Terpinyl formate

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  • Identifiers

    CAS number
    2153-26-6

    Molecular formula
    C11H18O2

    SMILES
    CC1=CCC(CC1)C(C)(C)OC=O

    Retention indicies (RI)

    • Carbowax: 1691.0

  • Odor profile

    Herbal 79.27%
    Woody 67.55%
    Fruity 66.35%
    Floral 66.06%
    Citrus 64.49%
    Spicy 59.15%
    Green 49.36%
    Fresh 46.59%
    Lavender 41.82%
    Sweet 40.81%

    Scent© AI

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    9.18 (weak base)

    Molecular weight
    182.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point

    • 213.00 to 225.00 °C. @ 760.00 mm Hg

    Flash point est.
    96.3 ˚C

    Solubility expt.

    • very slightly
    • very slightly soluble in water
    • 1 ml in 6 ml 60% alcohol (in ethanol)

  • Synonyms

    • Terpinyl formate
    • 2153-26-6
    • 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl formate
    • p-1-Menthen-8-yl formate
    • alpha-Terpinyl formate
    • P-Menth-1-en-8-yl formate
    • alpha-Terpineol formate
    • FEMA No. 3052
    • P-Menth-1-en-8-ol, formate
    • p-menth-1-en-8-yl-formate
    • GTJ0954O31
    • EINECS 218-444-0
    • alpha,alpha,4-Trimethyl-3-cyclohexene-1-methyl formate
    • TERPINYL FORMATE [FHFI]
    • 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, formate
    • .ALPHA.-TERPINYL FORMATE
    • DTXSID20862849
    • TERPENOL FORMATE, (+/-)-
    • .ALPHA.-TERPINYL FORMATE, (+/-)-
    • P-MENTH-1-EN-8-OL, FORMATE, (+/-)-
    • TERPINYLFORMATE
    • 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, formate
    • 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, 1-formate
    • 3-CYCLOHEXENE-1-METHANOL, .ALPHA.,.ALPHA.,4-TRIMETHYL-, 1-
    • 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, 1-formate
    • a-Terpineol formate
    • SCHEMBL561372
    • UNII-GTJ0954O31
    • CHEMBL4162810
    • FEMA 3052
    • DTXCID00219519
    • CHEBI:168454
    • ALPHA-TERPINYL FORMATE, (+/-)-
    • DB-045610
    • NS00013200
    • 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl ormate
    • Q27279272
    • 1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl formate #
    • 3-CYCLOHEXENE-1-METHANOL, ALPHA,ALPHA,4-TRIMETHYL-, 1-
    • 3-CYCLOHEXENE-1-METHANOL, ,ALPHA.,.ALPHA.,4-TRIMETHYL-, 1-FORMATE, (+/-)-
    • 3-CYCLOHEXENE-1-METHANOL,,ALPHA.,.ALPHA.,4-TRIMETHYL-, 1-FORMATE, (+/-)-
    • 3-CYCLOHEXENE-1-METHANOL,,ALPHA.,ALPHA,4-TRIMETHYL-, 1-FORMATE, (+/-)-

  • Applications

    Terpinyl formate (CAS 2153-26-6) is a fragrance ester with fresh pine–herbal nuances and soft floral–fruity facets, widely used to build/modify citrus, lavender, conifer and woody themes in fine and functional perfumery, adding lift and diffusion as a top‑to‑middle note and rounding compositions; it suits personal care (soaps, shampoos, body washes, creams), household care (laundry detergents, fabric softeners, surface cleaners) and air care (room sprays, diffusers, candles), and serves as a versatile blender/modifier for “clean” and green profiles, a diluent in alcohol bases, and an intermediate/reference in terpenoid fragrance R&D, with usage governed by IFRA limits and appropriate safety labeling.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 410.71
    methanol 412.82
    isopropanol 339.14
    water 1.53
    ethyl acetate 408.35
    n-propanol 296.37
    acetone 342.56
    n-butanol 274.3
    acetonitrile 385.36
    DMF 400.57
    toluene 261.96
    isobutanol 194.56
    1,4-dioxane 967.75
    methyl acetate 359.03
    THF 884.75
    2-butanone 304.12
    n-pentanol 139.93
    sec-butanol 203.92
    n-hexane 15.68
    ethylene glycol 64.57
    NMP 330.48
    cyclohexane 61.07
    DMSO 264.75
    n-butyl acetate 255.33
    n-octanol 98.38
    chloroform 1318.91
    n-propyl acetate 175.16
    acetic acid 264.83
    dichloromethane 906.58
    cyclohexanone 474.83
    propylene glycol 114.09
    isopropyl acetate 227.99
    DMAc 314.28
    2-ethoxyethanol 206.65
    isopentanol 224.45
    n-heptane 16.47
    ethyl formate 222.94
    1,2-dichloroethane 435.31
    n-hexanol 241.31
    2-methoxyethanol 418.63
    isobutyl acetate 123.82
    tetrachloromethane 141.72
    n-pentyl acetate 134.85
    transcutol 1037.78
    n-heptanol 90.27
    ethylbenzene 115.2
    MIBK 159.5
    2-propoxyethanol 377.4
    tert-butanol 407.62
    MTBE 271.64
    2-butoxyethanol 178.2
    propionic acid 218.14
    o-xylene 150.85
    formic acid 109.17
    diethyl ether 272.79
    m-xylene 180.77
    p-xylene 159.57
    chlorobenzene 331.14
    dimethyl carbonate 113.16
    n-octane 7.8
    formamide 161.41
    cyclopentanone 488.82
    2-pentanone 244.81
    anisole 247.55
    cyclopentyl methyl ether 307.19
    gamma-butyrolactone 515.81
    1-methoxy-2-propanol 337.1
    pyridine 508.48
    3-pentanone 180.19
    furfural 461.98
    n-dodecane 9.26
    diethylene glycol 245.25
    diisopropyl ether 85.87
    tert-amyl alcohol 236.01
    acetylacetone 289.13
    n-hexadecane 10.96
    acetophenone 201.36
    methyl propionate 244.08
    isopentyl acetate 230.45
    trichloroethylene 897.12
    n-nonanol 88.71
    cyclohexanol 267.35
    benzyl alcohol 181.15
    2-ethylhexanol 126.59
    isooctanol 74.53
    dipropyl ether 126.02
    1,2-dichlorobenzene 274.37
    ethyl lactate 93.9
    propylene carbonate 321.05
    n-methylformamide 203.09
    2-pentanol 159.81
    n-pentane 20.41
    1-propoxy-2-propanol 255.71
    1-methoxy-2-propyl acetate 306.21
    2-(2-methoxypropoxy) propanol 224.53
    mesitylene 109.46
    ε-caprolactone 420.05
    p-cymene 82.0
    epichlorohydrin 622.82
    1,1,1-trichloroethane 520.5
    2-aminoethanol 153.71
    morpholine-4-carbaldehyde 500.31
    sulfolane 385.62
    2,2,4-trimethylpentane 15.98
    2-methyltetrahydrofuran 578.37
    n-hexyl acetate 214.7
    isooctane 14.31
    2-(2-butoxyethoxy)ethanol 304.51
    sec-butyl acetate 138.44
    tert-butyl acetate 232.1
    decalin 28.12
    glycerin 139.18
    diglyme 511.36
    acrylic acid 171.96
    isopropyl myristate 90.58
    n-butyric acid 336.35
    acetyl acetate 260.1
    di(2-ethylhexyl) phthalate 99.0
    ethyl propionate 166.66
    nitromethane 409.08
    1,2-diethoxyethane 304.99
    benzonitrile 280.45
    trioctyl phosphate 65.29
    1-bromopropane 262.23
    gamma-valerolactone 631.5
    n-decanol 69.15
    triethyl phosphate 92.58
    4-methyl-2-pentanol 111.61
    propionitrile 304.5
    vinylene carbonate 327.44
    1,1,2-trichlorotrifluoroethane 334.18
    DMS 202.86
    cumene 80.26
    2-octanol 62.9
    2-hexanone 154.47
    octyl acetate 112.95
    limonene 111.91
    1,2-dimethoxyethane 368.22
    ethyl orthosilicate 89.0
    tributyl phosphate 87.24
    diacetone alcohol 241.54
    N,N-dimethylaniline 143.47
    acrylonitrile 311.87
    aniline 296.78
    1,3-propanediol 230.18
    bromobenzene 352.56
    dibromomethane 555.93
    1,1,2,2-tetrachloroethane 699.73
    2-methyl-cyclohexyl acetate 161.83
    tetrabutyl urea 97.64
    diisobutyl methanol 79.82
    2-phenylethanol 219.43
    styrene 144.21
    dioctyl adipate 133.52
    dimethyl sulfate 136.76
    ethyl butyrate 182.23
    methyl lactate 127.87
    butyl lactate 118.88
    diethyl carbonate 139.73
    propanediol butyl ether 181.65
    triethyl orthoformate 129.7
    p-tert-butyltoluene 85.58
    methyl 4-tert-butylbenzoate 182.91
    morpholine 954.54
    tert-butylamine 256.0
    n-dodecanol 54.21
    dimethoxymethane 312.42
    ethylene carbonate 277.5
    cyrene 173.73
    2-ethoxyethyl acetate 226.95
    2-ethylhexyl acetate 186.41
    1,2,4-trichlorobenzene 327.56
    4-methylpyridine 490.09
    dibutyl ether 111.79
    2,6-dimethyl-4-heptanol 79.82
    DEF 242.55
    dimethyl isosorbide 377.47
    tetrachloroethylene 416.88
    eugenol 168.17
    triacetin 228.24
    span 80 195.28
    1,4-butanediol 71.73
    1,1-dichloroethane 535.92
    2-methyl-1-pentanol 132.45
    methyl formate 164.34
    2-methyl-1-butanol 180.64
    n-decane 14.32
    butyronitrile 306.29
    3,7-dimethyl-1-octanol 116.1
    1-chlorooctane 67.21
    1-chlorotetradecane 31.51
    n-nonane 12.0
    undecane 11.16
    tert-butylcyclohexane 25.09
    cyclooctane 17.59
    cyclopentanol 253.5
    tetrahydropyran 680.86
    tert-amyl methyl ether 170.22
    2,5,8-trioxanonane 369.86
    1-hexene 71.17
    2-isopropoxyethanol 154.29
    2,2,2-trifluoroethanol 102.53
    methyl butyrate 197.53

    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

Botanical

Name CAS Botanical Proportion
Cypress (Algeria) 8013-86-3 Cupressus sempervirens L. (C. fastigiata DC), fam. Cupressaceae 0.72%