Nitrilotriacetic acid

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  • Identifiers

    CAS number
    139-13-9

    Molecular formula
    C6H9NO6

    SMILES
    C(C(=O)O)N(CC(=O)O)CC(=O)O

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 64.11%
    Sweet 35.09%
    Sour 25.69%
    Savory 22.43%
    Clean 19.94%
    Winey 19.24%
    Buttery 17.11%
    Cooked 16.54%
    Sharp 16.5%
    Meaty 16.18%

     

    Flavor
    Odorless 70.23%
    Mild 35.36%
    Sour 30.96%
    Very mild 29.52%
    Bland 26.99%
    Nutty 24.47%
    Yeast 24.03%
    Sweet-like 20.59%
    Faint 20.52%
    Musty 20.47%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.2

    pKa est.
    4.09 (weak acid)

    Molecular weight
    191.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 475 °F (decomposes) (NTP, 1992)
    • 242 °C dec

    Boiling point

    • Solid decomposes (NTP, 1992)

    Flash point

    • 255.84 ˚C est.

    Solubility expt.

    • less than 0.1 mg/mL at 73 °F (NTP, 1992)
    • Slightly soluble in DMSO-d6; soluble in ethanol
    • 1.28 g dissolves in 1 L water at 22.5 °C
    • Insoluble in most org solvents
    • In water, 5.91X10+4 mg/L at 25 °C
    • Solubility in water, g/100ml at 22 °C: 0.128 (poor)

  • Synonyms

    • NITRILOTRIACETIC ACID
    • 139-13-9
    • 2,2',2''-nitrilotriacetic acid
    • Triglycollamic acid
    • N,N-Bis(carboxymethyl)glycine
    • Aminotriacetic acid
    • 2-[bis(carboxymethyl)amino]acetic acid
    • NTA
    • Nitrilotriacetate
    • Glycine, N,N-bis(carboxymethyl)-
    • Komplexon I
    • Titriplex I
    • Trilon A
    • Versene NTA acid
    • Nitrilotriessigsaeure
    • Hampshire NTA acid
    • Tri(carboxymethyl)amine
    • Nitrilo-2,2',2''-triacetic acid
    • Acetic acid, nitrilotri-
    • 2-(bis(carboxymethyl)amino)acetic acid
    • MFCD00004287
    • CHEL 300
    • Tris(carboxymethyl)amine
    • NCI-C02766
    • Nitrilotriacetic acid (NTA)
    • CHEBI:44557
    • alpha,alpha',alpha''-Trimethylaminetricarboxylic acid
    • DTXSID6020939
    • KA90006V9D
    • NSC-2121
    • Nitriloacetate
    • Nitrilotriaceticacid
    • DTXCID20939
    • 49784-42-1
    • CAS-139-13-9
    • CCRIS 436
    • Aminotriethanoic acid
    • N,N-Bis(carboxymethyl)glysine
    • HSDB 2853
    • Kyselina nitrilotrioctova [Czech]
    • Kyselina nitrilotrioctova
    • NSC 2121
    • EINECS 205-355-7
    • BRN 1710776
    • UNII-KA90006V9D
    • AI3-52483
    • Nitrilotriacetic Acid; 2-[Bis(carboxymethyl)amino]acetic acid; NTA
    • H3nta
    • Potassium cadmium nitrilotriacetate
    • EINECS 256-488-2
    • WLN: QV1N1VQ1VQ
    • EC 205-355-7
    • Cambridge id 5122183
    • NitrilotriessigsA currencyure
    • N(CH2-COOH)3
    • NTA (Nitrilotriacetic acid)
    • SCHEMBL20409
    • Triglycine; Triglycine; NTA
    • 4-04-00-02441 (Beilstein Handbook Reference)
    • 80751-51-5
    • MLS000069464
    • BIDD:ER0361
    • Glycine,N-bis(carboxymethyl)-
    • Nitrilo-2,2''-triacetic acid
    • CHEMBL1234848
    • Nitrilotriacetic acid (Standard)
    • NSC2121
    • HMS2232K17
    • NITRILOTRIACETIC ACID [MI]
    • CCG-2133
    • HY-W030778R
    • STR02791
    • NITRILOTRIACETIC ACID [HSDB]
    • Nitrilotriacetic acid, p.a., 99%
    • Tox21_202195
    • Tox21_300156
    • BBL002469
    • BDBM50619642
    • NITRILO-N,N,N-TRIACETIC ACID
    • STK387109
    • AKOS005441655
    • NITRILOTRIACETIC ACID [USP-RS]
    • DB03040
    • HY-W030778
    • NCGC00091141-01
    • NCGC00091141-02
    • NCGC00091141-03
    • NCGC00091141-04
    • NCGC00254116-01
    • NCGC00259744-01
    • BP-30104
    • Cadmate(1-), (N,N-bis((carboxy-kappaO)methyl)glycinato(3-)-kappaN,kappaO)-, potassium (1:1), (T-4)-
    • Cadmate(1-), (N,N-bis((carboxy-kappaO)methyl)glycinato(3-)-kappaN,kappaO)-, potassium, (T-4)-
    • SMR000054748
    • 2-[bis(carboxymethyl)amino]essigsäure
    • DB-042463
    • CS-0074802
    • N0098
    • Nitrilotriacetic acid, Sigma Grade, >=99%
    • NS00001715
    • EN300-19833
    • Nitrilotriacetic acid, ACS reagent, >=99.0%
    • Nitrilotriacetic acid, BioUltra, >=99.0% (T)
    • .alpha.,.alpha.''-Trimethylaminetricarboxylic acid
    • A,A',A''-TRIMETHYLAMINETRICARBOXYLIC ACID
    • DISODIUM EDETATE IMPURITY A [EP IMPURITY]
    • Q425340
    • F1905-6980
    • SODIUM CALCIUM EDETATE IMPURITY A [EP IMPURITY]
    • Z104475690
    • Nitrilotriacetic acid, United States Pharmacopeia (USP) Reference Standard
    • Potassium (N,N-bis(carboxymethyl)glycinato(3-)-N,O,O',O'')cadmate(1-)
    • Nitrilotriacetic acid, Pharmaceutical Secondary Standard; Certified Reference Material

  • Applications

    Nitrilotriacetic acid (CAS 139-13-9) is widely used as a chelating or sequestering agent to bind polyvalent metal ions, with common applications in cleaning and laundry formulations to improve performance and inhibit precipitates, in water treatment and cooling systems to control hardness and metal fouling, in electroplating and metal finishing baths to stabilize metal ions and prevent unwanted deposition, in textile and paper processing to remove trace metals that can affect dyeing and processing, and as a processing aid or intermediate in polymer synthesis to manage metal contaminants during manufacturing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 15.64
    methanol 41.57
    isopropanol 5.89
    water 148.8
    ethyl acetate 5.49
    n-propanol 10.95
    acetone 6.57
    n-butanol 5.51
    acetonitrile 5.17
    DMF 221.72
    toluene 1.28
    isobutanol 4.84
    1,4-dioxane 10.15
    methyl acetate 6.18
    THF 19.68
    2-butanone 5.75
    n-pentanol 3.04
    sec-butanol 4.44
    n-hexane 0.33
    ethylene glycol 76.61
    NMP 417.42
    cyclohexane 0.31
    DMSO 165.27
    n-butyl acetate 4.61
    n-octanol 3.43
    chloroform 0.71
    n-propyl acetate 3.42
    acetic acid 34.5
    dichloromethane 1.99
    cyclohexanone 11.18
    propylene glycol 52.82
    isopropyl acetate 2.81
    DMAc 181.06
    2-ethoxyethanol 29.58
    isopentanol 2.72
    n-heptane 0.87
    ethyl formate 9.19
    1,2-dichloroethane 2.35
    n-hexanol 4.25
    2-methoxyethanol 93.15
    isobutyl acetate 1.4
    tetrachloromethane 0.19
    n-pentyl acetate 3.58
    transcutol 52.04
    n-heptanol 3.86
    ethylbenzene 0.71
    MIBK 1.87
    2-propoxyethanol 39.16
    tert-butanol 4.55
    MTBE 1.59
    2-butoxyethanol 20.65
    propionic acid 30.31
    o-xylene 1.86
    formic acid 176.31
    diethyl ether 2.36
    m-xylene 1.47
    p-xylene 0.83
    chlorobenzene 0.72
    dimethyl carbonate 16.2
    n-octane 0.34
    formamide 174.04
    cyclopentanone 22.67
    2-pentanone 4.43
    anisole 2.08
    cyclopentyl methyl ether 8.66
    gamma-butyrolactone 73.17
    1-methoxy-2-propanol 54.69
    pyridine 8.65
    3-pentanone 5.35
    furfural 57.09
    n-dodecane 0.21
    diethylene glycol 61.72
    diisopropyl ether 0.77
    tert-amyl alcohol 4.25
    acetylacetone 6.04
    n-hexadecane 0.23
    acetophenone 4.55
    methyl propionate 16.83
    isopentyl acetate 2.59
    trichloroethylene 2.41
    n-nonanol 3.21
    cyclohexanol 5.36
    benzyl alcohol 4.49
    2-ethylhexanol 2.37
    isooctanol 2.32
    dipropyl ether 4.94
    1,2-dichlorobenzene 0.99
    ethyl lactate 13.73
    propylene carbonate 20.47
    n-methylformamide 117.97
    2-pentanol 2.72
    n-pentane 0.4
    1-propoxy-2-propanol 24.83
    1-methoxy-2-propyl acetate 12.52
    2-(2-methoxypropoxy) propanol 19.5
    mesitylene 0.95
    ε-caprolactone 21.95
    p-cymene 1.4
    epichlorohydrin 18.01
    1,1,1-trichloroethane 0.39
    2-aminoethanol 87.02
    morpholine-4-carbaldehyde 188.98
    sulfolane 149.06
    2,2,4-trimethylpentane 0.18
    2-methyltetrahydrofuran 7.64
    n-hexyl acetate 4.48
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 27.63
    sec-butyl acetate 1.57
    tert-butyl acetate 2.3
    decalin 0.24
    glycerin 148.53
    diglyme 34.31
    acrylic acid 50.87
    isopropyl myristate 1.47
    n-butyric acid 15.42
    acetyl acetate 2.24
    di(2-ethylhexyl) phthalate 3.27
    ethyl propionate 5.14
    nitromethane 49.3
    1,2-diethoxyethane 5.25
    benzonitrile 2.94
    trioctyl phosphate 3.08
    1-bromopropane 1.07
    gamma-valerolactone 79.82
    n-decanol 2.4
    triethyl phosphate 4.12
    4-methyl-2-pentanol 1.24
    propionitrile 4.65
    vinylene carbonate 21.7
    1,1,2-trichlorotrifluoroethane 40.03
    DMS 8.87
    cumene 0.66
    2-octanol 2.02
    2-hexanone 2.12
    octyl acetate 2.69
    limonene 1.86
    1,2-dimethoxyethane 17.46
    ethyl orthosilicate 3.43
    tributyl phosphate 3.26
    diacetone alcohol 8.63
    N,N-dimethylaniline 3.92
    acrylonitrile 11.35
    aniline 4.38
    1,3-propanediol 37.7
    bromobenzene 0.48
    dibromomethane 1.07
    1,1,2,2-tetrachloroethane 2.6
    2-methyl-cyclohexyl acetate 3.27
    tetrabutyl urea 7.51
    diisobutyl methanol 1.35
    2-phenylethanol 4.35
    styrene 0.64
    dioctyl adipate 3.44
    dimethyl sulfate 52.13
    ethyl butyrate 4.57
    methyl lactate 47.25
    butyl lactate 12.53
    diethyl carbonate 2.93
    propanediol butyl ether 27.84
    triethyl orthoformate 4.9
    p-tert-butyltoluene 1.33
    methyl 4-tert-butylbenzoate 11.25
    morpholine 27.79
    tert-butylamine 2.0
    n-dodecanol 1.73
    dimethoxymethane 42.82
    ethylene carbonate 13.87
    cyrene 39.28
    2-ethoxyethyl acetate 7.28
    2-ethylhexyl acetate 2.39
    1,2,4-trichlorobenzene 1.5
    4-methylpyridine 7.64
    dibutyl ether 1.94
    2,6-dimethyl-4-heptanol 1.35
    DEF 27.79
    dimethyl isosorbide 32.98
    tetrachloroethylene 1.75
    eugenol 14.19
    triacetin 10.29
    span 80 19.85
    1,4-butanediol 14.88
    1,1-dichloroethane 0.72
    2-methyl-1-pentanol 1.6
    methyl formate 51.14
    2-methyl-1-butanol 3.71
    n-decane 0.37
    butyronitrile 3.05
    3,7-dimethyl-1-octanol 1.9
    1-chlorooctane 0.89
    1-chlorotetradecane 0.42
    n-nonane 0.37
    undecane 0.27
    tert-butylcyclohexane 0.19
    cyclooctane 0.26
    cyclopentanol 9.14
    tetrahydropyran 4.14
    tert-amyl methyl ether 2.57
    2,5,8-trioxanonane 26.32
    1-hexene 0.7
    2-isopropoxyethanol 10.71
    2,2,2-trifluoroethanol 26.78
    methyl butyrate 6.01

    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