHEMBL26344
    • MLS001066408
    • MLS001331664
    • MLS001332399
    • MLS001332400
    • 1HIndole3acetic acid (9CI)
    • 3-Indolylmethylcarboxylic acid
    • WLN: T56 BMJ D1VQ
    • [3H]-IAA
    • 3-Indolyl acetic acid 100 microg/mL in Acetonitrile
    • acetic acid, 2-(3-indolyl)-
    • HMS560L01
    • INDOLE ACETIC ACID [INCI]
    • 2-(1H-indol-3-yl)-acetic acid

  • Applications

    Indoleacetic acid (CAS 87-51-4) is a plant growth regulator (auxin) used in agriculture and horticulture to promote rooting and regulate growth; it is also employed in plant tissue culture and micropropagation to induce rooting and organ development from explants; in addition, IAA serves as a chemical intermediate in the synthesis of indole-containing pharmaceuticals and agrochemicals; it is used as a research reagent in studies of auxin transport and signaling in plants.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.05
    methanol 0.06
    isopropanol 0.06
    water 0.34
    ethyl acetate 0.08
    n-propanol 0.05
    acetone 0.07
    n-butanol 0.07
    acetonitrile 0.03
    DMF 0.09
    toluene 0.01
    isobutanol 0.08
    1,4-dioxane 0.05
    methyl acetate 0.11
    THF 0.64
    2-butanone 0.17
    n-pentanol 0.16
    sec-butanol 0.14
    n-hexane 0.0
    ethylene glycol 1.21
    NMP 13.8
    cyclohexane 0.0
    DMSO 0.11
    n-butyl acetate 0.86
    n-octanol 0.24
    chloroform 0.01
    n-propyl acetate 0.35
    acetic acid 0.77
    dichloromethane 0.01
    cyclohexanone 0.3
    propylene glycol 0.96
    isopropyl acetate 0.18
    DMAc 5.56
    2-ethoxyethanol 4.1
    isopentanol 0.3
    n-heptane 0.01
    ethyl formate 0.1
    1,2-dichloroethane 0.01
    n-hexanol 0.55
    2-methoxyethanol 1.86
    isobutyl acetate 0.4
    tetrachloromethane 0.02
    n-pentyl acetate 0.51
    transcutol 15.37
    n-heptanol 0.56
    ethylbenzene 0.05
    MIBK 0.41
    2-propoxyethanol 7.01
    tert-butanol 0.33
    MTBE 0.11
    2-butoxyethanol 4.8
    propionic acid 0.44
    o-xylene 0.06
    formic acid 3.28
    diethyl ether 0.02
    m-xylene 0.05
    p-xylene 0.09
    chlorobenzene 0.02
    dimethyl carbonate 0.33
    n-octane 0.01
    formamide 2.57
    cyclopentanone 0.81
    2-pentanone 0.13
    anisole 0.33
    cyclopentyl methyl ether 0.2
    gamma-butyrolactone 2.26
    1-methoxy-2-propanol 1.92
    pyridine 0.06
    3-pentanone 0.11
    furfural 3.68
    n-dodecane 0.01
    diethylene glycol 14.62
    diisopropyl ether 0.06
    tert-amyl alcohol 0.79
    acetylacetone 0.57
    n-hexadecane 0.01
    acetophenone 1.13
    methyl propionate 0.14
    isopentyl acetate 1.88
    trichloroethylene 0.04
    n-nonanol 0.3
    cyclohexanol 0.1
    benzyl alcohol 0.54
    2-ethylhexanol 0.75
    isooctanol 0.75
    dipropyl ether 0.21
    1,2-dichlorobenzene 0.08
    ethyl lactate 2.79
    propylene carbonate 1.86
    n-methylformamide 0.11
    2-pentanol 0.1
    n-pentane 0.0
    1-propoxy-2-propanol 4.82
    1-methoxy-2-propyl acetate 3.34
    2-(2-methoxypropoxy) propanol 12.06
    mesitylene 0.06
    ε-caprolactone 0.96
    p-cymene 0.26
    epichlorohydrin 0.66
    1,1,1-trichloroethane 0.02
    2-aminoethanol 1.0
    morpholine-4-carbaldehyde 4.94
    sulfolane 7.59
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.37
    n-hexyl acetate 0.66
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 9.52
    sec-butyl acetate 0.5
    tert-butyl acetate 0.9
    decalin 0.01
    glycerin 8.35
    diglyme 12.01
    acrylic acid 0.85
    isopropyl myristate 0.52
    n-butyric acid 0.33
    acetyl acetate 0.18
    di(2-ethylhexyl) phthalate 2.15
    ethyl propionate 0.42
    nitromethane 0.64
    1,2-diethoxyethane 0.62
    benzonitrile 0.21
    trioctyl phosphate 1.11
    1-bromopropane 0.01
    gamma-valerolactone 2.23
    n-decanol 0.26
    triethyl phosphate 2.59
    4-methyl-2-pentanol 0.31
    propionitrile 0.04
    vinylene carbonate 0.78
    1,1,2-trichlorotrifluoroethane 3.31
    DMS 1.5
    cumene 0.13
    2-octanol 0.27
    2-hexanone 0.45
    octyl acetate 0.67
    limonene 0.23
    1,2-dimethoxyethane 1.79
    ethyl orthosilicate 2.04
    tributyl phosphate 1.3
    diacetone alcohol 4.44
    N,N-dimethylaniline 0.63
    acrylonitrile 0.06
    aniline 0.06
    1,3-propanediol 0.79
    bromobenzene 0.01
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.04
    2-methyl-cyclohexyl acetate 2.58
    tetrabutyl urea 2.5
    diisobutyl methanol 0.56
    2-phenylethanol 1.2
    styrene 0.03
    dioctyl adipate 1.42
    dimethyl sulfate 1.85
    ethyl butyrate 1.15
    methyl lactate 2.25
    butyl lactate 2.76
    diethyl carbonate 1.3
    propanediol butyl ether 4.75
    triethyl orthoformate 1.68
    p-tert-butyltoluene 0.23
    methyl 4-tert-butylbenzoate 4.78
    morpholine 0.09
    tert-butylamine 0.09
    n-dodecanol 0.21
    dimethoxymethane 0.2
    ethylene carbonate 0.43
    cyrene 16.19
    2-ethoxyethyl acetate 1.52
    2-ethylhexyl acetate 1.35
    1,2,4-trichlorobenzene 0.14
    4-methylpyridine 0.07
    dibutyl ether 0.14
    2,6-dimethyl-4-heptanol 0.56
    DEF 0.25
    dimethyl isosorbide 20.5
    tetrachloroethylene 0.05
    eugenol 7.46
    triacetin 3.04
    span 80 5.22
    1,4-butanediol 1.06
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.73
    methyl formate 0.12
    2-methyl-1-butanol 0.29
    n-decane 0.01
    butyronitrile 0.03
    3,7-dimethyl-1-octanol 0.51
    1-chlorooctane 0.04
    1-chlorotetradecane 0.03
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.02
    cyclooctane 0.0
    cyclopentanol 0.21
    tetrahydropyran 0.02
    tert-amyl methyl ether 0.31
    2,5,8-trioxanonane 13.94
    1-hexene 0.02
    2-isopropoxyethanol 3.58
    2,2,2-trifluoroethanol 1.54
    methyl butyrate 0.52

    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