Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-, 2-formate

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  • Identifiers

    CAS number
    68310-60-1

    Molecular formula
    C12H18O2

    SMILES
    CC1(C2CC=C(C1C2)CCOC=O)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 81.77%
    Sweet 62.55%
    Herbal 62.06%
    Pine 48.46%
    Balsamic 44.8%
    Fruity 43.39%
    Spicy 43.39%
    Oily 40.48%
    Fresh 39.19%
    Floral 35.9%

     

    Flavor
    Herbal 44.96%
    Green 44.2%
    Sweet 38.91%
    Balsam 38.9%
    Fruity 36.94%
    Woody 34.91%
    Rose 30.88%
    Bitter 30.79%
    Pine 30.32%
    Citrus 30.27%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    8.15 (weak base)

    Molecular weight
    194.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    260°C

    Flash point

    • 100.29 ˚C est.

  • Synonyms

    • Nopyl formate
    • 68310-60-1
    • EINECS 269-719-7
    • DTXSID20887330
    • Bicyclo(3.1.1)hept-2-ene-2-ethanol, 6,6-dimethyl-, formate
    • Bicyclo(3.1.1)hept-2-ene-2-ethanol, 6,6-dimethyl-, 2-formate
    • Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-, 2-formate
    • Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-, formate
    • RefChem:119710
    • DTXCID601026631
    • 2-(6,6-Dimethylbicyclo(3.1.1)hept-2-en-2-yl)ethyl formate
    • 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl formate
    • 2-(6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl)ethyl formate
    • CHEMBL256971
    • SCHEMBL15797965
    • AUZXOWYWPAMYTN-UHFFFAOYSA-N
    • NS00060346
    • 68310-60-1

  • Applications

    Chemical name: Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-, 2-formate; CAS number: 68310-60-1 is used as a synthetic building block for bicyclic scaffolds in pharmaceutical and agrochemical research, enabling diversification to create libraries of compounds. The 2-formate ester acts as a protecting group for the alcohol during multistep sequences, allowing selective transformations on other functional groups. The norbornene-like skeleton facilitates preparation of ROMP-compatible monomers for specialty polymers and coatings, where the resulting polymers exhibit rigid, high glass-transition properties. It also serves as a versatile intermediate for further functionalization to furnish additional bicyclic derivatives and chiral scaffolds for medicinal chemistry exploration, subject to applicable regulations. Additionally, it can undergo controlled deprotection or transesterification to reveal or modify the functional groups as needed in synthetic workflows.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 424.18
    methanol 389.96
    isopropanol 325.41
    water 2.26
    ethyl acetate 766.16
    n-propanol 359.67
    acetone 803.72
    n-butanol 294.11
    acetonitrile 503.62
    DMF 710.2
    toluene 305.61
    isobutanol 217.89
    1,4-dioxane 915.49
    methyl acetate 602.94
    THF 1350.13
    2-butanone 566.34
    n-pentanol 112.81
    sec-butanol 174.2
    n-hexane 6.69
    ethylene glycol 130.93
    NMP 356.18
    cyclohexane 21.79
    DMSO 580.42
    n-butyl acetate 251.95
    n-octanol 45.09
    chloroform 1336.55
    n-propyl acetate 248.73
    acetic acid 357.32
    dichloromethane 1054.96
    cyclohexanone 553.77
    propylene glycol 137.69
    isopropyl acetate 446.55
    DMAc 405.44
    2-ethoxyethanol 336.3
    isopentanol 234.07
    n-heptane 5.57
    ethyl formate 296.35
    1,2-dichloroethane 862.88
    n-hexanol 149.67
    2-methoxyethanol 764.37
    isobutyl acetate 165.82
    tetrachloromethane 144.8
    n-pentyl acetate 126.25
    transcutol 1577.73
    n-heptanol 59.05
    ethylbenzene 95.8
    MIBK 305.17
    2-propoxyethanol 438.94
    tert-butanol 358.21
    MTBE 367.35
    2-butoxyethanol 195.65
    propionic acid 304.76
    o-xylene 145.44
    formic acid 221.19
    diethyl ether 470.42
    m-xylene 205.38
    p-xylene 115.66
    chlorobenzene 379.8
    dimethyl carbonate 327.25
    n-octane 2.47
    formamide 439.31
    cyclopentanone 866.1
    2-pentanone 511.91
    anisole 289.5
    cyclopentyl methyl ether 505.66
    gamma-butyrolactone 927.21
    1-methoxy-2-propanol 595.6
    pyridine 604.12
    3-pentanone 383.37
    furfural 641.43
    n-dodecane 2.29
    diethylene glycol 408.64
    diisopropyl ether 115.76
    tert-amyl alcohol 200.61
    acetylacetone 670.71
    n-hexadecane 2.79
    acetophenone 231.99
    methyl propionate 588.17
    isopentyl acetate 226.67
    trichloroethylene 1609.28
    n-nonanol 44.62
    cyclohexanol 212.76
    benzyl alcohol 190.57
    2-ethylhexanol 72.12
    isooctanol 52.61
    dipropyl ether 102.4
    1,2-dichlorobenzene 319.92
    ethyl lactate 128.18
    propylene carbonate 415.13
    n-methylformamide 542.48
    2-pentanol 166.92
    n-pentane 10.9
    1-propoxy-2-propanol 250.43
    1-methoxy-2-propyl acetate 431.73
    2-(2-methoxypropoxy) propanol 213.23
    mesitylene 110.95
    ε-caprolactone 497.2
    p-cymene 54.19
    epichlorohydrin 1281.27
    1,1,1-trichloroethane 674.95
    2-aminoethanol 227.03
    morpholine-4-carbaldehyde 595.15
    sulfolane 640.72
    2,2,4-trimethylpentane 8.08
    2-methyltetrahydrofuran 674.35
    n-hexyl acetate 169.79
    isooctane 9.51
    2-(2-butoxyethoxy)ethanol 312.36
    sec-butyl acetate 193.85
    tert-butyl acetate 417.38
    decalin 11.17
    glycerin 237.43
    diglyme 633.81
    acrylic acid 286.73
    isopropyl myristate 59.48
    n-butyric acid 443.42
    acetyl acetate 416.47
    di(2-ethylhexyl) phthalate 69.77
    ethyl propionate 248.85
    nitromethane 897.24
    1,2-diethoxyethane 346.48
    benzonitrile 254.09
    trioctyl phosphate 46.18
    1-bromopropane 320.02
    gamma-valerolactone 973.24
    n-decanol 32.73
    triethyl phosphate 85.48
    4-methyl-2-pentanol 117.69
    propionitrile 384.14
    vinylene carbonate 422.36
    1,1,2-trichlorotrifluoroethane 628.07
    DMS 285.95
    cumene 61.74
    2-octanol 34.3
    2-hexanone 186.28
    octyl acetate 75.11
    limonene 62.05
    1,2-dimethoxyethane 500.07
    ethyl orthosilicate 80.11
    tributyl phosphate 64.49
    diacetone alcohol 419.78
    N,N-dimethylaniline 143.17
    acrylonitrile 488.41
    aniline 390.55
    1,3-propanediol 386.28
    bromobenzene 378.57
    dibromomethane 610.12
    1,1,2,2-tetrachloroethane 1101.85
    2-methyl-cyclohexyl acetate 121.55
    tetrabutyl urea 70.29
    diisobutyl methanol 55.58
    2-phenylethanol 201.57
    styrene 122.91
    dioctyl adipate 93.67
    dimethyl sulfate 393.38
    ethyl butyrate 169.75
    methyl lactate 263.9
    butyl lactate 126.4
    diethyl carbonate 129.96
    propanediol butyl ether 173.7
    triethyl orthoformate 120.69
    p-tert-butyltoluene 55.79
    methyl 4-tert-butylbenzoate 177.08
    morpholine 1020.15
    tert-butylamine 187.75
    n-dodecanol 24.19
    dimethoxymethane 770.58
    ethylene carbonate 371.18
    cyrene 176.07
    2-ethoxyethyl acetate 315.9
    2-ethylhexyl acetate 161.62
    1,2,4-trichlorobenzene 389.29
    4-methylpyridine 571.68
    dibutyl ether 66.32
    2,6-dimethyl-4-heptanol 55.58
    DEF 394.58
    dimethyl isosorbide 358.88
    tetrachloroethylene 628.68
    eugenol 166.51
    triacetin 233.64
    span 80 140.66
    1,4-butanediol 92.9
    1,1-dichloroethane 815.45
    2-methyl-1-pentanol 103.97
    methyl formate 391.11
    2-methyl-1-butanol 181.69
    n-decane 3.72
    butyronitrile 316.16
    3,7-dimethyl-1-octanol 65.42
    1-chlorooctane 29.23
    1-chlorotetradecane 11.03
    n-nonane 3.15
    undecane 2.85
    tert-butylcyclohexane 10.53
    cyclooctane 7.79
    cyclopentanol 241.71
    tetrahydropyran 750.48
    tert-amyl methyl ether 201.3
    2,5,8-trioxanonane 356.04
    1-hexene 37.77
    2-isopropoxyethanol 225.72
    2,2,2-trifluoroethanol 224.55
    methyl butyrate 264.05

    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