Methyl Cinnamate

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  • Identifiers

    CAS number
    1754-62-7

    Molecular formula
    C10H10O2

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

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1380.6
    • Carbowax: 2062.67

  • Odor profile

    Sweet 91.03%
    Fruity 90.56%
    Balsamic 80.95%
    Spicy 67.79%
    Cinnamon 66.51%
    Cherry 57.44%
    Floral 56.18%
    Honey 44.41%
    Powdery 41.85%
    Almond 40.7%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    Molecular weight
    162.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    259°C

    Flash point est.
    114.72 ˚C

    Solubility expt.

    • insoluble in water; soluble in oils
    • moderately soluble (in ethanol)

  • Synonyms

    • Methyl cinnamate
    • 103-26-4
    • Methyl trans-cinnamate
    • 1754-62-7
    • Methyl (E)-cinnamate
    • Cinnamic acid methyl ester
    • Methyl (E)-3-phenylprop-2-enoate
    • Methyl 3-phenylpropenoate
    • Methyl cinnamylate
    • Methyl 3-phenylacrylate
    • Methylcinnamate
    • methyl-3-phenylprop-2-enoate
    • trans-Methyl cinnamate
    • (E)-Methyl cinnamate
    • FEMA No. 2698
    • Methyl cinnamate (natural)
    • CINNAMIC ACID, METHYL ESTER
    • Methyl trans-3-phenyl-2-propenoate
    • Methyl 3-phenyl-2-propenoate
    • methyl (2E)-3-phenylprop-2-enoate
    • SemaSORB 9815
    • trans-Cinnamic acid methyl ester
    • NSC 9411
    • 2-Propenoic acid, 3-phenyl-, methyl ester
    • 2-propenoic acid, 3-phenyl-, methyl ester, (2E)-
    • EINECS 203-093-8
    • 533CV2ZCQL
    • AI3-00579
    • Methyl (E)-3-phenyl-2-propenoate
    • NSC-9411
    • 2-PROPENOIC ACID, 3-PHENYL-, METHYL ESTER, (E)-
    • trans-Methyl 3-Phenyl-2-propenoate
    • Cinnamic acid, methyl ester, (E)-
    • MFCD00008458
    • (E)-3-Phenylacrylic acid methyl ester
    • METHYL CINNAMATE [FCC]
    • CHEBI:6857
    • Methyl (2E)-3-phenylacrylate
    • Methyl (E)-3-phenylpropenoate
    • METHYL CINNAMATE [FHFI]
    • DTXCID5028118
    • DTXSID5044314
    • DTXSID6042151
    • METHYL CINNAMATE, (E)-
    • 3-Phenyl-2-propenoic acid methyl
    • EC 203-093-8
    • 3-Phenyl-2-propenoic acid methyl ester
    • CINNAMIC ACID METHYL ESTER [MI]
    • methyl 3-phenylprop-2-enoate
    • cis-methyl cinnamate
    • Methyl cinnamate, (E)
    • UNII-533CV2ZCQL
    • Methyl (2E)-3-phenyl-2-propenoate
    • Methyl(E)-cinnamate
    • methyl trans cinnamate
    • methyl-trans-cinnamate
    • Methyl 3phenylacrylate
    • Methyl 3phenylpropenoate
    • Methyl 3phenyl2propenoate
    • WLN: 1OV1U1R
    • ghl.PD_Mitscher_leg0.369
    • CHEMBL55060
    • Methyl trans-3-Phenylacrylate
    • Methyl trans-cinnamate, 99%
    • SCHEMBL101530
    • (e)-cinnamic acid methyl ester
    • DTXCID4022151
    • Methyl (2E)-3-phenylpropenoate
    • NSC9411
    • CHEBI:194138
    • Tox21_301384
    • Tox21_304025
    • s6221
    • STL582416
    • Methyl cinnamate, >=99.0% (GC)
    • AKOS015890136
    • CS-W017928
    • FM30860
    • HY-W017212
    • 2Propenoic acid, 3phenyl, methyl ester
    • Methyl (2E)-3-phenyl-2-propenoate #
    • trans-3-Phenylacrylic Acid Methyl Ester
    • NCGC00255910-01
    • NCGC00357235-01
    • CAS-103-26-4
    • DA-65377
    • DS-17838
    • LS-13765
    • CAS-1754-62-7
    • Methyl trans-cinnamate, analytical standard
    • Methyl trans-cinnamate, >=98%, FCC, FG
    • (E)-3-Phenyl-2-propenoic acid methyl ester
    • (E)-methyl ester 3-phenyl-2-propenoic acid
    • NS00001299
    • (2E)-3-Phenyl-2-propenoic acid methyl ester
    • EN300-91678
    • trans-3-Phenyl-2-propenoic acid methyl ester
    • C06358
    • EN300-365971
    • Methyl cinnamate, analytical reference material
    • Methyl cinnamate, natural, >=98%, FCC, FG
    • P16737
    • trans-3-phenyl-prop-2-enoic acid methyl ester
    • Q204178
    • Z19782655
    • InChI=1/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7
    • 203-093-8
    • 642-005-6

  • Applications

    Methyl trans-cinnamate (methyl (E)-3-phenyl-2-propenoate, CAS 1754-62-7) is a naturally occurring aromatic ester isolated or synthesized from cinnamon, star anise and other essential oils, celebrated for its sweet, slightly spicy scent; in the food industry it serves as a flavoring additive for candies, baked goods, beverages and tobacco as well as a flavor fixer that stabilizes cinnamon- or vanilla-containing products, while in cosmetics and perfumery it provides a warm base note, prolongs fragrance persistence and masks solvent off-odors, additionally exhibiting UV-B absorption that makes it a useful co-active in sunscreens, lipsticks and skin creams to boost SPF; in agriculture it is investigated as a bio-pesticide thanks to insect-repellent and antifungal activity; in pharmaceuticals methyl trans-cinnamate functions as an intermediate for anti-inflammatory, antibacterial, antifungal and antioxidant derivatives and is incorporated into nano-delivery systems to enhance the bioavailability of polyphenolic drugs; furthermore, owing to its unsaturated ester moiety the compound participates in polymerization, copolymerization and cross-esterification reactions, supporting the production of fragrant plastics, printing inks, coatings and smart materials.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 186.29
    methanol 206.53
    isopropanol 81.96
    water 0.17
    ethyl acetate 440.99
    n-propanol 115.19
    acetone 181.64
    n-butanol 87.79
    acetonitrile 290.18
    DMF 413.41
    toluene 191.2
    isobutanol 62.12
    1,4-dioxane 511.62
    methyl acetate 348.46
    THF 319.77
    2-butanone 273.3
    n-pentanol 73.3
    sec-butanol 87.47
    n-hexane 3.09
    ethylene glycol 45.86
    NMP 247.98
    cyclohexane 5.82
    DMSO 392.73
    n-butyl acetate 146.01
    n-octanol 23.38
    chloroform 649.22
    n-propyl acetate 159.69
    acetic acid 169.8
    dichloromethane 782.48
    cyclohexanone 223.89
    propylene glycol 57.03
    isopropyl acetate 153.91
    DMAc 435.43
    2-ethoxyethanol 209.45
    isopentanol 83.26
    n-heptane 3.17
    ethyl formate 129.55
    1,2-dichloroethane 548.23
    n-hexanol 65.62
    2-methoxyethanol 337.7
    isobutyl acetate 82.01
    tetrachloromethane 34.38
    n-pentyl acetate 53.76
    transcutol 1052.15
    n-heptanol 25.88
    ethylbenzene 77.33
    MIBK 106.7
    2-propoxyethanol 162.94
    tert-butanol 126.66
    MTBE 145.56
    2-butoxyethanol 81.61
    propionic acid 142.39
    o-xylene 84.85
    formic acid 89.25
    diethyl ether 248.2
    m-xylene 74.1
    p-xylene 75.05
    chlorobenzene 171.84
    dimethyl carbonate 137.59
    n-octane 1.38
    formamide 266.04
    cyclopentanone 270.1
    2-pentanone 180.63
    anisole 229.35
    cyclopentyl methyl ether 147.01
    gamma-butyrolactone 365.78
    1-methoxy-2-propanol 201.81
    pyridine 523.32
    3-pentanone 173.55
    furfural 370.66
    n-dodecane 1.54
    diethylene glycol 138.21
    diisopropyl ether 39.99
    tert-amyl alcohol 121.26
    acetylacetone 250.27
    n-hexadecane 1.82
    acetophenone 178.03
    methyl propionate 292.98
    isopentyl acetate 124.97
    trichloroethylene 1074.63
    n-nonanol 23.15
    cyclohexanol 62.5
    benzyl alcohol 139.35
    2-ethylhexanol 46.12
    isooctanol 23.61
    dipropyl ether 63.84
    1,2-dichlorobenzene 154.77
    ethyl lactate 64.46
    propylene carbonate 170.68
    n-methylformamide 226.34
    2-pentanol 58.65
    n-pentane 2.65
    1-propoxy-2-propanol 98.91
    1-methoxy-2-propyl acetate 170.25
    2-(2-methoxypropoxy) propanol 132.52
    mesitylene 36.65
    ε-caprolactone 199.78
    p-cymene 31.06
    epichlorohydrin 655.35
    1,1,1-trichloroethane 262.54
    2-aminoethanol 90.76
    morpholine-4-carbaldehyde 355.68
    sulfolane 373.58
    2,2,4-trimethylpentane 4.55
    2-methyltetrahydrofuran 248.82
    n-hexyl acetate 80.84
    isooctane 2.96
    2-(2-butoxyethoxy)ethanol 178.55
    sec-butyl acetate 111.21
    tert-butyl acetate 157.27
    decalin 8.93
    glycerin 99.6
    diglyme 412.51
    acrylic acid 136.07
    isopropyl myristate 33.96
    n-butyric acid 150.64
    acetyl acetate 192.68
    di(2-ethylhexyl) phthalate 38.35
    ethyl propionate 171.53
    nitromethane 460.82
    1,2-diethoxyethane 226.75
    benzonitrile 154.38
    trioctyl phosphate 21.54
    1-bromopropane 185.98
    gamma-valerolactone 370.04
    n-decanol 17.39
    triethyl phosphate 59.27
    4-methyl-2-pentanol 37.13
    propionitrile 197.33
    vinylene carbonate 179.75
    1,1,2-trichlorotrifluoroethane 314.69
    DMS 134.68
    cumene 41.88
    2-octanol 15.42
    2-hexanone 128.2
    octyl acetate 38.95
    limonene 40.26
    1,2-dimethoxyethane 338.92
    ethyl orthosilicate 56.78
    tributyl phosphate 33.85
    diacetone alcohol 168.19
    N,N-dimethylaniline 120.63
    acrylonitrile 291.71
    aniline 190.0
    1,3-propanediol 118.81
    bromobenzene 194.13
    dibromomethane 402.78
    1,1,2,2-tetrachloroethane 690.12
    2-methyl-cyclohexyl acetate 83.53
    tetrabutyl urea 46.05
    diisobutyl methanol 29.0
    2-phenylethanol 102.26
    styrene 124.0
    dioctyl adipate 64.73
    dimethyl sulfate 198.06
    ethyl butyrate 121.68
    methyl lactate 95.51
    butyl lactate 47.89
    diethyl carbonate 99.92
    propanediol butyl ether 77.59
    triethyl orthoformate 80.78
    p-tert-butyltoluene 29.83
    methyl 4-tert-butylbenzoate 98.48
    morpholine 518.86
    tert-butylamine 65.7
    n-dodecanol 13.58
    dimethoxymethane 304.86
    ethylene carbonate 126.94
    cyrene 111.31
    2-ethoxyethyl acetate 135.82
    2-ethylhexyl acetate 103.12
    1,2,4-trichlorobenzene 204.0
    4-methylpyridine 367.38
    dibutyl ether 52.65
    2,6-dimethyl-4-heptanol 29.0
    DEF 269.21
    dimethyl isosorbide 216.82
    tetrachloroethylene 370.97
    eugenol 103.46
    triacetin 119.19
    span 80 78.47
    1,4-butanediol 41.14
    1,1-dichloroethane 334.76
    2-methyl-1-pentanol 79.32
    methyl formate 147.62
    2-methyl-1-butanol 78.42
    n-decane 2.34
    butyronitrile 131.63
    3,7-dimethyl-1-octanol 34.75
    1-chlorooctane 19.36
    1-chlorotetradecane 7.97
    n-nonane 1.98
    undecane 1.86
    tert-butylcyclohexane 8.38
    cyclooctane 2.27
    cyclopentanol 57.89
    tetrahydropyran 260.16
    tert-amyl methyl ether 117.88
    2,5,8-trioxanonane 265.35
    1-hexene 32.41
    2-isopropoxyethanol 134.36
    2,2,2-trifluoroethanol 64.48
    methyl butyrate 186.7

    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
Basil 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Basil (Fiji) 2 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 23.6%
Basil (France) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.03%
Basil (Fiji) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 66.5%
Basil (Italy) 1a CO2-extract 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.2%
Pinus yunnanensis (China) Pinus yunnanensis Franch, fam. Pinaceae 0.51%
Cordia cylindrostachya Cordia cylidrostachya Roem & Schult., fam. Boraginaceae 0.2%
Basil (Portugal) 2 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 4.73%
Lippia alba (S. America) Lippia alba (Mill.) N.E. Brown (Cidreira), fam. Verbenaceae 0.1%
Artemisia judaica (Israel) 1 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.69%
Artemisia judaica (Egypt) 1 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.39%
Artemisia judaica (Egypt) 2 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.3%
Basil (Israel) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 31.94%
Basil (Haiti) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 22.54%
Basil (Morocco) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 38.5%
Zingiber chrysanthum root (India) Zingiber chrysanthum Rosc., fam. Zingiberaceae 2.8%
Artemisia judaica (Israel) 2 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.4%
Cinnamomum parthenoxylum (China) 1b Cinnamomum parthenoxylum (Jack) Nees, fam. Lauraceae 0.1%
Cinnamomum parthenoxylum (China) 1f Cinnamomum parthenoxylum (Jack) Nees, fam. Lauraceae 0.1%
Mimusops elengi flower headspace Mimusops elengi L., fam. Sapotaceae 6.83%
Lycaste aromatica flower headspace Lycaste aromatica Lindl., fam Orchidaceae 45.5%
Aerangis brachycarpa flower headspace Aerangis brachycarpa Rchb. f., fam. Orchidaceae 0.05%
Dendrobium beckleri flower headspace Dendrobium beckleri Sw., fam. Orchidaceae 0.05%
Basil (Italy) 3 CO2-extract 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 4.8%
Basil, var. glabratum (Turkey) 8015-73-4 Ocimum basilicum L. cultivar glabratum, fam. Lamiaceae (Labiatae) 27.28%
Jonquil (France) flower headspace 8023-75-4 Narcissus jonquilla L., fam. Amaryllidaceae 7.8%
Basil (Turkey) 2a 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 12.66%
Basil (Turkey) 2b 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 16.72%
Basil (Denmark) Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.07%
Cinnamon leaf (India) 1b 8007-80-5 Cinnamomum zeylanicum Blume (C. verum L. Presl), fam. Lauraceae 0.01%
Narcissus tazetta absolute 4 8023-75-4 Narcissus tazetta L., fam. Amarillidaceae 15.84%
Narcissus tazetta (var. tazetta) absolute 8023-75-4 Narcissus tazetta L., var. tazetta, fam. Amaryllidaceae 1.13%
Ocimum gratissimum (Aruba) Ocimum gratissimum L., fam. Lamiaceae (Labiatae) 0.1%
Sugandha kokila fruit Cinnamomum glaucescens (Nees) Drury (C. cecidodaphne Meissn.)fam.Lauraceae 13.7%
Basil (Italy) 4a steamdistillate 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 2.5%
Basil (Italy) 4b CO2-extract 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 1.4%
Basil (Italy) 4b extract 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 4.4%
Wartara (India) 2 seed Zanthoxylum armatum DC. (Z. alatum Roxb.), fam. Rutaceae 1.2%
Eschweilera coriacea flower Eschweilera coriacea (A.P.DC.) Mori, fam. Lecythidaceae 1.3%
Manuka (Australia) 1b Leptospermum scoparium J.R. et F. Forst, var. eximium, fam. Myrtaceae 0.01%
Manuka (Australia) 1a Leptospermum scoparium J.R. et F. Forst, var. scoparium, fam. Myrtaceae 0.01%
Tarragon (Italy) 3 8016-88-4 Artemisia dracunculus L. (French type), fam. Asteraceae (Compositae) 0.04%
Cinnamomum aureofulvum leaf Cinnamomum aureofulvum Gamb., fam. Lauraceae 0.05%
Cinnamomum aureofulvum bark Cinnamomum aureofulvum Gamb., fam. Lauraceae 0.3%
Wartara (India) 3 seed Zanthoxylum armatum DC. (Z. alatum Roxb.), fam Rutaceae 0.05%
Cinnamomum cordatum (Malaysia) 1a leaf Cinnamomum cordatum Kosterm., fam. Lauraceae 17.1%
Cerastium candidissimum (Greece) Cerastium candidissimum Correns, fam. Caryophyllaceae 0.9%
Hedychium coronarium rhizome (Mauritius) Hedychium coronarium Koenig, fam. Zingiberaceae 5.1%
Pichana (Broom) (Argentina) Baccharis spartioides (Hook. et Arn.) Remy, fam. Asteraceae (Compositae) 0.7%