Ethyl cinnamate

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  • Identifiers

    CAS number
    103-36-6

    Molecular formula
    C11H12O2

    SMILES
    CCOC(=O)/C=C/C1=CC=CC=C1

    Retention indicies (RI)

    • DB5: 1480.5
    • Carbowax: 2072.5

  • Odor profile

    Sweet 91.9%
    Fruity 87.87%
    Balsamic 86.68%
    Spicy 69.8%
    Cinnamon 66.4%
    Floral 63.22%
    Honey 50.48%
    Cherry 50.35%
    Powdery 43.47%
    Berry 41.38%

    Scent© AI

  • Properties

    XLogP3-AA
    3.0

    Molecular weight
    176.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    262°C

    Flash point est.
    127.22 ˚C

    Solubility expt.

    • insoluble in water; miscible in alcohols
    • miscible (in ethanol)

  • Synonyms

    • ETHYL CINNAMATE
    • 103-36-6
    • 4192-77-2
    • Ethylcinnamate
    • Ethyl 3-phenylacrylate
    • Cinnamic acid ethyl ester
    • (E)-ethyl cinnamate
    • Ethylcinnamoate
    • Cinnamic acid, ethyl ester
    • ethyl (E)-3-phenylprop-2-enoate
    • Ethyl trans-cinnamate
    • 2-Propenoic acid, 3-phenyl-, ethyl ester
    • Ethyl 3-phenyl-2-propenoate
    • Ethyl benzylideneacetate
    • Ethyl 3-phenylpropenoate
    • Ethyl beta-phenylacrylate
    • FEMA No. 2430
    • Ethyl cinnamate (natural)
    • SemaSORB 9827
    • ethyl-(E)-cinnamate,ethyl-trans-cinnamate
    • NSC 6773
    • ethyl (2E)-3-phenylprop-2-enoate
    • EINECS 203-104-6
    • UNII-C023P3M5JJ
    • ethyl (2E)-3-phenylacrylate
    • Ethyl (E)-cinnamate
    • BRN 1238804
    • C023P3M5JJ
    • AI3-00667
    • Ethyl 3-Phenylpropenate
    • NSC-6773
    • 3-Phenylpropenoic acid ethyl
    • 3-Phenyl-2-propenoic acid, ethyl ester
    • CHEBI:4895
    • DTXCID802520
    • DTXSID9022520
    • 2-Propenoic acid, 3-phenyl-, ethyl ester, (E)-
    • trans-Ethyl cinnamate
    • 3-Phenyl-2-propenoic acid ethyl ester
    • MFCD00009189
    • Ethyl trans-Cinnamate-d5
    • ETHYL CINNAMATE (MART.)
    • ETHYL CINNAMATE [MART.]
    • Ethyl cinnamate, trans
    • 856765-68-9
    • Ethyl (2E)-3-phenyl-2-propenoate
    • trans-ethylcinnamate
    • (E)-ethylcinnamate
    • ethyl-(e)-cinnamate
    • Ethyl cinnamate, 99%
    • ethyl trans-cinnamic acid
    • Ethyl cinnamate (Standard)
    • Ethyl trans-3-Phenylacrylate
    • WLN: 2OV1U1R
    • cis-Ethyl Cinnamate (contains up to 10% Ethyl dihydrocinnamate
    • 3-Phenyl-acrylicacidethylester
    • BIDD:ER0267
    • ETHYL CINNAMATE [FCC]
    • SCHEMBL112445
    • 2-Propenoic acid, 3-phenyl-, ethyl ester, (2E)-
    • ETHYL CINNAMATE [FHFI]
    • CHEMBL318196
    • trans-cinnamic acid ethyl ester
    • CINNAMIC ACID,ETHYL ESTER
    • HY-Y0121R
    • NSC6773
    • Cinnamic acid, ethyl ester (6CI,7CI,8CI); 3-Phenyl-2-propenoic acid ethyl ester
    • DTXSID601017688
    • 3-Phenyl-acrylic acid, ethyl ester
    • HY-Y0121
    • Ethyl cinnamate, analytical standard
    • Tox21_302638
    • AC8020
    • AKOS008947908
    • Ethyl cinnamate, >=98%, FCC, FG
    • CINNAMIC ACID ETHYL ESTER [MI]
    • CS-W020629
    • Ethyl (2E)-3-phenyl-2-propenoate #
    • FE30861
    • HY-W236273
    • trans-3-Phenylacrylic Acid Ethyl Ester
    • (E)-3-Phenyl-acrylic acid ethyl ester
    • Ethyl cinnamate, natural, >=95%, FG
    • NCGC00256672-01
    • AS-75482
    • CAS-103-36-6
    • DB-370521
    • CS-0356392
    • NS00012381
    • EN300-49203
    • C06359
    • EN300-306003
    • Q204182
    • Z53834692
    • 203-104-6

  • Applications

    Ethyl cinnamate (CAS 103-36-6) is a naturally occurring fragrant ester found in cinnamon and various fruits, employed broadly in perfumery to impart warm, sweet, fruity nuances to fine fragrances, air-freshening compositions and scented candles; in the flavor industry to reproduce vanilla-cinnamon notes in candies, baked goods, beverages and chewing gum; in cosmetics to soften and mask raw-material odors in creams, lipsticks and shampoos while adding a delicate scent; in pharmaceuticals as a flavoring excipient for syrups and chewable tablets and as a candidate antioxidant and anti-inflammatory agent; in paints and plastics as a high-boiling solvent that improves film gloss; in agriculture as a semiochemical for insect lures and a post-harvest preservative; and as a valuable intermediate for synthesizing cinnamate derivatives used as UV absorbers, photoinitiators, fluorescent materials and other organic optoelectronic compounds under active research.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 294.52
    methanol 381.86
    isopropanol 125.74
    water 0.16
    ethyl acetate 483.03
    n-propanol 192.84
    acetone 734.73
    n-butanol 169.53
    acetonitrile 501.91
    DMF 1524.61
    toluene 237.39
    isobutanol 111.09
    1,4-dioxane 687.44
    methyl acetate 434.56
    THF 673.04
    2-butanone 497.8
    n-pentanol 134.02
    sec-butanol 126.14
    n-hexane 20.62
    ethylene glycol 73.73
    NMP 895.87
    cyclohexane 24.03
    DMSO 1539.71
    n-butyl acetate 286.35
    n-octanol 47.15
    chloroform 1386.11
    n-propyl acetate 253.26
    acetic acid 394.18
    dichloromethane 1625.94
    cyclohexanone 588.1
    propylene glycol 84.27
    isopropyl acetate 222.75
    DMAc 1069.39
    2-ethoxyethanol 284.27
    isopentanol 148.58
    n-heptane 9.22
    ethyl formate 187.9
    1,2-dichloroethane 1241.29
    n-hexanol 130.68
    2-methoxyethanol 495.11
    isobutyl acetate 150.35
    tetrachloromethane 68.25
    n-pentyl acetate 113.62
    transcutol 1581.75
    n-heptanol 46.07
    ethylbenzene 115.64
    MIBK 192.49
    2-propoxyethanol 284.12
    tert-butanol 203.46
    MTBE 257.37
    2-butoxyethanol 128.79
    propionic acid 237.0
    o-xylene 108.86
    formic acid 120.9
    diethyl ether 414.06
    m-xylene 113.82
    p-xylene 124.29
    chlorobenzene 370.01
    dimethyl carbonate 230.48
    n-octane 4.08
    formamide 318.95
    cyclopentanone 759.55
    2-pentanone 378.31
    anisole 329.34
    cyclopentyl methyl ether 313.47
    gamma-butyrolactone 819.05
    1-methoxy-2-propanol 307.26
    pyridine 785.51
    3-pentanone 325.65
    furfural 638.11
    n-dodecane 4.63
    diethylene glycol 239.7
    diisopropyl ether 77.45
    tert-amyl alcohol 171.39
    acetylacetone 526.51
    n-hexadecane 5.51
    acetophenone 273.36
    methyl propionate 445.9
    isopentyl acetate 236.33
    trichloroethylene 1996.75
    n-nonanol 45.58
    cyclohexanol 144.11
    benzyl alcohol 201.41
    2-ethylhexanol 85.52
    isooctanol 40.63
    dipropyl ether 125.01
    1,2-dichlorobenzene 335.68
    ethyl lactate 102.35
    propylene carbonate 365.04
    n-methylformamide 451.69
    2-pentanol 102.58
    n-pentane 11.49
    1-propoxy-2-propanol 177.76
    1-methoxy-2-propyl acetate 272.49
    2-(2-methoxypropoxy) propanol 218.39
    mesitylene 64.63
    ε-caprolactone 427.22
    p-cymene 52.97
    epichlorohydrin 1116.74
    1,1,1-trichloroethane 542.75
    2-aminoethanol 144.91
    morpholine-4-carbaldehyde 670.7
    sulfolane 1026.96
    2,2,4-trimethylpentane 11.28
    2-methyltetrahydrofuran 439.25
    n-hexyl acetate 176.63
    isooctane 8.32
    2-(2-butoxyethoxy)ethanol 276.21
    sec-butyl acetate 164.97
    tert-butyl acetate 249.93
    decalin 25.71
    glycerin 142.42
    diglyme 599.86
    acrylic acid 241.09
    isopropyl myristate 70.55
    n-butyric acid 285.22
    acetyl acetate 305.39
    di(2-ethylhexyl) phthalate 76.44
    ethyl propionate 246.06
    nitromethane 987.06
    1,2-diethoxyethane 384.44
    benzonitrile 260.17
    trioctyl phosphate 45.72
    1-bromopropane 440.11
    gamma-valerolactone 777.58
    n-decanol 35.15
    triethyl phosphate 101.94
    4-methyl-2-pentanol 63.15
    propionitrile 304.84
    vinylene carbonate 350.31
    1,1,2-trichlorotrifluoroethane 556.87
    DMS 264.01
    cumene 67.58
    2-octanol 31.55
    2-hexanone 240.28
    octyl acetate 85.44
    limonene 78.08
    1,2-dimethoxyethane 522.49
    ethyl orthosilicate 92.7
    tributyl phosphate 75.11
    diacetone alcohol 249.76
    N,N-dimethylaniline 178.05
    acrylonitrile 501.25
    aniline 288.52
    1,3-propanediol 182.06
    bromobenzene 445.62
    dibromomethane 915.56
    1,1,2,2-tetrachloroethane 1398.34
    2-methyl-cyclohexyl acetate 146.98
    tetrabutyl urea 101.68
    diisobutyl methanol 50.95
    2-phenylethanol 160.94
    styrene 196.33
    dioctyl adipate 128.96
    dimethyl sulfate 410.03
    ethyl butyrate 195.35
    methyl lactate 159.94
    butyl lactate 98.36
    diethyl carbonate 159.75
    propanediol butyl ether 124.81
    triethyl orthoformate 131.78
    p-tert-butyltoluene 51.68
    methyl 4-tert-butylbenzoate 160.9
    morpholine 751.92
    tert-butylamine 120.5
    n-dodecanol 28.3
    dimethoxymethane 569.67
    ethylene carbonate 274.49
    cyrene 180.09
    2-ethoxyethyl acetate 231.95
    2-ethylhexyl acetate 189.9
    1,2,4-trichlorobenzene 407.42
    4-methylpyridine 578.88
    dibutyl ether 115.69
    2,6-dimethyl-4-heptanol 50.95
    DEF 559.18
    dimethyl isosorbide 341.15
    tetrachloroethylene 693.0
    eugenol 171.94
    triacetin 218.99
    span 80 144.21
    1,4-butanediol 67.05
    1,1-dichloroethane 769.75
    2-methyl-1-pentanol 134.72
    methyl formate 288.12
    2-methyl-1-butanol 142.87
    n-decane 6.71
    butyronitrile 246.49
    3,7-dimethyl-1-octanol 63.64
    1-chlorooctane 46.14
    1-chlorotetradecane 20.43
    n-nonane 5.89
    undecane 5.43
    tert-butylcyclohexane 21.7
    cyclooctane 7.37
    cyclopentanol 139.59
    tetrahydropyran 485.46
    tert-amyl methyl ether 197.72
    2,5,8-trioxanonane 413.15
    1-hexene 115.25
    2-isopropoxyethanol 186.64
    2,2,2-trifluoroethanol 113.7
    methyl butyrate 313.02

    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
Cassia, branch & leaf (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.37%
Cassia, bark (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.42%
Cassia, leaf (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 1.24%
Cinnamon leaf 1 8007-80-5 Cinnamomum zeylanicum Blume (C. verum L. Presl), fam. Lauraceae 0.01%
Clove bud (Malagasy) 8000-34-8 Eugenia caryophyllus (Spreng.) Bullock & Harrison (E.caryophyllata Thunb.) 0.01%
Savory, summer (Italy) 2 8016-68-0 Satureja hortensis L., fam. Lamiaceae (Labiatae) 0.1%
Narcissus poeticus absolute 8023-75-4 Narcissus poeticus L., fam. Amaryllidaceae 0.1%
Mandrake fruit (Israel) Mandragora officinarum L., fam. Solanaceae 0.49%
Cassia, bark (China) 2 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.01%
Artabotrys hexapetalus flower headspace (China) Artabotrys hexapetalus (L.) f. Bhandari, fam. Annonaceae 0.24%
Styrax (Honduras) 8024-01-9 Liquidambar styraciflua L., fam. Hamamelidaceae 0.2%
Daphne tangutica flower concrete (China) Daphne tangutica Maxim., fam. Thymelaeaceae 0.66%
Kaempferia galanga rhizome (China) Kaempferia galanga L. (Alpinia sessilis Kon.), fam. Zingiberaceae 13.24%
Clover, white flower (Austria) Trifolium repens L., fam Liguminosae (Papilionaceae) 0.2%
Clover, red flower (Austria) 85085-25-2 Trifolium pratense L., fam. Leguminosae (Papilionaceae) 1.5%
Rosa rugosa (China) 1 Rosa rugosa Thunb. (hybrids), fam. Rosaceae 0.01%
Genipap fruit (Brazil) Genipa americana L., fam. Rubiaceae 1.0%
Cassia, bark (China) 5 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.27%
Carob bean powder 2a raw 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.1%
Carob bean powder 2b roasted 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.01%
Carrot umbel (Poland) 8015-88-1 Daucus carota L. ssp. carota, fam. Apiaceae (Umbelliferae) 0.01%
Geneps fruit (Cuba) Melicocca bijuga L., fam. Sapindaceae 0.01%
Banana passa headspace extract (Brazil) 89957-82-4 Musa cavendishii cultivar nanica, fam. Musaceae 0.05%
Pichana (Broom) (Argentina) Baccharis spartioides (Hook. et Arn.) Remy, fam. Asteraceae (Compositae) 0.9%