Butyl chloroformate

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  • Identifiers

    CAS number
    592-34-7

    Molecular formula
    C5H9ClO2

    SMILES
    CCCCOC(=O)Cl

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Fruity 85.84%
    Winey 49.63%
    Apple 46.15%
    Ethereal 42.99%
    Green 39.9%
    Sour 37.15%
    Fermented 35.62%
    Sweet 34.03%
    Pineapple 32.71%
    Cheesy 31.58%

     

    Flavor
    Fruity 61.15%
    Cheese 44.39%
    Pineapple 36.97%
    Sweet 36.41%
    Sour 32.16%
    Fruit 32.1%
    Rancid 31.05%
    Tropical 30.92%
    Sweat 30.61%
    Sweaty 27.16%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    6.56 (neutral)

    Molecular weight
    136.58 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point

    • 280.4 °F at 760 mmHg (USCG, 1999)
    • 138-145 °C

    Flash point

    • 39.21 ˚C est.
    • 77 °F (USCG, 1999)
    • 77 °F
    • 30 °C c.c.

    Solubility expt.

    • Solubility in water: reaction

  • Synonyms

    • Butyl chloroformate
    • 592-34-7
    • n-Butyl chloroformate
    • butyl carbonochloridate
    • CARBONOCHLORIDIC ACID, BUTYL ESTER
    • Butyl chlorocarbonate
    • Chloroformic acid butyl ester
    • NSC 8428
    • 3TGX130CB0
    • Chloroformic acid n-butyl ester
    • Butoxycarbonyl chloride
    • n-butyl chlorocarbonate
    • Formic acid, chloro-, butyl ester
    • NSC-8428
    • EINECS 209-750-5
    • UN2743
    • UNII-3TGX130CB0
    • AI3-28574
    • BUTAN-1-YL CHLOROFORMATE
    • DTXSID7060461
    • NRDQFWXVTPZZAZ-UHFFFAOYSA-
    • EC 209-750-5
    • butylchloroformate
    • UN 2743
    • BUTYL CHLOROFORMATE; FORMIC ACID, CHLORO-, BUTYL ESTER
    • butyl-chloroformate
    • butylchloro-formate
    • n-butylchloroformate
    • MFCD00000650
    • butyloxycarbonyl chloride
    • Butyl chloridocarbonate #
    • Butyl chloroformate, 98%
    • SCHEMBL2560
    • carbonochloridic acid butyl ester
    • DTXCID2042567
    • chlorocarbonic acid n-butyl ester
    • Formic acid, chloro, butyl ester
    • NSC8428
    • BBL011392
    • STL146495
    • AKOS000120037
    • FB05915
    • CHLOROFORMIC ACID, N-BUTYL ESTER
    • CHLOROCARBONIC ACID, N-BUTYL ESTER
    • Formic acid, chloro, butyl ester (8CI)
    • VS-02937
    • n-Butyl chloroformate [UN2743] [Poison]
    • NS00007534
    • Butyl chloroformate, purum, >=97.0% (GC)
    • EN300-20442

  • Applications

    Butyl chloroformate (CAS 592-34-7) is a reactive chloroformate reagent used primarily as an acylating agent in organic synthesis to convert amines into the corresponding carbamates (urethanes) and to activate alcohols/phenols toward carbonate or ester formation. It serves as an important intermediate in the manufacture of pharmaceuticals and agrochemicals, enabling the introduction of carbamate or carbonate functionalities in synthetic routes. In polymer and coating chemistry, it is used to prepare carbonate linkages and to functionalize monomers or oligomers. In analytical chemistry, it is used for derivatization of amines and amino acids to improve detection in GC/LC methods. It may also be employed in fragrance and cosmetic formulation as a reagent for producing carbamate-containing intermediates in specialty scent ingredients. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 755.5
    methanol 737.09
    isopropanol 555.27
    water 1.06
    ethyl acetate 1101.63
    n-propanol 477.66
    acetone 2401.68
    n-butanol 509.29
    acetonitrile 1127.61
    DMF 4255.0
    toluene 358.07
    isobutanol 364.41
    1,4-dioxane 1250.8
    methyl acetate 1088.72
    THF 2706.52
    2-butanone 1290.55
    n-pentanol 354.78
    sec-butanol 460.51
    n-hexane 57.54
    ethylene glycol 189.1
    NMP 3703.88
    cyclohexane 135.1
    DMSO 4468.69
    n-butyl acetate 736.81
    n-octanol 239.85
    chloroform 1762.16
    n-propyl acetate 635.88
    acetic acid 2081.39
    dichloromethane 2235.38
    cyclohexanone 1955.97
    propylene glycol 242.45
    isopropyl acetate 628.24
    DMAc 2282.61
    2-ethoxyethanol 567.17
    isopentanol 482.86
    n-heptane 45.95
    ethyl formate 751.18
    1,2-dichloroethane 1697.16
    n-hexanol 368.49
    2-methoxyethanol 1123.18
    isobutyl acetate 339.8
    tetrachloromethane 222.26
    n-pentyl acetate 478.08
    transcutol 2307.67
    n-heptanol 191.97
    ethylbenzene 208.69
    MIBK 584.74
    2-propoxyethanol 609.37
    tert-butanol 739.91
    MTBE 561.62
    2-butoxyethanol 389.61
    propionic acid 742.62
    o-xylene 266.46
    formic acid 504.31
    diethyl ether 529.75
    m-xylene 282.12
    p-xylene 324.92
    chlorobenzene 799.27
    dimethyl carbonate 410.91
    n-octane 22.66
    formamide 951.38
    cyclopentanone 2589.73
    2-pentanone 1125.11
    anisole 611.45
    cyclopentyl methyl ether 916.45
    gamma-butyrolactone 2650.28
    1-methoxy-2-propanol 851.62
    pyridine 1661.88
    3-pentanone 699.9
    furfural 2443.79
    n-dodecane 23.12
    diethylene glycol 519.89
    diisopropyl ether 184.86
    tert-amyl alcohol 579.82
    acetylacetone 1639.19
    n-hexadecane 27.25
    acetophenone 731.28
    methyl propionate 853.6
    isopentyl acetate 619.13
    trichloroethylene 3721.31
    n-nonanol 203.0
    cyclohexanol 591.28
    benzyl alcohol 455.89
    2-ethylhexanol 259.95
    isooctanol 160.68
    dipropyl ether 269.27
    1,2-dichlorobenzene 781.46
    ethyl lactate 280.04
    propylene carbonate 1252.79
    n-methylformamide 1355.98
    2-pentanol 393.22
    n-pentane 50.72
    1-propoxy-2-propanol 504.31
    1-methoxy-2-propyl acetate 676.87
    2-(2-methoxypropoxy) propanol 531.31
    mesitylene 191.05
    ε-caprolactone 1464.57
    p-cymene 163.84
    epichlorohydrin 2547.24
    1,1,1-trichloroethane 1321.75
    2-aminoethanol 331.97
    morpholine-4-carbaldehyde 2092.53
    sulfolane 3516.43
    2,2,4-trimethylpentane 35.84
    2-methyltetrahydrofuran 1599.33
    n-hexyl acetate 671.84
    isooctane 29.99
    2-(2-butoxyethoxy)ethanol 745.11
    sec-butyl acetate 396.94
    tert-butyl acetate 781.48
    decalin 67.03
    glycerin 342.21
    diglyme 1370.3
    acrylic acid 852.37
    isopropyl myristate 243.64
    n-butyric acid 1046.66
    acetyl acetate 919.46
    di(2-ethylhexyl) phthalate 259.62
    ethyl propionate 540.81
    nitromethane 3696.83
    1,2-diethoxyethane 663.38
    benzonitrile 740.86
    trioctyl phosphate 179.61
    1-bromopropane 654.77
    gamma-valerolactone 2690.94
    n-decanol 151.46
    triethyl phosphate 221.99
    4-methyl-2-pentanol 227.0
    propionitrile 568.78
    vinylene carbonate 1088.69
    1,1,2-trichlorotrifluoroethane 1494.32
    DMS 621.27
    cumene 150.98
    2-octanol 166.21
    2-hexanone 659.07
    octyl acetate 324.11
    limonene 275.28
    1,2-dimethoxyethane 1239.86
    ethyl orthosilicate 198.82
    tributyl phosphate 256.55
    diacetone alcohol 943.51
    N,N-dimethylaniline 423.15
    acrylonitrile 979.91
    aniline 546.43
    1,3-propanediol 510.47
    bromobenzene 883.28
    dibromomethane 1264.22
    1,1,2,2-tetrachloroethane 2398.28
    2-methyl-cyclohexyl acetate 411.3
    tetrabutyl urea 351.07
    diisobutyl methanol 175.17
    2-phenylethanol 437.61
    styrene 313.79
    dioctyl adipate 414.05
    dimethyl sulfate 875.47
    ethyl butyrate 469.87
    methyl lactate 439.62
    butyl lactate 384.04
    diethyl carbonate 315.53
    propanediol butyl ether 538.03
    triethyl orthoformate 292.54
    p-tert-butyltoluene 168.32
    methyl 4-tert-butylbenzoate 521.53
    morpholine 1623.07
    tert-butylamine 416.61
    n-dodecanol 119.06
    dimethoxymethane 1142.97
    ethylene carbonate 794.4
    cyrene 562.5
    2-ethoxyethyl acetate 668.08
    2-ethylhexyl acetate 463.61
    1,2,4-trichlorobenzene 972.08
    4-methylpyridine 1548.46
    dibutyl ether 347.89
    2,6-dimethyl-4-heptanol 175.17
    DEF 1465.25
    dimethyl isosorbide 974.68
    tetrachloroethylene 1372.21
    eugenol 522.62
    triacetin 689.0
    span 80 536.94
    1,4-butanediol 206.37
    1,1-dichloroethane 1314.06
    2-methyl-1-pentanol 358.62
    methyl formate 1059.97
    2-methyl-1-butanol 412.52
    n-decane 34.97
    butyronitrile 670.96
    3,7-dimethyl-1-octanol 261.16
    1-chlorooctane 183.2
    1-chlorotetradecane 75.86
    n-nonane 33.33
    undecane 27.77
    tert-butylcyclohexane 54.99
    cyclooctane 35.27
    cyclopentanol 754.17
    tetrahydropyran 1187.23
    tert-amyl methyl ether 454.76
    2,5,8-trioxanonane 940.85
    1-hexene 225.09
    2-isopropoxyethanol 383.86
    2,2,2-trifluoroethanol 526.31
    methyl butyrate 844.63

    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