Barban

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  • Identifiers

    CAS number
    101-27-9

    Molecular formula
    C11H9Cl2NO2

    SMILES
    C1=CC(=CC(=C1)Cl)NC(=O)OCC#CCCl

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Grape 35.32%
    Fruity 32.89%
    Floral 30.34%
    Meaty 29.43%
    Citrus 28.79%
    Odorless 28.18%
    Sweet 27.23%
    Savory 27.18%
    Grapefruit 24.58%
    Cooked 22.71%

     

    Flavor
    Bitter 63.3%
    Odorless 52.1%
    Mild 32.33%
    Bland 28.37%
    Nitrile 20.16%
    Sweet-like 20.11%
    Yeast 19.28%
    Very mild 19.25%
    Orange flower 19.08%
    Scallion 18.61%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    6.43 (neutral)

    Molecular weight
    258.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 75-76 °C

    Boiling point

    • Degrades before boiling

    Flash point

    • 163.33 ˚C est.
    • 122 °F (Closed cup)

    Solubility expt.

    • At 25 °C g/100 g solvent: benzene 32.7 g; n-butylbenzene 11.3 g; n-dodecane less than 0.1 g; n-hexane 0.14 g; isopropylbenzene less than 7.0 g; kerosene 0.39 g; toluene 25.7 g; 2,2,4-trimethylpentane more than 0.3 g; xylene 27.9 g; water 0.0011 g
    • In water, 1.1X10+1 mg/L at 25 °C

  • Synonyms

    • BARBAN
    • 101-27-9
    • Carbyne
    • Barbamate
    • Barbane
    • Carbine
    • Chlorinat
    • Carbin
    • Neoban
    • Carbyne (herbicide)
    • 4-Chlorobut-2-ynyl 3-chlorophenylcarbamate
    • 4-chlorobut-2-yn-1-yl (3-chlorophenyl)carbamate
    • Fisons B25
    • 4-Chloro-2-butynyl N-(3-chlorophenyl)carbamate
    • 4-Chloro-2-butynyl m-chlorocarbanilate
    • 4-Chloro-2-butynyl 3-chlorocarbanilate
    • Barbane [ISO-French]
    • RCRA waste no. U280
    • Barban [ANSI:BSI:ISO]
    • Carbamic acid, (3-chlorophenyl)-, 4-chloro-2-butynyl ester
    • CS-847
    • Barbanate
    • Caryne
    • 2-Butynyl 4-chloro-m-chlorocarbanilate
    • 4-Chlorobut-2-ynyl-m-chlorocarbanilate
    • HSDB 1514
    • Chloro-2-butynyl m-chlorocarbamate
    • A 980
    • C-847
    • S 847
    • EINECS 202-930-4
    • NSC 29168
    • 4-Chloro-2-butynylm-chlorocarbanilate
    • EPA Pesticide Chemical Code 017601
    • 2-Butynyl-4-chloro-m-chlorocarbanilate
    • BRN 2376181
    • m-Chlorocarbanilic acid, 4-chloro-2-butynyl ester
    • A980
    • DTXSID3041617
    • S847
    • CHEBI:33421
    • 4-Chloro-2-butynyl meta-chlorocarbanilate
    • AI3-28201
    • Carbamic acid, N-(3-chlorophenyl)-, 4-chloro-2-butyn-1-yl ester
    • UNII-33306K781F
    • A-980
    • S-847
    • BARBAN [HSDB]
    • BARBAN [ISO]
    • BARBAN [MI]
    • 2-Butyn-1-ol, 4-chloro-, m-chlorocarbanilate
    • NSC-29168
    • (4-Chlor-but-2-in-yl)-N-(3-chlor-phenyl)-carbamat
    • (4-Chloor-but-2-yn-yl)-N-(3-chloor-fenyl)-carbamaat
    • (4-Cloro-but-2-in-il)-N-(3-cloro-fenil)-carbammato
    • (3-Chlorophenyl)carbamic acid 4-chloro-2-butynyl ester
    • 4-Chloro-2-butynyl m-chlorophenylcarbamate
    • 4-Chloro-2-butynyl 3-chlorophenylcarbamate
    • 33306K781F
    • DTXCID1021617
    • N-(3-Chloro phenyl)carbamate de 4-chloro 2-butynyle
    • Carbanilic acid, m-chloro-, 4-chloro-2-butynyl ester
    • Barbane (ISO-French)
    • 4-CHLOROBUT-2-YNYL 3-CHLOROCARBANILATE
    • Barban (ANSI:BSI:ISO)
    • Caswell No. 068
    • 4-CHLORO-2-BUTYN-1-YL N-(3-CHLOROPHENYL)CARBAMATE
    • 4-(N-(3-CHLOROPHENYL)CARBAMOYLOXY)-1-CHLORO-2-BUTYNE
    • CARBANILIC ACID, M-CHLORO-, 4-CHLORO-2-BUTYNYL ESTER)
    • 4-Chloro-2-butynyl-m-chlorocarbanilate
    • (4-Chloor-but-2-yn-yl)-N-(3-chloor-fenyl)-carbamaat [Dutch]
    • (4-Chlor-but-2-in-yl)-N-(3-chlor-phenyl)-carbamat [German]
    • (4-Cloro-but-2-in-il)-N-(3-cloro-fenil)-carbammato [Italian]
    • N-(3-Chloro phenyl) carbamate de 4-chloro 2 butynyle [French]
    • Barban, analytical standard
    • 4-chlorobut-2-ynyl N-(3-chlorophenyl)carbamate
    • WLN: G2UU2OVMR CG
    • SCHEMBL59626
    • Chloro2butynyl mchlorocarbamate
    • N-(3-Chloro phenyl) carbamate de 4-chloro 2 butynyle
    • 2Butynyl4chloromchlorocarbanilate
    • 4Chloro2butynylmchlorocarbanilate
    • 4Chlorobut2ynylmchlorocarbanilate
    • CHEMBL1570161
    • 2Butynyl 4chloromchlorocarbanilate
    • 4Chloro2butynyl mchlorocarbanilate
    • 4Chloro2butynyl 3chlorocarbanilate
    • CS847
    • 2-Butyn-1-ol, m-chlorocarbanilate
    • NSC29168
    • 4Chloro2butynyl metachlorocarbanilate
    • Tox21_300669
    • 4Chloro2butynyl mchlorophenylcarbamate
    • 4Chlorobut2ynyl 3chlorophenylcarbamate
    • AKOS015904119
    • 2Butyn1ol, 4chloro, mchlorocarbanilate
    • USEPA/OPP Pesticide Code: 017601
    • (4Chlorbut2inyl)N(3chlorphenyl)carbamat
    • Carbamic acid, 4-chloro-2-butynyl ester
    • NCGC00166272-01
    • NCGC00166272-02
    • NCGC00254577-01
    • (4Clorobut2inil)N(3clorofenil)carbammato
    • 4Chloro2butynyl N(3chlorophenyl)carbamate
    • CAS-101-27-9
    • (4Chloorbut2ynyl)N(3chloorfenyl)carbamaat
    • Carbanilic acid, 4-chloro-2-butynyl ester
    • 4Chloro2butynyl mchlorophenylcarbamate (8CI)
    • mChlorocarbanilic acid, 4chloro2butynyl ester
    • NS00008824
    • 4-Chloro-2-butynyl 3-chlorophenylcarbamate #
    • C19059
    • Carbanilic acid, mchloro, 4chloro2butynyl ester
    • (3Chlorophenyl)carbamic acid 4chloro2butynyl ester
    • 4-chlorobut-2-yn-1-yl N-(3-chlorophenyl)carbamate
    • N(3Chloro phenyl) carbamate de 4chloro 2 butynyle
    • Q9165259
    • Carbamic acid, (3chlorophenyl), 4chloro2butynyl ester
    • 202-930-4

  • Applications

    Barban, CAS 101-27-9, is primarily used as an organic synthesis intermediate and building block for other aromatic compounds. It is commonly evaluated for use in production of dyes and pigment precursors, and may serve as a processing aid or additive in polymer and resin formulations. In coatings, inks, and adhesives, Barban can act as a chemical feedstock for specialty formulations. It may also appear in some industrial cleaning formulations as part of formulation components. Actual applications depend on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 97.47
    methanol 136.55
    isopropanol 48.74
    water 0.22
    ethyl acetate 94.9
    n-propanol 63.3
    acetone 314.39
    n-butanol 51.11
    acetonitrile 104.78
    DMF 586.95
    toluene 8.46
    isobutanol 38.92
    1,4-dioxane 142.43
    methyl acetate 123.67
    THF 321.96
    2-butanone 182.69
    n-pentanol 50.44
    sec-butanol 50.85
    n-hexane 0.75
    ethylene glycol 38.68
    NMP 286.55
    cyclohexane 0.62
    DMSO 574.35
    n-butyl acetate 66.74
    n-octanol 23.56
    chloroform 126.4
    n-propyl acetate 88.32
    acetic acid 169.2
    dichloromethane 160.57
    cyclohexanone 153.31
    propylene glycol 42.96
    isopropyl acetate 56.53
    DMAc 708.0
    2-ethoxyethanol 158.69
    isopentanol 44.69
    n-heptane 1.91
    ethyl formate 80.93
    1,2-dichloroethane 98.95
    n-hexanol 36.92
    2-methoxyethanol 253.98
    isobutyl acetate 50.01
    tetrachloromethane 5.56
    n-pentyl acetate 42.55
    transcutol 377.3
    n-heptanol 24.49
    ethylbenzene 10.71
    MIBK 68.66
    2-propoxyethanol 113.19
    tert-butanol 61.92
    MTBE 43.46
    2-butoxyethanol 73.48
    propionic acid 72.13
    o-xylene 10.57
    formic acid 91.21
    diethyl ether 42.3
    m-xylene 9.35
    p-xylene 16.44
    chlorobenzene 27.67
    dimethyl carbonate 87.65
    n-octane 0.85
    formamide 189.77
    cyclopentanone 218.63
    2-pentanone 112.93
    anisole 71.4
    cyclopentyl methyl ether 63.47
    gamma-butyrolactone 223.31
    1-methoxy-2-propanol 162.5
    pyridine 108.45
    3-pentanone 91.44
    furfural 222.17
    n-dodecane 1.34
    diethylene glycol 131.85
    diisopropyl ether 11.01
    tert-amyl alcohol 58.49
    acetylacetone 189.55
    n-hexadecane 1.5
    acetophenone 90.27
    methyl propionate 102.08
    isopentyl acetate 58.3
    trichloroethylene 221.1
    n-nonanol 23.78
    cyclohexanol 35.17
    benzyl alcohol 64.78
    2-ethylhexanol 25.96
    isooctanol 22.07
    dipropyl ether 36.47
    1,2-dichlorobenzene 34.33
    ethyl lactate 65.15
    propylene carbonate 121.8
    n-methylformamide 190.37
    2-pentanol 30.48
    n-pentane 0.52
    1-propoxy-2-propanol 84.02
    1-methoxy-2-propyl acetate 96.82
    2-(2-methoxypropoxy) propanol 105.94
    mesitylene 7.05
    ε-caprolactone 116.35
    p-cymene 12.57
    epichlorohydrin 249.75
    1,1,1-trichloroethane 50.64
    2-aminoethanol 70.26
    morpholine-4-carbaldehyde 291.18
    sulfolane 291.42
    2,2,4-trimethylpentane 1.18
    2-methyltetrahydrofuran 106.47
    n-hexyl acetate 51.63
    isooctane 0.79
    2-(2-butoxyethoxy)ethanol 120.68
    sec-butyl acetate 52.05
    tert-butyl acetate 67.95
    decalin 1.55
    glycerin 84.82
    diglyme 239.05
    acrylic acid 88.06
    isopropyl myristate 26.62
    n-butyric acid 79.53
    acetyl acetate 72.24
    di(2-ethylhexyl) phthalate 34.92
    ethyl propionate 74.31
    nitromethane 384.76
    1,2-diethoxyethane 92.48
    benzonitrile 66.01
    trioctyl phosphate 24.19
    1-bromopropane 29.03
    gamma-valerolactone 280.19
    n-decanol 18.84
    triethyl phosphate 40.71
    4-methyl-2-pentanol 22.91
    propionitrile 71.25
    vinylene carbonate 116.29
    1,1,2-trichlorotrifluoroethane 218.34
    DMS 73.16
    cumene 9.81
    2-octanol 16.94
    2-hexanone 93.1
    octyl acetate 34.34
    limonene 18.1
    1,2-dimethoxyethane 276.25
    ethyl orthosilicate 35.0
    tributyl phosphate 31.94
    diacetone alcohol 112.07
    N,N-dimethylaniline 57.13
    acrylonitrile 113.49
    aniline 38.77
    1,3-propanediol 78.81
    bromobenzene 21.97
    dibromomethane 65.35
    1,1,2,2-tetrachloroethane 159.65
    2-methyl-cyclohexyl acetate 52.92
    tetrabutyl urea 52.33
    diisobutyl methanol 18.1
    2-phenylethanol 51.27
    styrene 15.66
    dioctyl adipate 52.57
    dimethyl sulfate 181.61
    ethyl butyrate 63.01
    methyl lactate 95.2
    butyl lactate 54.92
    diethyl carbonate 49.19
    propanediol butyl ether 86.16
    triethyl orthoformate 47.45
    p-tert-butyltoluene 12.25
    methyl 4-tert-butylbenzoate 74.23
    morpholine 174.05
    tert-butylamine 26.33
    n-dodecanol 15.02
    dimethoxymethane 251.78
    ethylene carbonate 85.51
    cyrene 124.6
    2-ethoxyethyl acetate 80.82
    2-ethylhexyl acetate 43.68
    1,2,4-trichlorobenzene 48.71
    4-methylpyridine 90.48
    dibutyl ether 29.7
    2,6-dimethyl-4-heptanol 18.1
    DEF 153.01
    dimethyl isosorbide 151.46
    tetrachloroethylene 78.0
    eugenol 83.53
    triacetin 91.31
    span 80 76.33
    1,4-butanediol 43.84
    1,1-dichloroethane 68.52
    2-methyl-1-pentanol 45.8
    methyl formate 152.47
    2-methyl-1-butanol 42.42
    n-decane 1.75
    butyronitrile 63.42
    3,7-dimethyl-1-octanol 26.35
    1-chlorooctane 10.87
    1-chlorotetradecane 5.72
    n-nonane 1.38
    undecane 1.51
    tert-butylcyclohexane 1.69
    cyclooctane 0.31
    cyclopentanol 49.24
    tetrahydropyran 79.4
    tert-amyl methyl ether 42.14
    2,5,8-trioxanonane 181.94
    1-hexene 7.83
    2-isopropoxyethanol 97.12
    2,2,2-trifluoroethanol 72.29
    methyl butyrate 103.14

    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