3-coumaric acid, (E)-

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  • Identifiers

    CAS number
    14755-02-3

    Molecular formula
    C9H8O3

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

    Safety labels

    Irritant
    Irritant

  • Properties

    XLogP3-AA
    1.8

    Molecular weight
    164.16 g/mol

    Melting point expt.

    • 192 - 194 °C

  • Synonyms

    • RefChem:25927
    • 3-coumaric acid, (E)-
    • 3-Hydroxycinnamic acid
    • 14755-02-3
    • 588-30-7
    • M-COUMARIC ACID
    • 3-Coumaric acid
    • (E)-3-(3-Hydroxyphenyl)acrylic acid
    • m-Hydroxycinnamic acid
    • trans-3-Hydroxycinnamic acid
    • trans-m-Coumaric Acid
    • 3-(3-Hydroxyphenyl)acrylic acid
    • 2-propenoic acid, 3-(3-hydroxyphenyl)-, (2E)-
    • trans-3-Hydroxycinnamate
    • Cinnamic acid, m-hydroxy-
    • MFCD00004390
    • (2E)-3-(3-hydroxyphenyl)prop-2-enoic acid
    • (E)-3-(3-hydroxyphenyl)prop-2-enoic acid
    • (2E)-3-(3-hydroxyphenyl)acrylic acid
    • 2-Propenoic acid, 3-(3-hydroxyphenyl)-
    • trans-3-coumaric acid
    • 3'-Hydroxycinnamic acid
    • (E)-3-(3-Hydroxyphenyl)-2-propenoic acid
    • 3-(3-hydroxyphenyl)prop-2-enoic acid
    • (2E)-3-(3-Hydroxyphenyl)-2-propenoic acid
    • NSC 28956
    • NSC 50308
    • KWJ2DDJ34H
    • 2-Propenoic acid, 3-(3-hydroxyphenyl)-, (E)-
    • CHEMBL98521
    • 3-(3-Hydroxyphenyl)acrylsaeure
    • NSC-28956
    • NSC-50308
    • m-Coumarate
    • 3-hydroxycinnamate
    • (2E)-3-(3-hydroxyphenyl)prop-2-enoate
    • trans-m-Cumaric Acid
    • 3-(3-hydroxyphenyl)acrylate
    • 3-(3-hydroxyphenyl)prop-2-enoate
    • UNII-KWJ2DDJ34H
    • 3-(3-Hydroxy-phenyl)-acrylic acid
    • m-Hydroxycinnamate
    • m-hydroxy-Cinnamate
    • EINECS 209-615-0
    • 3'-Hydroxycinnamate
    • (E)-m-Coumaric acid
    • m-hydroxy-Cinnamic acid
    • AI3-32389
    • bmse000093
    • Cinnamic acid, 3-hydroxy-
    • m-Coumaric acid (Standard)
    • SCHEMBL442408
    • orb1299807
    • SCHEMBL28056886
    • SCHEMBL29405719
    • CHEBI:32357
    • CHEBI:47925
    • HY-N7127R
    • (E)-m-Coumaric acid (Standard)
    • DTXSID001336224
    • 3-(3-hydroxyphenyl)-2-Propenoate
    • ALBB-006261
    • BB_NC-02248
    • MSK40362
    • NSC28956
    • NSC50308
    • m-Coumaric acid, analytical standard
    • trans-3-Hydroxycinnamic acid, 99%
    • BBL013143
    • BDBM50146456
    • EBC-03301
    • EBC-06212
    • s5586
    • SBB057740
    • STK400397
    • AKOS000146568
    • CCG-266308
    • FH37075
    • HY-113357R
    • HYDROXYCINNAMIC ACID, TRANS-3-
    • (E)-3-(3-hydroxyphenyl)-acrylic acid
    • (E)-3-(3-hydroxy-phenyl)-acrylic acid
    • (E)-3-(3-hydroxyphenyl)-2-propenoate
    • (2E)-3-(3-hydroxyphenyl)-2-propenoate
    • AC-16619
    • AS-12450
    • LS-13594
    • ST097477
    • SY014753
    • SY272357
    • HY-113357
    • CS-0062284
    • NS00076981
    • EN300-103182
    • EN300-345689
    • F15419
    • G60884
    • F858789
    • Q6712039
    • Z247613734
    • 358818FD-674F-4656-96AF-40F17C30F2EE
    • InChI=1/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4
    • 14755-02-3

  • Applications

    3-coumaric acid, (E)- (CAS 14755-02-3) is primarily used as an organic synthesis intermediate to access esters, ethers, and other derivatives that serve fragrance and flavor materials. It is commonly employed as a building block in fragrance applications and as a precursor for aroma compounds. In cosmetics and personal care, it may function as an antioxidant additive and as a lead building block for aroma-related ingredients. In polymers and plastics, it is explored as a stabilizer/antioxidant and as a precursor for cinnamate-derived UV-absorbing compounds used in polymer formulations and coatings. In coatings and inks, it can be used to tailor antioxidant and stabilization performance and as a feedstock for specialty resins. In pharmaceuticals and medicinal chemistry, it is used as an intermediate for the synthesis of bioactive small molecules. In industrial manufacturing, it serves as a versatile building block for specialty chemicals and scale-limited synthetic routes.

    gpt-5-nano

1 3

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