Tetramethylammonium chloride

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  • Identifiers

    CAS number
    75-57-0

    Molecular formula
    C4H12ClN

    SMILES
    C[N+](C)(C)C.[Cl-]

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Camphoreous 37.05%
    Odorless 35.31%
    Ethereal 33.94%
    Fermented 31.47%
    Solvent 30.87%
    Mint 27.48%
    Sweaty 26.39%
    Fishy 26.33%
    Musty 26.02%
    Pungent 25.66%

     

    Flavor
    Fishy 30.31%
    Pungent 25.58%
    Sulfurous 24.34%
    Oily 23.51%
    Rotten 21.47%
    Green 20.45%
    Meaty 20.44%
    Decomposing cabbage 20.36%
    Catty 19.91%
    Bloody 19.54%

     

    Odor impact est.
    High

  • Properties

    pKa est.
    -194945.4 (strong acid)

    Molecular weight
    109.6 g/mol

    Melting point expt.

    • 420 °C (decomposes)
    • MP: Decomposes
    • MP: >300 °C

    Flash point

    • -57.0 ˚C est.

    Solubility expt.

    • Slightly soluble in ethanol; insoluble in ether, benzene, chloroform; very soluble in methanol
    • Soluble in alcohol; insoluble in ether
    • Soluble in water
    • Solubility in water at 20 °C: very good

  • Synonyms

    • TETRAMETHYLAMMONIUM CHLORIDE
    • 75-57-0
    • Tetramine chloride
    • N,N,N-Trimethylmethanaminium chloride
    • Methanaminium, N,N,N-trimethyl-, chloride
    • Ammonium, tetramethyl-, chloride
    • DTXSID6021749
    • DCQ9S88703
    • tetramethylammonium;chloride
    • DTXCID301749
    • Methanaminium, N,N,N-trimethyl-, chloride (1:1)
    • RefChem:188765
    • 200-880-8
    • TMAC
    • Tetramethyl ammonium chloride
    • 9050-97-9
    • USAF AN-8
    • tetramethylazanium chloride
    • AMBERLITE(R) IRA-900
    • tetramethylammoniumchloride
    • MFCD00011628
    • AMBERLITE IRA 900
    • EINECS 200-880-8
    • UNII-DCQ9S88703
    • AI3-19012
    • HSDB 7987
    • Me4NCl
    • MFCD00132712
    • TMACL
    • (Me)4NCl
    • Amberlite? IRA-900
    • tetramethylamonium chloride
    • EC 200-880-8
    • AMBERLITE IRA-900
    • tetra-methylammonium chloride
    • tetramethyl-ammonium chloride
    • SCHEMBL35736
    • CHEBI:7070
    • orb2942096
    • TMAC 100
    • CHEMBL1209651
    • HY-W012954B
    • STR05669
    • Tox21_200660
    • AKOS015833138
    • CS-W013670
    • CAS-75-57-0
    • NCGC00258214-01
    • DA-18304
    • DB-050419
    • NS00077227
    • T0136
    • D77756
    • EN300-219151
    • TMA chloride, for molecular biology, 99%(T)
    • F235648
    • Amberlite(R) IRA-900 chloride form, chloride form
    • Q2667590
    • Amberlite(R) IRA-900 chloride form, chloride form, strongly basic, 20-50 mesh
    • N,N,N-Trimethylmethanaminium Chloride; TMAC 100; Tetramine; Tetramine Chloride
    • 75-57-0

  • Applications

    Tetramethylammonium chloride (CAS 75-57-0) is primarily used as a quaternary ammonium salt in organic synthesis, where it functions as a phase-transfer catalyst to promote alkylations and related condensations in biphasic systems; it serves as an intermediate for preparing other quaternary ammonium compounds; it is employed as an ion-pairing reagent or salt in certain analytical and chromatographic methods; in specialized cleaning formulations it can act as a cationic surfactant component; and it is encountered as an electrolyte or additive in selected electrochemical and polymerization processes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 385.89
    methanol 788.79
    isopropanol 122.82
    water 903.09
    ethyl acetate 14.56
    n-propanol 198.32
    acetone 23.72
    n-butanol 109.03
    acetonitrile 33.13
    DMF 111.38
    toluene 2.08
    isobutanol 74.51
    1,4-dioxane 54.87
    methyl acetate 34.18
    THF 44.38
    2-butanone 19.61
    n-pentanol 40.02
    sec-butanol 79.46
    n-hexane 2.67
    ethylene glycol 569.0
    NMP 100.01
    cyclohexane 3.5
    DMSO 60.55
    n-butyl acetate 12.61
    n-octanol 19.58
    chloroform 75.26
    n-propyl acetate 13.13
    acetic acid 564.87
    dichloromethane 50.77
    cyclohexanone 18.94
    propylene glycol 315.38
    isopropyl acetate 4.48
    DMAc 97.93
    2-ethoxyethanol 148.21
    isopentanol 28.88
    n-heptane 3.96
    ethyl formate 46.6
    1,2-dichloroethane 22.05
    n-hexanol 45.47
    2-methoxyethanol 363.41
    isobutyl acetate 6.23
    tetrachloromethane 22.87
    n-pentyl acetate 9.7
    transcutol 108.0
    n-heptanol 32.44
    ethylbenzene 1.81
    MIBK 2.35
    2-propoxyethanol 117.85
    tert-butanol 57.1
    MTBE 9.79
    2-butoxyethanol 86.14
    propionic acid 188.49
    o-xylene 2.97
    formic acid 1188.77
    diethyl ether 19.37
    m-xylene 1.6
    p-xylene 2.57
    chlorobenzene 4.45
    dimethyl carbonate 10.11
    n-octane 1.48
    formamide 664.93
    cyclopentanone 25.52
    2-pentanone 7.45
    anisole 6.15
    cyclopentyl methyl ether 12.51
    gamma-butyrolactone 55.56
    1-methoxy-2-propanol 113.28
    pyridine 31.13
    3-pentanone 8.5
    furfural 64.14
    n-dodecane 0.89
    diethylene glycol 173.88
    diisopropyl ether 1.86
    tert-amyl alcohol 46.48
    acetylacetone 6.12
    n-hexadecane 0.9
    acetophenone 8.11
    methyl propionate 22.92
    isopentyl acetate 7.29
    trichloroethylene 38.39
    n-nonanol 16.85
    cyclohexanol 38.56
    benzyl alcohol 19.27
    2-ethylhexanol 15.15
    isooctanol 17.22
    dipropyl ether 12.87
    1,2-dichlorobenzene 5.41
    ethyl lactate 25.93
    propylene carbonate 25.4
    n-methylformamide 194.82
    2-pentanol 28.76
    n-pentane 4.19
    1-propoxy-2-propanol 56.94
    1-methoxy-2-propyl acetate 14.47
    2-(2-methoxypropoxy) propanol 34.67
    mesitylene 1.07
    ε-caprolactone 32.68
    p-cymene 3.49
    epichlorohydrin 40.99
    1,1,1-trichloroethane 12.85
    2-aminoethanol 570.87
    morpholine-4-carbaldehyde 106.6
    sulfolane 49.97
    2,2,4-trimethylpentane 1.44
    2-methyltetrahydrofuran 25.1
    n-hexyl acetate 12.55
    isooctane 0.49
    2-(2-butoxyethoxy)ethanol 52.36
    sec-butyl acetate 4.81
    tert-butyl acetate 4.04
    decalin 1.02
    glycerin 480.16
    diglyme 73.46
    acrylic acid 217.87
    isopropyl myristate 3.77
    n-butyric acid 94.82
    acetyl acetate 8.2
    di(2-ethylhexyl) phthalate 10.33
    ethyl propionate 9.85
    nitromethane 174.56
    1,2-diethoxyethane 14.65
    benzonitrile 9.97
    trioctyl phosphate 7.92
    1-bromopropane 12.73
    gamma-valerolactone 55.48
    n-decanol 11.31
    triethyl phosphate 8.78
    4-methyl-2-pentanol 6.93
    propionitrile 26.83
    vinylene carbonate 30.24
    1,1,2-trichlorotrifluoroethane 150.24
    DMS 12.35
    cumene 1.94
    2-octanol 12.02
    2-hexanone 6.96
    octyl acetate 7.77
    limonene 4.55
    1,2-dimethoxyethane 62.23
    ethyl orthosilicate 9.43
    tributyl phosphate 7.52
    diacetone alcohol 14.63
    N,N-dimethylaniline 7.04
    acrylonitrile 40.56
    aniline 17.74
    1,3-propanediol 378.29
    bromobenzene 2.51
    dibromomethane 32.06
    1,1,2,2-tetrachloroethane 39.68
    2-methyl-cyclohexyl acetate 11.14
    tetrabutyl urea 9.81
    diisobutyl methanol 4.81
    2-phenylethanol 20.58
    styrene 1.91
    dioctyl adipate 8.83
    dimethyl sulfate 16.74
    ethyl butyrate 10.07
    methyl lactate 40.7
    butyl lactate 21.86
    diethyl carbonate 7.99
    propanediol butyl ether 62.53
    triethyl orthoformate 11.16
    p-tert-butyltoluene 3.66
    methyl 4-tert-butylbenzoate 16.69
    morpholine 104.96
    tert-butylamine 32.82
    n-dodecanol 7.74
    dimethoxymethane 40.69
    ethylene carbonate 22.47
    cyrene 38.02
    2-ethoxyethyl acetate 17.24
    2-ethylhexyl acetate 6.73
    1,2,4-trichlorobenzene 9.34
    4-methylpyridine 13.66
    dibutyl ether 5.82
    2,6-dimethyl-4-heptanol 4.81
    DEF 24.92
    dimethyl isosorbide 31.82
    tetrachloroethylene 47.79
    eugenol 28.13
    triacetin 20.07
    span 80 41.04
    1,4-butanediol 134.2
    1,1-dichloroethane 16.98
    2-methyl-1-pentanol 15.15
    methyl formate 100.03
    2-methyl-1-butanol 46.18
    n-decane 1.59
    butyronitrile 18.61
    3,7-dimethyl-1-octanol 8.75
    1-chlorooctane 4.66
    1-chlorotetradecane 1.79
    n-nonane 1.54
    undecane 1.15
    tert-butylcyclohexane 1.12
    cyclooctane 1.12
    cyclopentanol 61.62
    tetrahydropyran 27.46
    tert-amyl methyl ether 10.27
    2,5,8-trioxanonane 44.85
    1-hexene 5.18
    2-isopropoxyethanol 53.46
    2,2,2-trifluoroethanol 314.4
    methyl butyrate 13.59

    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