O-Coumaric Acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    583-17-5

    Molecular formula
    C9H8O3

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

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Properties

    XLogP3-AA
    1.5

    Molecular weight
    164.16 g/mol

    Melting point expt.

    • 217 dec °C

  • Synonyms

    • 2-Hydroxycinnamic acid
    • o-Coumaric acid
    • 3-(2-hydroxyphenyl)acrylic acid
    • 583-17-5
    • (E)-3-(2-hydroxyphenyl)prop-2-enoic acid
    • (E)-2-hydroxycinnamic acid
    • 2-Propenoic acid, 3-(2-hydroxyphenyl)-
    • 2S0H1PX3LM
    • RefChem:25837
    • 209-500-5
    • 614-60-8
    • trans-2-Hydroxycinnamic acid
    • trans-o-Coumaric acid
    • 2-Coumaric acid
    • trans-o-Hydroxycinnamic acid
    • (E)-o-Hydroxycinnamic acid
    • 2-Coumarate
    • 2-Hydroxycinnamate
    • (2E)-3-(2-hydroxyphenyl)prop-2-enoic acid
    • trans-2-Hydroxycinnamate
    • o-Hydroxy-trans-cinnamic acid
    • (E)-3-(2-Hydroxyphenyl)-2-propenoic acid
    • (2E)-3-(2-HYDROXYPHENYL)ACRYLIC ACID
    • 2-Hydroxycinnamic acid, (E)-
    • CINNAMIC ACID, o-HYDROXY-, (E)-
    • 2-Propenoic acid, 3-(2-hydroxyphenyl)-, (2E)-
    • (E)-3-(2-hydroxyphenyl)acrylic acid
    • 2-Propenoic acid, 3-(2-hydroxyphenyl)-, (E)-
    • 2-Hydroxycinnamic acid, predominantly trans
    • (2E)-3-(2-Hydroxyphenyl)-2-propenoic acid
    • MFCD00004379
    • trans-2-coumaric acid
    • 23AU5FZB9C
    • 3-(2-hydroxyphenyl)prop-2-enoic acid
    • CHEMBL52564
    • 2-Hydroxycinnamic acid, (2E)-
    • NSC-32952
    • (E)-3-(2-HYDROXY-PHENYL)-ACRYLIC ACID
    • 3-(2-hydroxyphenyl)prop-2-enoate
    • CCRIS 5834
    • EINECS 210-386-4
    • NSC 32952
    • UNII-23AU5FZB9C
    • BRN 1100900
    • o-Hydroxycinnamate
    • trans-o-Coumarate
    • ortho-Hydroxycinnamate
    • trans-o-Cumaric Acid
    • trans-o-Hydroxycinnamate
    • O- COUMARIC ACID
    • o-Hydroxy-trans-cinnamate
    • bmse000347
    • Cinnamic acid, o-hydroxy-
    • WLN: QV1U1R BQ
    • SCHEMBL64885
    • O-TRANS-COUMARIC ACID
    • trans-o-hydroxy cinnamic acid
    • (2E)-2-hydroxycinnamic acid
    • 3-(2-hydroxyphenyl)acrylicacid
    • orb1299319
    • QSPL 150
    • FEMA NO. 4700
    • SCHEMBL11315009
    • SCHEMBL29353381
    • CHEBI:18125
    • CHEBI:18176
    • trans-o-HydroxyzimtsA currencyure
    • DTXSID10883240
    • 2-Hydroxycinnamic acid (Standard)
    • ALBB-025832
    • BB_NC-02272
    • HY-W012531R
    • MSK40363
    • NSC32952
    • BBL013048
    • BDBM50146462
    • SBB065726
    • STK301745
    • trans-2-Hydroxycinnamic acid (NIST)
    • AKOS003790794
    • 2-HYDROXYCINNAMIC ACID, TRANS-
    • CS-W013247
    • DB01650
    • EBC-616627
    • FH36885
    • HY-W012531
    • (E)-3-(2-hydroxyphenyl)-acrylic acid
    • CINNAMIC ACID,2-HYDROXY (TRANS)
    • trans-3-(2-hydroxyphenyl)propenoic acid
    • AS-12449
    • ST097457
    • SY048367
    • NS00014689
    • C01772
    • 2-Hydroxycinnamic acid, predominantly trans, 97%
    • 614H608
    • F375171
    • Q7072006
    • TRANS-2-HYDROXYCINNAMIC ACID; O-COUMARIC ACID
    • F2191-0203
    • (2E)-3-(2-hydroxyphenyl)acrylic acid predominately trans-
    • 90E8F55A-AB69-4720-95AF-747C2DCA5471
    • 614-60-8

  • Applications

    O-Coumaric Acid (CAS 583-17-5) is an ortho-hydroxy substituted derivative of cinnamic acid used primarily as a versatile starting material in organic synthesis. In industry, it serves as a building block for the synthesis of coumarin derivatives and aroma compounds, supporting fragrance and flavor applications; it is also evaluated as an intermediate for cosmetic and personal care ingredients, including hydroxycinnamic esters or derivatives with antioxidant activity and potential UV-filter precursors in coatings and inks. In the polymer and coatings sectors, it can act as an antioxidant/stabilizer and as a functional monomer precursor for specialty polymers to improve durability and stability of formulations. It is also studied as a synthetic intermediate for cinnamate-like compounds in pharmaceutical and agricultural chemical development. These applications are typically at the intermediate level and subject to local regulations and usage limits.

    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