Isopropyl chloroformate

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  • Identifiers

    CAS number
    108-23-6

    Molecular formula
    C4H7ClO2

    SMILES
    CC(C)OC(=O)Cl

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 78.6%
    Sour 40.98%
    Cheesy 39.77%
    Ethereal 38.35%
    Apple 34.75%
    Sharp 31.69%
    Pungent 30.22%
    Winey 30.16%
    Sweaty 29.46%
    Fermented 28.06%

     

    Flavor
    Fruity 62.5%
    Cheese 35.66%
    Tropical 33.34%
    Sour 31.2%
    Sharp 27.72%
    Animal 25.53%
    Odorless 24.25%
    Sweaty 24.22%
    Pungent 23.6%
    Acidic 23.03%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    6.89 (neutral)

    Molecular weight
    122.55 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point

    • 220 °F at 761 mmHg (EPA, 1998)
    • 104.6 °C @ 761 MM HG
    • 104.6 °C

    Flash point

    • 17.13 ˚C est.
    • 60.1 °F (EPA, 1998)
    • 15.6 °C
    • 20 °C c.c.

    Solubility expt.

    • VERY SOL IN ETHER
    • Solubility in water: slow reaction

  • Synonyms

    • Isopropyl chloroformate
    • 108-23-6
    • ISOPROPYL CHLOROCARBONATE
    • Carbonochloridic acid, 1-methylethyl ester
    • Chloroformic acid isopropyl ester
    • propan-2-yl carbonochloridate
    • Isopropyl chloromethanoate
    • Formic acid, chloro-, isopropyl ester
    • isopropyl carbonochloridate
    • 1-methylethyl chloroformate
    • 2-propyl chloroformate
    • UN2407
    • HSDB 2848
    • Carbonochloride acid, 1-methylethyl ester
    • Isopropylester kyseliny chlormravenci
    • EINECS 203-563-2
    • 8LG1G18VXR
    • BRN 0506416
    • AI3-26269
    • Isopropylester kyseliny chlormravenci [Czech]
    • isopropoxycarbonyl chloride
    • propan-2-yl chloroformate
    • DTXSID7026786
    • EC 203-563-2
    • ISOPROPYL CHLOROFORMATE [HSDB]
    • UN-2407
    • Isopropyl Chloroformate, 30per cent in Toluene
    • chlorocarbonic acid isopropyl ester
    • UNII-8LG1G18VXR
    • iPrOCOCl
    • i-PrOCOCl
    • i-propylchloroformate
    • MFCD00075068
    • i-propyl chloroformate
    • iso-Propylchloroformate
    • isopropyl-chloro-formate
    • Isopropyl chloromethanate
    • propan-2-ylchloroformate
    • ISOPROPYLCHLOROFORMATE
    • 1-methylethyl chlorocarbonate
    • SCHEMBL42014
    • chloroformic acid-isopropylester
    • ISO-PROPYL CHLOROFORMATE
    • DTXCID806786
    • chloro(propan-2-yloxy)methanone
    • Chloroformic acid, isopropyl ester
    • Formic acid, chloro, isopropyl ester
    • AKOS009152723
    • UN 2407
    • Carbonochloride acid, 1methylethyl ester
    • carbonochloridic acid propan-2-yl ester
    • Carbonochloridic acid 1-methylethyl ester
    • Carbonochloridic acid, 1methylethyl ester
    • I0768
    • NS00002693
    • EN300-29642
    • Isopropyl chloroformate [UN2407] [Poison]
    • D97724
    • A801826
    • Q1674529
    • F1905-7008
    • InChI=1/C4H7ClO2/c1-3(2)7-4(5)6/h3H,1-2H
    • Isopropyl chloroformate (ca. 30% in toluene, ca. 2mol/L)
    • Isopropyl chloroformate solution 30wt% (approx. 2M) in toluene
    • 203-563-2

  • Applications

    Isopropyl chloroformate (CAS 108-23-6) is a reactive chloroformate reagent used primarily as an intermediate in organic synthesis to form isopropyl carbamate (urethane) protecting groups for amines and to prepare isopropyl carbonate esters; in pharmaceuticals and fine chemicals it is commonly employed to protect amines and as an activating agent for acyl transfer steps; in polymers and plastics it is used to form urethane or carbonate linkages in polymers and coatings; in the field of coatings, inks, and adhesives it is used as an activating agent to form carbonate or carbamate linkages; in industrial manufacturing it serves as a versatile precursor for the synthesis of specialty chemicals and as a building block for functionalized carbamates; use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 332.55
    methanol 345.01
    isopropanol 279.65
    water 7.69
    ethyl acetate 543.17
    n-propanol 247.34
    acetone 901.21
    n-butanol 241.57
    acetonitrile 555.9
    DMF 1642.0
    toluene 201.01
    isobutanol 193.57
    1,4-dioxane 638.86
    methyl acetate 521.43
    THF 1145.06
    2-butanone 499.18
    n-pentanol 166.69
    sec-butanol 237.55
    n-hexane 58.7
    ethylene glycol 141.35
    NMP 1747.21
    cyclohexane 86.57
    DMSO 1208.56
    n-butyl acetate 301.12
    n-octanol 145.52
    chloroform 774.23
    n-propyl acetate 279.86
    acetic acid 1393.14
    dichloromethane 727.3
    cyclohexanone 763.7
    propylene glycol 188.36
    isopropyl acetate 330.99
    DMAc 1151.66
    2-ethoxyethanol 286.48
    isopentanol 197.71
    n-heptane 39.66
    ethyl formate 367.26
    1,2-dichloroethane 497.33
    n-hexanol 211.35
    2-methoxyethanol 600.41
    isobutyl acetate 154.34
    tetrachloromethane 98.57
    n-pentyl acetate 220.51
    transcutol 766.3
    n-heptanol 101.41
    ethylbenzene 120.12
    MIBK 271.82
    2-propoxyethanol 398.68
    tert-butanol 372.62
    MTBE 282.83
    2-butoxyethanol 183.75
    propionic acid 451.74
    o-xylene 161.16
    formic acid 363.81
    diethyl ether 307.23
    m-xylene 174.19
    p-xylene 158.47
    chlorobenzene 357.78
    dimethyl carbonate 286.88
    n-octane 19.31
    formamide 438.12
    cyclopentanone 1019.19
    2-pentanone 480.9
    anisole 278.74
    cyclopentyl methyl ether 550.09
    gamma-butyrolactone 1266.74
    1-methoxy-2-propanol 521.75
    pyridine 579.97
    3-pentanone 359.25
    furfural 1050.73
    n-dodecane 21.38
    diethylene glycol 324.05
    diisopropyl ether 123.6
    tert-amyl alcohol 290.6
    acetylacetone 743.7
    n-hexadecane 23.82
    acetophenone 317.45
    methyl propionate 462.69
    isopentyl acetate 251.16
    trichloroethylene 1024.85
    n-nonanol 127.75
    cyclohexanol 339.01
    benzyl alcohol 222.37
    2-ethylhexanol 137.19
    isooctanol 81.54
    dipropyl ether 171.01
    1,2-dichlorobenzene 356.76
    ethyl lactate 169.55
    propylene carbonate 737.4
    n-methylformamide 582.07
    2-pentanol 201.89
    n-pentane 55.99
    1-propoxy-2-propanol 282.4
    1-methoxy-2-propyl acetate 347.98
    2-(2-methoxypropoxy) propanol 276.49
    mesitylene 116.06
    ε-caprolactone 712.33
    p-cymene 95.84
    epichlorohydrin 939.84
    1,1,1-trichloroethane 541.14
    2-aminoethanol 212.53
    morpholine-4-carbaldehyde 1073.3
    sulfolane 1608.86
    2,2,4-trimethylpentane 36.3
    2-methyltetrahydrofuran 784.2
    n-hexyl acetate 370.29
    isooctane 25.54
    2-(2-butoxyethoxy)ethanol 322.51
    sec-butyl acetate 183.93
    tert-butyl acetate 389.38
    decalin 50.84
    glycerin 264.66
    diglyme 482.57
    acrylic acid 526.38
    isopropyl myristate 144.06
    n-butyric acid 517.19
    acetyl acetate 502.09
    di(2-ethylhexyl) phthalate 154.97
    ethyl propionate 285.4
    nitromethane 1657.58
    1,2-diethoxyethane 269.24
    benzonitrile 370.92
    trioctyl phosphate 111.89
    1-bromopropane 282.38
    gamma-valerolactone 1192.17
    n-decanol 100.74
    triethyl phosphate 135.93
    4-methyl-2-pentanol 119.2
    propionitrile 296.3
    vinylene carbonate 668.0
    1,1,2-trichlorotrifluoroethane 678.65
    DMS 355.14
    cumene 91.08
    2-octanol 91.37
    2-hexanone 275.68
    octyl acetate 192.91
    limonene 148.58
    1,2-dimethoxyethane 517.17
    ethyl orthosilicate 125.04
    tributyl phosphate 144.94
    diacetone alcohol 435.64
    N,N-dimethylaniline 222.24
    acrylonitrile 453.33
    aniline 273.84
    1,3-propanediol 285.52
    bromobenzene 348.73
    dibromomethane 515.5
    1,1,2,2-tetrachloroethane 728.11
    2-methyl-cyclohexyl acetate 212.94
    tetrabutyl urea 195.82
    diisobutyl methanol 92.31
    2-phenylethanol 227.64
    styrene 151.65
    dioctyl adipate 213.41
    dimethyl sulfate 592.59
    ethyl butyrate 229.41
    methyl lactate 304.32
    butyl lactate 182.08
    diethyl carbonate 168.41
    propanediol butyl ether 257.3
    triethyl orthoformate 163.43
    p-tert-butyltoluene 101.01
    methyl 4-tert-butylbenzoate 282.65
    morpholine 735.05
    tert-butylamine 214.16
    n-dodecanol 82.83
    dimethoxymethane 628.48
    ethylene carbonate 490.91
    cyrene 340.35
    2-ethoxyethyl acetate 295.83
    2-ethylhexyl acetate 202.66
    1,2,4-trichlorobenzene 434.59
    4-methylpyridine 630.54
    dibutyl ether 162.8
    2,6-dimethyl-4-heptanol 92.31
    DEF 607.79
    dimethyl isosorbide 524.76
    tetrachloroethylene 421.54
    eugenol 272.73
    triacetin 363.71
    span 80 284.32
    1,4-butanediol 120.63
    1,1-dichloroethane 531.36
    2-methyl-1-pentanol 150.43
    methyl formate 524.99
    2-methyl-1-butanol 190.67
    n-decane 30.45
    butyronitrile 298.9
    3,7-dimethyl-1-octanol 146.1
    1-chlorooctane 111.97
    1-chlorotetradecane 56.47
    n-nonane 29.88
    undecane 24.57
    tert-butylcyclohexane 48.97
    cyclooctane 31.8
    cyclopentanol 416.95
    tetrahydropyran 589.67
    tert-amyl methyl ether 264.2
    2,5,8-trioxanonane 408.52
    1-hexene 151.51
    2-isopropoxyethanol 202.39
    2,2,2-trifluoroethanol 424.09
    methyl butyrate 357.19

    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