Iminodiacetic acid

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  • Identifiers

    CAS number
    142-73-4

    Molecular formula
    C4H7NO4

    SMILES
    C(C(=O)O)NCC(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 71.29%
    Sweet 24.83%
    Savory 23.58%
    Sour 21.32%
    Clean 17.73%
    Meaty 17.63%
    Cooked 16.42%
    Caramellic 15.55%
    Buttery 15.37%
    Sharp 15.26%

     

    Flavor
    Odorless 75.86%
    Mild 35.07%
    Sour 34.3%
    Very mild 30.4%
    Bland 26.06%
    Yeast 25.03%
    Faint 23.33%
    Acidic 22.56%
    Sweet-like 21.02%
    Formyl 20.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.3

    pKa est.
    6.33 (neutral)

    Molecular weight
    133.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    347°C

    Melting point expt.

    • 247.50 °C. @ 760.00 mm Hg

    Flash point

    • 210.91 ˚C est.

    Solubility expt.

    • PRACTICALLY INSOL IN ACETONE, METHANOL, ETHER, BENZENE, CARBON TETRACHLORIDE, HEPTANE; SOL IN WATER @ 5 °C: 2.43 G/100 ML

  • Synonyms

    • IMINODIACETIC ACID
    • 142-73-4
    • Iminodiethanoic acid
    • 2,2'-Iminodiacetic acid
    • Aminodiacetic acid
    • Diglycin
    • Diglykokoll
    • N-(Carboxymethyl)glycine
    • Glycine, N-(carboxymethyl)-
    • Diglycocoll
    • Hampshire
    • Iminobis(acetic acid)
    • Acetic acid, iminodi-
    • IMDA
    • 2-[(carboxymethyl)amino]acetic acid
    • USAF DO-55
    • IDA (chelating agent)
    • Iminodi(acetic acid)
    • Acetic acid, 2,2'-iminobis-
    • XQM2L81M8Z
    • DTXSID2027098
    • NSC-18467
    • DTXCID607098
    • CHEBI:24786
    • 2-((carboxymethyl)amino)acetic acid
    • imidodiacetic acid
    • RefChem:790826
    • 205-555-4
    • 2,2'-azanediyldiacetic acid
    • 2-(carboxymethylamino)acetic acid
    • MFCD00004280
    • Bis(carboxymethyl)amine
    • NSC 18467
    • N-(carboxymethyl)- glycine
    • IDA (VAN)
    • Diglycollamic acid
    • HSDB 2852
    • EINECS 205-555-4
    • UNII-XQM2L81M8Z
    • BRN 0878499
    • imino-diacetic acid
    • Imino diacetic acid
    • 3-Azapentanedioic acid
    • IMINODIACETICACID
    • Glycine EP Impurity A
    • Iminodiacetic acid, 98%
    • Acetic acid,2'-iminobis-
    • WLN: QV1M1VQ
    • 2,2'-Iminodiacetic Acid (Iminodiacetic Acid)
    • SCHEMBL27023
    • Diglykokoll;Aminodiacetic acid
    • SCHEMBL708170
    • (carboxymethylamino)acetic acid
    • CHEMBL461164
    • IMINODIACETIC ACID [MI]
    • IMINODIACETIC ACID [HSDB]
    • BB_SC-09398
    • NSC18467
    • STR04454
    • Tox21_202743
    • BBL027454
    • SBB028457
    • STL280498
    • AKOS000119681
    • CS-W013399
    • FI02709
    • HY-W012683
    • RP10123
    • NCGC00260291-01
    • BP-30074
    • CAS-142-73-4
    • DA-54283
    • SY011076
    • Iminodiacetic acid, purum, >=98.0% (T)
    • I0006
    • Iminodiacetic acid Agarose, saline suspension
    • NS00079426
    • ST51046081
    • 2,2?-Iminodiacetic Acid (Iminodiacetic Acid)
    • EN300-20035
    • C19911
    • Iminodiacetic Acid(Discontinued,SeeCPTD788387)
    • F358251
    • Q409357
    • 2,2'-Azanediyldiacetic Acid; Glycine EP Impurity A
    • Q-201234
    • D4A4EF63-9E5B-463B-B8EA-18B1C780931E
    • F2191-0256
    • Z104476528
    • Iminodiacetic acid Sepharose(R), aqueous ethanol suspension
    • InChI=1/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9
    • 142-73-4

  • Applications

    Iminodiacetic acid (CAS 142-73-4) is primarily used as a chelating agent and as a versatile building block for more advanced chelators. In practice it is used to sequester trace and hardness-forming metal ions in household and industrial cleaners, boiler and cooling-water formulations, and other cleaning products to prevent scale formation and metal-catalyzed degradation. It also serves as a ligand in immobilized metal affinity chromatography (IMAC) columns for purifying recombinant proteins, a common procedure in biotech research and production. It is employed as an intermediate in the synthesis of EDTA-type chelants and chelating resins for metal separation and stabilization applications. In agriculture, IDA-based chelates may be used to deliver micronutrients to plants, improving availability. It can also act as a metal-ion complexing agent in analytical chemistry for trace metal determination.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 20.55
    methanol 44.34
    isopropanol 9.28
    water 145.6
    ethyl acetate 3.34
    n-propanol 12.22
    acetone 9.59
    n-butanol 7.22
    acetonitrile 3.76
    DMF 273.81
    toluene 0.58
    isobutanol 5.95
    1,4-dioxane 18.91
    methyl acetate 3.88
    THF 21.42
    2-butanone 5.11
    n-pentanol 3.49
    sec-butanol 5.28
    n-hexane 0.36
    ethylene glycol 76.62
    NMP 316.87
    cyclohexane 0.56
    DMSO 246.08
    n-butyl acetate 3.06
    n-octanol 4.67
    chloroform 0.3
    n-propyl acetate 2.16
    acetic acid 43.02
    dichloromethane 0.99
    cyclohexanone 12.38
    propylene glycol 51.87
    isopropyl acetate 1.96
    DMAc 170.8
    2-ethoxyethanol 30.02
    isopentanol 3.75
    n-heptane 0.85
    ethyl formate 7.67
    1,2-dichloroethane 1.65
    n-hexanol 3.93
    2-methoxyethanol 98.14
    isobutyl acetate 0.9
    tetrachloromethane 0.1
    n-pentyl acetate 3.24
    transcutol 58.03
    n-heptanol 4.19
    ethylbenzene 0.38
    MIBK 1.61
    2-propoxyethanol 28.93
    tert-butanol 7.4
    MTBE 1.95
    2-butoxyethanol 20.67
    propionic acid 26.5
    o-xylene 1.09
    formic acid 169.4
    diethyl ether 2.47
    m-xylene 0.65
    p-xylene 0.56
    chlorobenzene 0.4
    dimethyl carbonate 8.51
    n-octane 0.38
    formamide 161.8
    cyclopentanone 19.28
    2-pentanone 4.14
    anisole 1.37
    cyclopentyl methyl ether 7.5
    gamma-butyrolactone 44.68
    1-methoxy-2-propanol 51.71
    pyridine 6.76
    3-pentanone 3.86
    furfural 41.84
    n-dodecane 0.25
    diethylene glycol 49.88
    diisopropyl ether 0.72
    tert-amyl alcohol 5.15
    acetylacetone 5.7
    n-hexadecane 0.27
    acetophenone 2.89
    methyl propionate 8.55
    isopentyl acetate 1.88
    trichloroethylene 1.29
    n-nonanol 4.31
    cyclohexanol 7.08
    benzyl alcohol 3.25
    2-ethylhexanol 2.08
    isooctanol 2.53
    dipropyl ether 3.78
    1,2-dichlorobenzene 0.54
    ethyl lactate 8.0
    propylene carbonate 13.2
    n-methylformamide 102.77
    2-pentanol 3.08
    n-pentane 0.46
    1-propoxy-2-propanol 17.87
    1-methoxy-2-propyl acetate 7.78
    2-(2-methoxypropoxy) propanol 20.01
    mesitylene 0.56
    ε-caprolactone 18.99
    p-cymene 0.86
    epichlorohydrin 14.31
    1,1,1-trichloroethane 0.21
    2-aminoethanol 87.07
    morpholine-4-carbaldehyde 198.74
    sulfolane 120.79
    2,2,4-trimethylpentane 0.18
    2-methyltetrahydrofuran 7.82
    n-hexyl acetate 4.56
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 31.46
    sec-butyl acetate 0.99
    tert-butyl acetate 1.84
    decalin 0.24
    glycerin 133.66
    diglyme 42.36
    acrylic acid 42.05
    isopropyl myristate 1.61
    n-butyric acid 14.96
    acetyl acetate 1.59
    di(2-ethylhexyl) phthalate 3.62
    ethyl propionate 2.95
    nitromethane 43.15
    1,2-diethoxyethane 5.46
    benzonitrile 1.99
    trioctyl phosphate 3.25
    1-bromopropane 0.68
    gamma-valerolactone 73.79
    n-decanol 3.21
    triethyl phosphate 2.81
    4-methyl-2-pentanol 1.31
    propionitrile 2.76
    vinylene carbonate 13.05
    1,1,2-trichlorotrifluoroethane 27.37
    DMS 5.9
    cumene 0.42
    2-octanol 2.29
    2-hexanone 1.9
    octyl acetate 2.93
    limonene 1.36
    1,2-dimethoxyethane 23.16
    ethyl orthosilicate 2.4
    tributyl phosphate 3.23
    diacetone alcohol 7.58
    N,N-dimethylaniline 3.03
    acrylonitrile 6.37
    aniline 2.9
    1,3-propanediol 48.84
    bromobenzene 0.22
    dibromomethane 0.55
    1,1,2,2-tetrachloroethane 1.6
    2-methyl-cyclohexyl acetate 2.38
    tetrabutyl urea 7.7
    diisobutyl methanol 1.24
    2-phenylethanol 3.21
    styrene 0.37
    dioctyl adipate 3.66
    dimethyl sulfate 28.84
    ethyl butyrate 3.02
    methyl lactate 29.0
    butyl lactate 9.88
    diethyl carbonate 1.9
    propanediol butyl ether 31.95
    triethyl orthoformate 3.5
    p-tert-butyltoluene 0.82
    methyl 4-tert-butylbenzoate 9.42
    morpholine 38.3
    tert-butylamine 2.83
    n-dodecanol 2.32
    dimethoxymethane 39.77
    ethylene carbonate 9.74
    cyrene 29.56
    2-ethoxyethyl acetate 6.21
    2-ethylhexyl acetate 1.62
    1,2,4-trichlorobenzene 0.82
    4-methylpyridine 5.18
    dibutyl ether 2.34
    2,6-dimethyl-4-heptanol 1.24
    DEF 26.83
    dimethyl isosorbide 23.64
    tetrachloroethylene 1.08
    eugenol 12.76
    triacetin 8.33
    span 80 21.78
    1,4-butanediol 17.99
    1,1-dichloroethane 0.41
    2-methyl-1-pentanol 1.92
    methyl formate 44.44
    2-methyl-1-butanol 4.42
    n-decane 0.42
    butyronitrile 2.63
    3,7-dimethyl-1-octanol 2.25
    1-chlorooctane 0.94
    1-chlorotetradecane 0.48
    n-nonane 0.43
    undecane 0.32
    tert-butylcyclohexane 0.17
    cyclooctane 0.33
    cyclopentanol 11.5
    tetrahydropyran 6.25
    tert-amyl methyl ether 2.31
    2,5,8-trioxanonane 33.57
    1-hexene 0.67
    2-isopropoxyethanol 10.86
    2,2,2-trifluoroethanol 23.49
    methyl butyrate 4.38

    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