Isobutyl chloroformate

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  • Identifiers

    CAS number
    543-27-1

    Molecular formula
    C5H9ClO2

    SMILES
    CC(C)COC(=O)Cl

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 75.02%
    Ethereal 40.76%
    Sour 38.96%
    Winey 38.71%
    Apple 36.98%
    Sweet 34.03%
    Fermented 30.74%
    Cheesy 30.29%
    Pungent 28.38%
    Sharp 27.72%

     

    Flavor
    Fruity 48.35%
    Cheese 40.49%
    Sweet 33.58%
    Sour 33.29%
    Tropical 28.97%
    Sharp 26.52%
    Pungent 26.45%
    Acidic 24.96%
    Rancid 24.88%
    Animal 23.52%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    6.8 (neutral)

    Molecular weight
    136.58 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point

    • 129 °C

    Flash point

    • 27.59 ˚C est.
    • 27 °C c.c.

    Solubility expt.

    • Solubility in water: reaction

  • Synonyms

    • Isobutyl chloroformate
    • 543-27-1
    • 2-Methylpropyl chloroformate
    • 2-Methylpropyl carbonochloridate
    • Isobutyl chlorocarbonate
    • Chloroformic acid isobutyl ester
    • Isobutylchloroformate
    • CARBONOCHLORIDIC ACID, 2-METHYLPROPYL ESTER
    • isobutyl carbonochloridate
    • Chlorocarbonic acid isobutyl ester
    • Isobutyl chloridocarbonate
    • UNII-6S785TC0OB
    • NSC 8429
    • NSC-8429
    • EINECS 208-840-1
    • isobutyloxycarbonyl chloride
    • Carbonochloridic acid 2-methylpropyl ester
    • 6S785TC0OB
    • DTXSID8052194
    • ISOBUTYL CHLOROCARBONATE [MI]
    • Formic acid, chloro-, isobutyl ester
    • MFCD00000642
    • i-Butyl chloroformate
    • CJC-1293 TFA Salt Hydrate (>90%)
    • IBCF
    • iBuOCOCl
    • isobutylchlorformate
    • isobutylchoroformate
    • ClCO2iBu
    • ClCOOi-Bu
    • i-BuOCOCl
    • i-Butylchloroformate
    • isobutlychloroformate
    • isobutyichioroformate
    • isobutyl chloroformat
    • isobutyl choroformate
    • ClCO2i-Bu
    • iso-butylchloroformate
    • isobutyl chioroformate
    • isobutyl-chloroformate
    • isobutylchlorocarbonate
    • iso-butyl chloroformate
    • iso-butyl-chloroformate
    • isobutyl chlo-roformate
    • isobutyl chloro-formate
    • isobutyl chloroform ate
    • isobutoxycarbonyl chloride
    • 2-methylpropylchloroformate
    • 2Methylpropyl chloroformate
    • SCHEMBL1745
    • Isobutyl chloroformate, 98%
    • 2-methylpropyl chlorocarbonate
    • chloroformic acid isobutylester
    • chloroformic acid-isobutylester
    • 2Methylpropyl carbonochloridate
    • 2-methylpropoxycarbonyl chloride
    • chloroformic acid isobutyl-ester
    • 2-methylpropyloxycarbonylchloride
    • DTXCID3030765
    • chloroformic acid iso-butyl ester
    • NSC8429
    • Formic acid, chloro, isobutyl ester
    • BBL011424
    • STL146531
    • AKOS000121338
    • SB40458
    • BP-31022
    • Carbonochloridic acid, 2methylpropyl ester
    • VS-02945
    • DB-002758
    • Formic acid, chloro, isobutyl ester (8CI)
    • A7899
    • Isobutyl chloroformate [NA2742] [Poison]
    • NS00033045
    • EN300-17639
    • Isobutyl chloroformate, purum, >=98.0% (GC)
    • Q27265420
    • F0001-1428

  • Applications

    Isobutyl chloroformate is a reactive chlorocarbonate reagent commonly used in organic synthesis to form carbamates by reacting with amines; as such, it serves as a protective-group reagent for amines in pharmaceutical and fine chemical synthesis and as a building block for carbamate- and urethane-containing intermediates. In polymer and coatings chemistry, it is used to generate urethane and carbonate linkages, supporting polyurethane resins and related coatings. It also finds use in industrial manufacturing as an activating agent for carboxyl-derived coupling steps to give mixed carbonates and carbamates. In adhesives and sealants development, its carbamoylation capability enables urethane- and carbamate-based chemistries. Overall, applicability depends on formulation and safety/regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 197.88
    methanol 185.18
    isopropanol 210.32
    water 0.95
    ethyl acetate 164.72
    n-propanol 166.77
    acetone 362.27
    n-butanol 180.38
    acetonitrile 174.72
    DMF 781.84
    toluene 133.81
    isobutanol 156.06
    1,4-dioxane 227.76
    methyl acetate 214.14
    THF 508.29
    2-butanone 320.71
    n-pentanol 151.26
    sec-butanol 207.37
    n-hexane 37.83
    ethylene glycol 64.34
    NMP 571.89
    cyclohexane 34.64
    DMSO 507.75
    n-butyl acetate 205.06
    n-octanol 155.59
    chloroform 415.76
    n-propyl acetate 139.33
    acetic acid 219.45
    dichloromethane 345.18
    cyclohexanone 344.04
    propylene glycol 107.63
    isopropyl acetate 133.9
    DMAc 595.03
    2-ethoxyethanol 196.0
    isopentanol 194.95
    n-heptane 30.31
    ethyl formate 150.24
    1,2-dichloroethane 283.02
    n-hexanol 197.27
    2-methoxyethanol 297.04
    isobutyl acetate 102.03
    tetrachloromethane 59.54
    n-pentyl acetate 149.02
    transcutol 480.43
    n-heptanol 122.02
    ethylbenzene 113.01
    MIBK 178.72
    2-propoxyethanol 272.51
    tert-butanol 314.98
    MTBE 269.93
    2-butoxyethanol 201.14
    propionic acid 161.32
    o-xylene 127.75
    formic acid 78.4
    diethyl ether 142.72
    m-xylene 126.28
    p-xylene 143.32
    chlorobenzene 184.22
    dimethyl carbonate 87.62
    n-octane 19.94
    formamide 98.59
    cyclopentanone 450.13
    2-pentanone 251.55
    anisole 206.6
    cyclopentyl methyl ether 220.01
    gamma-butyrolactone 375.38
    1-methoxy-2-propanol 286.51
    pyridine 286.61
    3-pentanone 172.51
    furfural 432.1
    n-dodecane 18.51
    diethylene glycol 199.35
    diisopropyl ether 70.47
    tert-amyl alcohol 300.2
    acetylacetone 271.65
    n-hexadecane 20.39
    acetophenone 233.07
    methyl propionate 168.4
    isopentyl acetate 204.34
    trichloroethylene 588.38
    n-nonanol 131.39
    cyclohexanol 182.58
    benzyl alcohol 174.06
    2-ethylhexanol 139.04
    isooctanol 103.2
    dipropyl ether 107.52
    1,2-dichlorobenzene 186.73
    ethyl lactate 108.53
    propylene carbonate 244.92
    n-methylformamide 221.73
    2-pentanol 161.17
    n-pentane 34.04
    1-propoxy-2-propanol 230.22
    1-methoxy-2-propyl acetate 199.68
    2-(2-methoxypropoxy) propanol 226.31
    mesitylene 88.81
    ε-caprolactone 273.99
    p-cymene 91.04
    epichlorohydrin 430.95
    1,1,1-trichloroethane 302.98
    2-aminoethanol 111.52
    morpholine-4-carbaldehyde 430.5
    sulfolane 511.53
    2,2,4-trimethylpentane 29.6
    2-methyltetrahydrofuran 362.73
    n-hexyl acetate 239.04
    isooctane 22.31
    2-(2-butoxyethoxy)ethanol 265.63
    sec-butyl acetate 115.07
    tert-butyl acetate 193.12
    decalin 33.37
    glycerin 130.91
    diglyme 426.1
    acrylic acid 167.01
    isopropyl myristate 98.33
    n-butyric acid 210.16
    acetyl acetate 111.35
    di(2-ethylhexyl) phthalate 109.15
    ethyl propionate 125.12
    nitromethane 320.54
    1,2-diethoxyethane 165.6
    benzonitrile 220.25
    trioctyl phosphate 81.51
    1-bromopropane 190.99
    gamma-valerolactone 461.14
    n-decanol 101.19
    triethyl phosphate 82.78
    4-methyl-2-pentanol 119.22
    propionitrile 156.3
    vinylene carbonate 226.9
    1,1,2-trichlorotrifluoroethane 363.7
    DMS 150.76
    cumene 92.23
    2-octanol 108.68
    2-hexanone 202.0
    octyl acetate 128.83
    limonene 126.08
    1,2-dimethoxyethane 335.05
    ethyl orthosilicate 83.72
    tributyl phosphate 89.37
    diacetone alcohol 279.59
    N,N-dimethylaniline 201.92
    acrylonitrile 213.46
    aniline 155.34
    1,3-propanediol 154.82
    bromobenzene 183.72
    dibromomethane 252.8
    1,1,2,2-tetrachloroethane 487.67
    2-methyl-cyclohexyl acetate 148.58
    tetrabutyl urea 146.97
    diisobutyl methanol 98.26
    2-phenylethanol 191.86
    styrene 125.9
    dioctyl adipate 139.76
    dimethyl sulfate 171.45
    ethyl butyrate 137.36
    methyl lactate 136.57
    butyl lactate 146.62
    diethyl carbonate 97.04
    propanediol butyl ether 258.12
    triethyl orthoformate 103.69
    p-tert-butyltoluene 95.55
    methyl 4-tert-butylbenzoate 225.36
    morpholine 311.16
    tert-butylamine 203.72
    n-dodecanol 79.41
    dimethoxymethane 250.44
    ethylene carbonate 155.63
    cyrene 218.68
    2-ethoxyethyl acetate 173.62
    2-ethylhexyl acetate 157.51
    1,2,4-trichlorobenzene 242.88
    4-methylpyridine 341.29
    dibutyl ether 121.5
    2,6-dimethyl-4-heptanol 98.26
    DEF 290.37
    dimethyl isosorbide 312.07
    tetrachloroethylene 269.49
    eugenol 238.95
    triacetin 187.3
    span 80 209.39
    1,4-butanediol 87.29
    1,1-dichloroethane 313.47
    2-methyl-1-pentanol 165.82
    methyl formate 181.26
    2-methyl-1-butanol 177.17
    n-decane 28.71
    butyronitrile 187.95
    3,7-dimethyl-1-octanol 150.03
    1-chlorooctane 107.43
    1-chlorotetradecane 47.74
    n-nonane 28.23
    undecane 22.46
    tert-butylcyclohexane 35.93
    cyclooctane 17.54
    cyclopentanol 214.34
    tetrahydropyran 249.25
    tert-amyl methyl ether 237.96
    2,5,8-trioxanonane 317.76
    1-hexene 114.12
    2-isopropoxyethanol 163.64
    2,2,2-trifluoroethanol 81.35
    methyl butyrate 191.1

    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