Phenylthionophosphonic dichloride

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  • Identifiers

    CAS number
    3497-00-5

    Molecular formula
    C6H5Cl2PS

    SMILES
    C1=CC=C(C=C1)P(=S)(Cl)Cl

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 45.51%
    Sulfurous 35.0%
    Meaty 28.71%
    Savory 26.43%
    Cooked 24.34%
    Roasted 21.01%
    Burnt 20.98%
    Garlic 18.69%
    Onion 17.99%
    Pungent 17.97%

     

    Flavor
    Odorless 27.72%
    Mild 22.03%
    Nitrile 20.62%
    Sulfurous 20.33%
    Bitter 19.49%
    Scallion 19.42%
    Penetrating 19.36%
    Turnup 19.25%
    Urine 18.91%
    Mousy 18.87%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.2

    pKa est.
    2.83 (strong acid)

    Molecular weight
    211.05 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    274°C

    Flash point

    • 115.65 ˚C est.

  • Synonyms

    • 3497-00-5
    • Phenylthiophosphonic Dichloride
    • Phenylphosphonothioic dichloride
    • Dichlorophenylphosphine sulfide
    • Phenylthiophosphonyl dichloride
    • Phenylphosphonothioyl dichloride
    • Phosphonothioic dichloride, phenyl-
    • Phenylphosphonothionodichloridate
    • Benzene phosphorus thiodichloride
    • PHENYLTHIONOPHOSPHONIC DICHLORIDE
    • Phosphine sulfide, dichlorophenyl-
    • Phenyl phosphorus thiodichloride
    • Phosphonothioic dichloride, P-phenyl-
    • Dichloro(phenyl)phosphine sulphide
    • NO4H2EXV6A
    • NSC 62217
    • HSDB 2730
    • EINECS 222-494-9
    • NSC-62217
    • UN2799
    • AI3-15061
    • DTXSID2063054
    • Dichloro(phenyl)phosphine sulfide
    • dichloro-phenyl-sulfanylidene-lambda5-phosphane
    • PHENYLTHIONOPHOSPHONIC DICHLORIDE [HSDB]
    • UNII-NO4H2EXV6A
    • SCHEMBL726307
    • Benzenephosphorus thiodichloride
    • phenyl thiophosphoryl dichloride
    • benzenephosphonothioic dichloride
    • Dichlorophenyl phosphine sulfide
    • phenyl phosphorodichloridothioite
    • DTXCID4038928
    • Phosphine sulfide, dichlorophenyl
    • SXIWNIQDOJKDGB-UHFFFAOYSA-
    • Phosphonothioic dichloride, phenyl
    • Phosphonothioic dichloride, Pphenyl
    • DICHLORO(PHENYLTHIO)PHOSPHINE
    • NSC62217
    • BENZENETHIOPHOSPHONYL CHLORIDE
    • PHENYLPHOSPHINE THIODICHLORIDE
    • PHENYLPHOSPHONOTHIOIC CHLORIDE
    • MFCD00004916
    • PHENYLPHOSPHORUS THIODICHLORIDE
    • S-PHENYL DICHLOROTHIOPHOSPHITE
    • AKOS015890283
    • dichloro-phenyl-sulfanylidenephosphorane
    • Phosphonodichloridothioic acid, phenyl-
    • UN 2799
    • PHENYLPHOSPHONOTHIONODICHLORIDIC ACID
    • Phenylphosphonothioic dichloride, AldrichCPR
    • NS00029755
    • P1245
    • E78942
    • A822486
    • Q1419323
    • Phenyl phosphorus thiodichloride [UN2799] [Corrosive]
    • InChI=1/C6H5Cl2PS/c7-9(8,10)6-4-2-1-3-5-6/h1-5H

  • Applications

    Phenylthionophosphonic dichloride is primarily used as an intermediate in the synthesis of organophosphorus compounds. It acts as a chlorinating and thiating reagent to introduce phosphorus–sulfur functionalities, enabling the preparation of phosphorothioate derivatives. In industry, it is employed in the production of specialty polymers and flame-retardant additives that incorporate phosphorus–sulfur groups. It also serves as a precursor for phosphorus-containing modifiers and crosslinking agents in coatings and adhesives. In research settings, it is evaluated for routes toward agrochemical and pharmaceutical building blocks that require controlled phosphorus chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 63.57
    methanol 52.21
    isopropanol 56.68
    water 0.3
    ethyl acetate 132.33
    n-propanol 65.61
    acetone 243.81
    n-butanol 68.48
    acetonitrile 93.8
    DMF 646.51
    toluene 143.33
    isobutanol 55.64
    1,4-dioxane 301.04
    methyl acetate 173.69
    THF 557.08
    2-butanone 218.28
    n-pentanol 64.88
    sec-butanol 67.51
    n-hexane 8.94
    ethylene glycol 31.78
    NMP 509.68
    cyclohexane 20.62
    DMSO 315.72
    n-butyl acetate 138.51
    n-octanol 64.84
    chloroform 283.37
    n-propyl acetate 115.05
    acetic acid 82.05
    dichloromethane 231.83
    cyclohexanone 337.52
    propylene glycol 43.34
    isopropyl acetate 102.33
    DMAc 447.91
    2-ethoxyethanol 132.19
    isopentanol 64.74
    n-heptane 20.57
    ethyl formate 122.01
    1,2-dichloroethane 184.29
    n-hexanol 86.34
    2-methoxyethanol 189.5
    isobutyl acetate 86.2
    tetrachloromethane 51.93
    n-pentyl acetate 119.11
    transcutol 272.85
    n-heptanol 61.74
    ethylbenzene 73.02
    MIBK 113.62
    2-propoxyethanol 170.21
    tert-butanol 78.48
    MTBE 125.04
    2-butoxyethanol 120.56
    propionic acid 67.89
    o-xylene 95.28
    formic acid 33.25
    diethyl ether 106.99
    m-xylene 92.48
    p-xylene 84.64
    chlorobenzene 174.44
    dimethyl carbonate 131.84
    n-octane 12.5
    formamide 76.69
    cyclopentanone 478.66
    2-pentanone 175.33
    anisole 194.34
    cyclopentyl methyl ether 208.08
    gamma-butyrolactone 393.54
    1-methoxy-2-propanol 154.59
    pyridine 296.0
    3-pentanone 151.36
    furfural 474.81
    n-dodecane 11.14
    diethylene glycol 130.12
    diisopropyl ether 47.96
    tert-amyl alcohol 84.23
    acetylacetone 242.11
    n-hexadecane 12.67
    acetophenone 186.47
    methyl propionate 152.25
    isopentyl acetate 122.49
    trichloroethylene 394.97
    n-nonanol 62.2
    cyclohexanol 102.56
    benzyl alcohol 138.55
    2-ethylhexanol 72.01
    isooctanol 55.3
    dipropyl ether 89.9
    1,2-dichlorobenzene 170.61
    ethyl lactate 74.51
    propylene carbonate 233.21
    n-methylformamide 180.38
    2-pentanol 59.37
    n-pentane 12.19
    1-propoxy-2-propanol 136.95
    1-methoxy-2-propyl acetate 173.72
    2-(2-methoxypropoxy) propanol 129.88
    mesitylene 58.73
    ε-caprolactone 259.53
    p-cymene 65.84
    epichlorohydrin 421.92
    1,1,1-trichloroethane 189.44
    2-aminoethanol 49.01
    morpholine-4-carbaldehyde 507.58
    sulfolane 469.95
    2,2,4-trimethylpentane 11.64
    2-methyltetrahydrofuran 295.47
    n-hexyl acetate 126.77
    isooctane 9.37
    2-(2-butoxyethoxy)ethanol 155.93
    sec-butyl acetate 86.11
    tert-butyl acetate 131.68
    decalin 15.91
    glycerin 72.77
    diglyme 298.61
    acrylic acid 75.73
    isopropyl myristate 68.46
    n-butyric acid 101.48
    acetyl acetate 105.3
    di(2-ethylhexyl) phthalate 72.83
    ethyl propionate 101.38
    nitromethane 231.38
    1,2-diethoxyethane 154.18
    benzonitrile 185.82
    trioctyl phosphate 57.43
    1-bromopropane 98.95
    gamma-valerolactone 554.25
    n-decanol 51.21
    triethyl phosphate 67.48
    4-methyl-2-pentanol 45.7
    propionitrile 92.06
    vinylene carbonate 220.29
    1,1,2-trichlorotrifluoroethane 267.03
    DMS 128.16
    cumene 50.21
    2-octanol 54.55
    2-hexanone 141.79
    octyl acetate 80.77
    limonene 89.7
    1,2-dimethoxyethane 276.56
    ethyl orthosilicate 65.25
    tributyl phosphate 61.36
    diacetone alcohol 159.25
    N,N-dimethylaniline 140.28
    acrylonitrile 138.06
    aniline 147.54
    1,3-propanediol 73.03
    bromobenzene 181.27
    dibromomethane 154.12
    1,1,2,2-tetrachloroethane 304.41
    2-methyl-cyclohexyl acetate 109.05
    tetrabutyl urea 98.36
    diisobutyl methanol 51.06
    2-phenylethanol 145.49
    styrene 99.78
    dioctyl adipate 91.28
    dimethyl sulfate 210.67
    ethyl butyrate 110.98
    methyl lactate 103.39
    butyl lactate 97.71
    diethyl carbonate 75.74
    propanediol butyl ether 121.62
    triethyl orthoformate 88.92
    p-tert-butyltoluene 68.21
    methyl 4-tert-butylbenzoate 142.33
    morpholine 304.53
    tert-butylamine 51.81
    n-dodecanol 43.0
    dimethoxymethane 296.21
    ethylene carbonate 161.88
    cyrene 193.33
    2-ethoxyethyl acetate 172.38
    2-ethylhexyl acetate 108.99
    1,2,4-trichlorobenzene 206.9
    4-methylpyridine 303.0
    dibutyl ether 76.95
    2,6-dimethyl-4-heptanol 51.06
    DEF 232.11
    dimethyl isosorbide 273.08
    tetrachloroethylene 183.77
    eugenol 160.04
    triacetin 138.0
    span 80 119.98
    1,4-butanediol 45.17
    1,1-dichloroethane 159.33
    2-methyl-1-pentanol 63.27
    methyl formate 195.52
    2-methyl-1-butanol 63.37
    n-decane 16.31
    butyronitrile 105.96
    3,7-dimethyl-1-octanol 64.77
    1-chlorooctane 54.77
    1-chlorotetradecane 28.34
    n-nonane 14.77
    undecane 13.1
    tert-butylcyclohexane 15.26
    cyclooctane 11.26
    cyclopentanol 122.85
    tetrahydropyran 241.18
    tert-amyl methyl ether 118.14
    2,5,8-trioxanonane 223.07
    1-hexene 36.67
    2-isopropoxyethanol 106.43
    2,2,2-trifluoroethanol 55.19
    methyl butyrate 139.69

    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