Benzyl Cinnamate

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  • Identifiers

    CAS number
    103-41-3

    Molecular formula
    C16H14O2

    SMILES
    C1=CC=C(C=C1)COC(=O)/C=C/C2=CC=CC=C2

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 2153.0
    • Carbowax: 2769.0

  • Odor profile

    Balsamic 92.16%
    Sweet 87.39%
    Fruity 77.05%
    Spicy 73.18%
    Cinnamon 65.73%
    Floral 56.79%
    Honey 49.77%
    Rose 45.49%
    Cherry 41.49%
    Cocoa 38.89%

    Scent© AI

  • Properties

    XLogP3-AA
    3.8

    Molecular weight
    238.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 39 °C
    • MELTING POINT: 35-36 °C /TRANS/; 30 °C /CIS/

    Boiling point

    • 228-230 °C @ 22 mm Hg

    Flash point est.
    181.58 ˚C

    Flash point expt.

    • GREATER THAN 100 °C

    Solubility expt.

    • 1:8 IN 90% ALCOHOL
    • Practically insol in water, propylene glycol and glycerin. Sol in alcohol, ether, oils.
    • insoluble in water; soluble in oils
    • very soluble (in ethanol)

  • Synonyms

    • BENZYL CINNAMATE
    • 103-41-3
    • Cinnamein
    • Benzylcinnamoate
    • Benzyl 3-phenylpropenoate
    • Cinnamic acid, benzyl ester
    • Benzylcinnamate
    • benzyl (E)-3-phenylprop-2-enoate
    • Benzyl alcohol, cinnamic ester
    • FEMA No. 2142
    • Benzyl-3-phenylpropenoate
    • trans-Cinnamic acid benzyl ester
    • Cinnamic acid benzyl ester
    • Benzyl gamma-phenylacrylate
    • Benzyltrans Cinnamate
    • Benzylester kyseliny skoricove
    • NSC 11780
    • Benzyl (E)-Cinnamate
    • HSDB 359
    • Phenylmethyl 3-phenyl-2-propenoate
    • Benzyl alcohol, cinnamate
    • EINECS 203-109-3
    • 3-Phenyl-2-propenoic acid phenylmethyl ester
    • Benzyl .gamma.-phenylacrylate
    • Benzylester kyseliny skoricove [Czech]
    • Benzyl 3-phenyl-2-propenoate
    • 3-Phenyl-2-propenoic acid benzyl ester
    • V67O3RO97U
    • benzyl trans-cinnamate
    • AI3-01268
    • benzyl (2E)-3-phenylprop-2-enoate
    • BENZYL CINNAMATE [MI]
    • benzyl (2E)-3-phenylacrylate
    • BENZYL CINNAMATE [FCC]
    • 2-Propenoic acid, 3-phenyl-, phenylmethyl ester
    • CHEMBL361197
    • BENZYL CINNAMATE [FHFI]
    • BENZYL CINNAMATE [HSDB]
    • 78277-23-3
    • DTXCID1021663
    • DTXSID3041663
    • BENZYL CINNAMATE, (E)-
    • BENZYL CINNAMATE [MART.]
    • CHEBI:146174
    • BENZYL CINNAMATE [WHO-DD]
    • NSC-11780
    • NSC-44403
    • NCGC00166124-01
    • MFCD00004789
    • 3-phenyl-2-propenoic acid, phenylmethyl ester
    • Benzyl alcohol cinnamic ester
    • 2-Propenoic acid, 3-phenyl-, phenylmethyl ester, (2E)-
    • BENZYL CINNAMATE (MART.)
    • CAS-103-41-3
    • FEMA 2142
    • UNII-V67O3RO97U
    • Benzyl (2E)-3-phenyl-2-propenoate
    • benzyl (2Z)-3-phenylprop-2-enoate
    • Benzyl cinnamic acid
    • Benzyl3phenylpropenoate
    • Benzyl 3phenylpropenoate
    • Benzyl cinnamate, 99%
    • benzyl cinnamate (trans)
    • Benzyl gammaphenylacrylate
    • Benzyl cinnamate (Standard)
    • Benzyl cinnamate, >=98%
    • SCHEMBL43212
    • Phenylmethyl 3phenyl2propenoate
    • BENZYL CINNAMATE [INCI]
    • 2-Propenoic acid, 3-phenyl-, phenylmethyl ester, (E)-
    • HY-N7090R
    • DTXSID00880905
    • HY-N7090
    • Tox21_112329
    • Tox21_300699
    • 3-Phenyl-acrylic acid, benzyl ester
    • BDBM50149609
    • s5167
    • STL282668
    • Benzyl laquo gammaRaquo-phenylacrylate
    • AKOS002944462
    • Tox21_112329_1
    • CCG-266864
    • CS-W010306
    • (E)-3-Phenyl-acrylic acid benzyl ester
    • 3Phenyl2propenoic acid phenylmethyl ester
    • NCGC00166124-02
    • NCGC00166124-03
    • NCGC00254607-01
    • trans-3-Phenyl-acrylic acid benzyl ester
    • AS-14650
    • 2Propenoic acid, 3phenyl, phenylmethyl ester
    • NS00007454
    • SBI-0654041.0001
    • SR-01000944730
    • Q9197460
    • SR-01000944730-1
    • Z19782660
    • 203-109-3
    • 884-588-1

  • Applications

    Benzyl cinnamate (CAS 103-41-3) is the natural ester of benzyl alcohol and trans-cinnamic acid and is widely employed in fragrance, cosmetic, pharmaceutical and food industries due to its mild balsamic-sweet scent, excellent fixative capacity and pronounced ultraviolet absorption; it is added to perfumes, sunscreens, lipsticks and skin-care creams to prolong fragrance longevity, stabilise formulations and act as a UV filter that helps shield skin from sunlight; in medicine the compound is combined with benzyl benzoate in topical preparations for scabies, dermatitis and wound disinfection thanks to its antimicrobial action; in food it is permitted at trace levels as a flavour enhancer and natural preservative for candies, baked goods and beverages; additionally benzyl cinnamate serves as an intermediate for synthesising active pharmaceuticals, high-grade aroma chemicals, alkyd resins and bio-plasticisers, and as a flavour additive for tobacco, making it a versatile multi-functional component in modern manufacturing.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 51.03
    methanol 67.33
    isopropanol 18.16
    water 0.06
    ethyl acetate 216.1
    n-propanol 35.08
    acetone 73.93
    n-butanol 26.76
    acetonitrile 127.76
    DMF 135.65
    toluene 91.67
    isobutanol 17.35
    1,4-dioxane 181.15
    methyl acetate 175.76
    THF 274.5
    2-butanone 145.05
    n-pentanol 27.33
    sec-butanol 25.4
    n-hexane 1.78
    ethylene glycol 11.16
    NMP 81.1
    cyclohexane 2.38
    DMSO 191.28
    n-butyl acetate 91.23
    n-octanol 12.28
    chloroform 485.39
    n-propyl acetate 104.44
    acetic acid 71.78
    dichloromethane 668.35
    cyclohexanone 105.28
    propylene glycol 19.24
    isopropyl acetate 100.49
    DMAc 297.55
    2-ethoxyethanol 87.13
    isopentanol 26.83
    n-heptane 2.97
    ethyl formate 66.23
    1,2-dichloroethane 497.42
    n-hexanol 27.33
    2-methoxyethanol 112.2
    isobutyl acetate 61.87
    tetrachloromethane 12.0
    n-pentyl acetate 38.73
    transcutol 664.23
    n-heptanol 13.34
    ethylbenzene 55.37
    MIBK 76.04
    2-propoxyethanol 83.25
    tert-butanol 25.71
    MTBE 47.86
    2-butoxyethanol 48.04
    propionic acid 58.39
    o-xylene 43.89
    formic acid 27.03
    diethyl ether 94.45
    m-xylene 39.89
    p-xylene 47.11
    chlorobenzene 132.06
    dimethyl carbonate 93.53
    n-octane 1.38
    formamide 91.77
    cyclopentanone 153.57
    2-pentanone 98.32
    anisole 164.95
    cyclopentyl methyl ether 68.02
    gamma-butyrolactone 234.91
    1-methoxy-2-propanol 84.75
    pyridine 317.93
    3-pentanone 99.79
    furfural 223.68
    n-dodecane 1.56
    diethylene glycol 57.29
    diisopropyl ether 20.24
    tert-amyl alcohol 29.66
    acetylacetone 186.58
    n-hexadecane 1.84
    acetophenone 136.03
    methyl propionate 158.51
    isopentyl acetate 87.71
    trichloroethylene 869.89
    n-nonanol 14.12
    cyclohexanol 18.84
    benzyl alcohol 71.94
    2-ethylhexanol 24.47
    isooctanol 13.84
    dipropyl ether 54.52
    1,2-dichlorobenzene 133.65
    ethyl lactate 42.63
    propylene carbonate 128.48
    n-methylformamide 85.12
    2-pentanol 19.03
    n-pentane 1.13
    1-propoxy-2-propanol 61.35
    1-methoxy-2-propyl acetate 135.18
    2-(2-methoxypropoxy) propanol 92.79
    mesitylene 22.39
    ε-caprolactone 115.55
    p-cymene 25.73
    epichlorohydrin 519.25
    1,1,1-trichloroethane 163.39
    2-aminoethanol 26.31
    morpholine-4-carbaldehyde 143.7
    sulfolane 210.76
    2,2,4-trimethylpentane 2.27
    2-methyltetrahydrofuran 112.48
    n-hexyl acetate 51.42
    isooctane 1.69
    2-(2-butoxyethoxy)ethanol 118.66
    sec-butyl acetate 81.93
    tert-butyl acetate 100.43
    decalin 5.47
    glycerin 29.71
    diglyme 297.04
    acrylic acid 60.28
    isopropyl myristate 26.85
    n-butyric acid 71.35
    acetyl acetate 128.34
    di(2-ethylhexyl) phthalate 27.87
    ethyl propionate 116.46
    nitromethane 263.93
    1,2-diethoxyethane 174.39
    benzonitrile 100.34
    trioctyl phosphate 15.04
    1-bromopropane 129.44
    gamma-valerolactone 204.98
    n-decanol 11.34
    triethyl phosphate 46.6
    4-methyl-2-pentanol 17.02
    propionitrile 89.88
    vinylene carbonate 126.74
    1,1,2-trichlorotrifluoroethane 179.25
    DMS 100.87
    cumene 30.4
    2-octanol 8.16
    2-hexanone 83.45
    octyl acetate 29.31
    limonene 30.31
    1,2-dimethoxyethane 189.18
    ethyl orthosilicate 42.2
    tributyl phosphate 24.27
    diacetone alcohol 93.15
    N,N-dimethylaniline 80.57
    acrylonitrile 150.05
    aniline 75.6
    1,3-propanediol 34.16
    bromobenzene 153.95
    dibromomethane 304.86
    1,1,2,2-tetrachloroethane 543.93
    2-methyl-cyclohexyl acetate 68.08
    tetrabutyl urea 33.82
    diisobutyl methanol 20.99
    2-phenylethanol 63.25
    styrene 81.73
    dioctyl adipate 53.75
    dimethyl sulfate 122.54
    ethyl butyrate 97.09
    methyl lactate 56.4
    butyl lactate 36.31
    diethyl carbonate 77.46
    propanediol butyl ether 41.06
    triethyl orthoformate 60.61
    p-tert-butyltoluene 23.45
    methyl 4-tert-butylbenzoate 81.05
    morpholine 175.56
    tert-butylamine 14.02
    n-dodecanol 9.42
    dimethoxymethane 185.77
    ethylene carbonate 90.2
    cyrene 71.15
    2-ethoxyethyl acetate 97.41
    2-ethylhexyl acetate 67.86
    1,2,4-trichlorobenzene 153.53
    4-methylpyridine 174.89
    dibutyl ether 40.36
    2,6-dimethyl-4-heptanol 20.99
    DEF 119.63
    dimethyl isosorbide 185.15
    tetrachloroethylene 237.46
    eugenol 75.62
    triacetin 96.3
    span 80 51.65
    1,4-butanediol 14.81
    1,1-dichloroethane 203.17
    2-methyl-1-pentanol 34.89
    methyl formate 70.06
    2-methyl-1-butanol 25.56
    n-decane 2.27
    butyronitrile 65.48
    3,7-dimethyl-1-octanol 21.79
    1-chlorooctane 14.2
    1-chlorotetradecane 6.83
    n-nonane 1.83
    undecane 1.84
    tert-butylcyclohexane 5.07
    cyclooctane 1.07
    cyclopentanol 18.15
    tetrahydropyran 109.78
    tert-amyl methyl ether 49.44
    2,5,8-trioxanonane 202.17
    1-hexene 17.83
    2-isopropoxyethanol 60.39
    2,2,2-trifluoroethanol 26.05
    methyl butyrate 123.92

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.36 % Category 7A
Rinse-off products applied to the hair with some hand contact
 2.4 %
Category 2
Products applied to the axillae
 0.11 % Category 7B
Leave-on products applied to the hair with some hand contact
 2.4 %
Category 3
Products applied to the face/body using fingertips
 1.2 % Category 8
Products with significant anogenital exposure
 0.17 %
Category 4
Products related to fine fragrance
 2 % Category 9
Products with body and hand exposure, primarily rinse off
 3.9 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.51 % Category 10A
Household care products with mostly hand contact
 3.9 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.51 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 14 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.51 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.17 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.17 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.17 %
Category 6
Products with oral and lip exposure
 1.2 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Cabreuva balsam Myroxylon peruiferum L. F., fam. Leguminosae (Papillionaceae) 30.1%
Cumin (India) 1 8014-30-9 Cuminum cyminum L., fam. Apiaceae (Umbelliferae) 4.47%
Styrax (Honduras) 8024-01-9 Liquidambar styraciflua L., fam. Hamamelidaceae 1.7%
Cumin (Turkey) 7 8014-30-9 Cuminum cyminum L., fam. Apiaceae (Umbelliferae) 0.05%
Tejpat leaf (cinnamaldehyde-type) 1 Cinnamomum tamala (Ham.) Nees et Eberm., fam. Lauraceae 1.8%