Neranic acid

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  • Identifiers

    CAS number
    4613-38-1

    Molecular formula
    C10H16O2

    SMILES
    CC(=CCC/C(=C\C(=O)O)/C)C

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1374.0
    • Carbowax: 2299.0

  • Odor profile

    Floral 76.29%
    Green 75.95%
    Fruity 69.62%
    Citrus 68.83%
    Sweet 68.25%
    Herbal 66.15%
    Woody 62.19%
    Fresh 57.05%
    Rose 54.74%
    Waxy 45.23%

    Scent© AI

  • Properties

    XLogP3-AA
    3.1

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    272°C

    Flash point est.
    136.2 ˚C

  • Synonyms

    • Nerolic acid
    • 4613-38-1
    • (Z)-3,7-Dimethylocta-2,6-dienoic acid
    • Neranic acid
    • cis-Geranic acid
    • (2Z)-3,7-dimethylocta-2,6-dienoic acid
    • Geranium acid
    • Neryl acid
    • Geranic acid B
    • (Z)-Geranic acid
    • Geranic acid, (Z)-
    • Geranic acid, (2Z)-
    • FEMA No. 4121, Z-
    • 6K8MFD7K03
    • 2,6-Octadienoic acid, 3,7-dimethyl-, (Z)-
    • 2,6-Octadienoic acid, 3,7-dimethyl-, (2Z)-
    • Neric acid
    • DTXSID90109995
    • (2Z)-3,7-DIMETHYL-2,6-OCTADIENOIC ACID
    • 3,7-dimethyl-2Z,6-octadienoic acid
    • 3,7-dimethyl-2Z,6E-octadienoic acid
    • Decaprenoic acid
    • geraniumsaure
    • UNII-6K8MFD7K03
    • (Z)-3,7-Dimethyl-2,6-Octadienoic Acid
    • SCHEMBL310619
    • DTXCID7065251
    • CHEBI:195801
    • LMFA01030440
    • AKOS016004982
    • CS-0217418
    • NS00114069
    • EN300-7429959
    • Q18391807
    • 839-971-8

  • Applications

    Neranic acid (CAS 4613-38-1) is a specialty carboxylic acid primarily employed as a versatile intermediate in fine organic synthesis, readily converted into esters, amides, anhydrides or acid chlorides to build fragrance/flavor ingredients, pharmaceutical and agrochemical intermediates, surface-active agents and other functional additives; in R&D it is used as a model substrate to study esterification/amidation/coupling reactions, to develop and screen catalysts and enzymes (e.g., lipases) for greener processes, and as a reference/benchmark when developing and calibrating GC/LC methods and conducting structure–activity studies; in materials and industrial formulations the acid functionality enables grafting or end-capping of polymers, inorganic particles and surfaces to tune hydrophilicity and wetting, while the organic chain helps adjust volatility, flexibility and compatibility in biodegradable ester solvents/plasticizers, emollient-type ingredients, and surface-treatment intermediates; specific applications and use levels depend on supplier specifications and sector regulations, and it should not be used directly in foods or drugs without appropriate approvals.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 529.06
    methanol 591.04
    isopropanol 379.96
    water 1.38
    ethyl acetate 112.78
    n-propanol 317.56
    acetone 192.73
    n-butanol 308.13
    acetonitrile 96.9
    DMF 327.68
    toluene 32.63
    isobutanol 214.24
    1,4-dioxane 351.42
    methyl acetate 94.33
    THF 589.12
    2-butanone 131.95
    n-pentanol 211.57
    sec-butanol 243.83
    n-hexane 37.25
    ethylene glycol 98.33
    NMP 239.28
    cyclohexane 18.11
    DMSO 236.39
    n-butyl acetate 120.94
    n-octanol 123.2
    chloroform 115.01
    n-propyl acetate 77.68
    acetic acid 225.9
    dichloromethane 67.81
    cyclohexanone 195.44
    propylene glycol 244.83
    isopropyl acetate 87.48
    DMAc 203.95
    2-ethoxyethanol 241.16
    isopentanol 233.09
    n-heptane 19.41
    ethyl formate 76.03
    1,2-dichloroethane 56.19
    n-hexanol 334.15
    2-methoxyethanol 452.65
    isobutyl acetate 68.9
    tetrachloromethane 19.53
    n-pentyl acetate 72.14
    transcutol 564.5
    n-heptanol 134.83
    ethylbenzene 29.26
    MIBK 111.03
    2-propoxyethanol 384.41
    tert-butanol 457.14
    MTBE 176.82
    2-butoxyethanol 191.13
    propionic acid 160.85
    o-xylene 31.8
    formic acid 103.85
    diethyl ether 137.45
    m-xylene 48.57
    p-xylene 37.17
    chlorobenzene 35.81
    dimethyl carbonate 33.69
    n-octane 7.72
    formamide 101.72
    cyclopentanone 237.87
    2-pentanone 132.5
    anisole 83.1
    cyclopentyl methyl ether 193.99
    gamma-butyrolactone 237.39
    1-methoxy-2-propanol 389.62
    pyridine 98.93
    3-pentanone 71.65
    furfural 164.79
    n-dodecane 6.37
    diethylene glycol 253.24
    diisopropyl ether 52.98
    tert-amyl alcohol 289.33
    acetylacetone 125.53
    n-hexadecane 6.97
    acetophenone 67.55
    methyl propionate 90.07
    isopentyl acetate 120.39
    trichloroethylene 99.52
    n-nonanol 106.9
    cyclohexanol 200.44
    benzyl alcohol 87.93
    2-ethylhexanol 142.97
    isooctanol 101.99
    dipropyl ether 102.66
    1,2-dichlorobenzene 36.97
    ethyl lactate 67.77
    propylene carbonate 127.17
    n-methylformamide 153.78
    2-pentanol 216.61
    n-pentane 22.5
    1-propoxy-2-propanol 280.07
    1-methoxy-2-propyl acetate 141.48
    2-(2-methoxypropoxy) propanol 167.16
    mesitylene 35.73
    ε-caprolactone 164.15
    p-cymene 31.78
    epichlorohydrin 206.81
    1,1,1-trichloroethane 55.8
    2-aminoethanol 247.34
    morpholine-4-carbaldehyde 277.28
    sulfolane 243.76
    2,2,4-trimethylpentane 14.31
    2-methyltetrahydrofuran 322.78
    n-hexyl acetate 128.52
    isooctane 15.27
    2-(2-butoxyethoxy)ethanol 246.58
    sec-butyl acetate 64.44
    tert-butyl acetate 125.55
    decalin 13.54
    glycerin 230.23
    diglyme 283.41
    acrylic acid 101.17
    isopropyl myristate 55.5
    n-butyric acid 226.96
    acetyl acetate 57.2
    di(2-ethylhexyl) phthalate 58.0
    ethyl propionate 70.24
    nitromethane 168.22
    1,2-diethoxyethane 137.43
    benzonitrile 67.5
    trioctyl phosphate 49.55
    1-bromopropane 46.53
    gamma-valerolactone 307.85
    n-decanol 81.14
    triethyl phosphate 45.18
    4-methyl-2-pentanol 130.73
    propionitrile 92.58
    vinylene carbonate 90.76
    1,1,2-trichlorotrifluoroethane 170.77
    DMS 61.3
    cumene 29.69
    2-octanol 87.31
    2-hexanone 107.34
    octyl acetate 74.29
    limonene 51.62
    1,2-dimethoxyethane 292.81
    ethyl orthosilicate 48.86
    tributyl phosphate 56.41
    diacetone alcohol 221.02
    N,N-dimethylaniline 66.76
    acrylonitrile 83.25
    aniline 83.47
    1,3-propanediol 296.21
    bromobenzene 26.51
    dibromomethane 53.44
    1,1,2,2-tetrachloroethane 109.91
    2-methyl-cyclohexyl acetate 87.94
    tetrabutyl urea 71.99
    diisobutyl methanol 75.46
    2-phenylethanol 119.32
    styrene 27.72
    dioctyl adipate 75.33
    dimethyl sulfate 51.93
    ethyl butyrate 78.81
    methyl lactate 85.4
    butyl lactate 90.19
    diethyl carbonate 49.32
    propanediol butyl ether 213.47
    triethyl orthoformate 67.11
    p-tert-butyltoluene 34.57
    methyl 4-tert-butylbenzoate 101.09
    morpholine 491.4
    tert-butylamine 257.68
    n-dodecanol 60.36
    dimethoxymethane 192.13
    ethylene carbonate 82.73
    cyrene 130.86
    2-ethoxyethyl acetate 92.36
    2-ethylhexyl acetate 89.21
    1,2,4-trichlorobenzene 46.84
    4-methylpyridine 113.53
    dibutyl ether 80.63
    2,6-dimethyl-4-heptanol 75.46
    DEF 122.61
    dimethyl isosorbide 241.65
    tetrachloroethylene 66.42
    eugenol 108.22
    triacetin 92.16
    span 80 178.03
    1,4-butanediol 117.1
    1,1-dichloroethane 66.1
    2-methyl-1-pentanol 174.07
    methyl formate 88.59
    2-methyl-1-butanol 196.22
    n-decane 10.51
    butyronitrile 138.58
    3,7-dimethyl-1-octanol 111.04
    1-chlorooctane 43.27
    1-chlorotetradecane 18.23
    n-nonane 10.2
    undecane 8.02
    tert-butylcyclohexane 18.72
    cyclooctane 7.51
    cyclopentanol 244.98
    tetrahydropyran 306.38
    tert-amyl methyl ether 132.17
    2,5,8-trioxanonane 226.65
    1-hexene 94.88
    2-isopropoxyethanol 171.12
    2,2,2-trifluoroethanol 50.33
    methyl butyrate 91.31

    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
Lemon balm (Spain) 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 0.05%
Etrog, leaf Citrus medica L., cultivar ethrog Engl., fam. Rutaceae 0.96%
Pectis elongata Pectis elongata Kunth, fam. Asteraceae (Compositae) 4.0%
Bay, West Indian (Guadeloupe) 1b 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 0.1%
Spearmint, scotch (Japan) Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 0.14%
Lemongrass (Burkina Faso) 8007-02-1 Cymbopogon citratus (DC) Stapf (C. flexuosus), fam. Poaceae (Gramineae) 0.2%
Bay, West Indian (Guadeloupe) 2a 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 0.1%
Bay, West Indian (Guadeloupe) 2b 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 0.13%
Backhousia citriodora Backhousia citriodora F. Muell., fam. Myrtaceae 0.65%