Sinapyl alcohol

Overview IFRA Request a quote

  • Identifiers

    CAS number
    537-33-7

    Molecular formula
    C11H14O4

    SMILES
    COC1=CC(=CC(=C1O)OC)/C=C/CO

    Safety labels

    Irritant
    Irritant

  • Properties

    XLogP3-AA
    1.3

    Molecular weight
    210.23 g/mol

    Melting point expt.

    • 61 - 65 °C

  • Synonyms

    • Sinapyl alcohol
    • 537-33-7
    • Sinapoyl alcohol
    • 4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenol
    • 4-Hydroxy-3,5-dimethoxycinnamyl alcohol
    • 8O6NO04SMV
    • CHEBI:28813
    • 4-(3-hydroxyprop-1-enyl)-2,6-dimethoxyphenol
    • 4-((1E)-3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenol
    • RefChem:886350
    • Phenol, 4-((1E)-3-hydroxy-1-propen-1-yl)-2,6-dimethoxy-
    • 664-272-8
    • Sinapic alcohol
    • 4-(3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenol
    • trans-sinapyl alcohol
    • 20675-96-1
    • 4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenol
    • SINAPYL-ALCOHOL
    • Sinapyl alcohol, (E)
    • (E)-4-(3-Hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenol
    • Sinapyl Alcohol (>85%)
    • ST069367
    • MFCD00192441
    • 2-Propen-1-ol, 3-(4-hydroxy-3,5-dimethoxyphenyl), (E)-
    • (E)-Sinapyl alcohol
    • UNII-8O6NO04SMV
    • synapil alcohol
    • Sinapyl alcohol(e)
    • (E)-sinapoyl alcohol
    • 3,5-Dimethoxy-4-hydroxycinnamyl alcohol
    • bmse000612
    • bmse010286
    • SCHEMBL807443
    • orb1297147
    • CHEMBL1800816
    • CHEBI:64557
    • Sinapyl alcohol; sinapoyl alcohol
    • DTXSID501314695
    • AKOS015966876
    • EBC-493077
    • HY-W109812
    • Sinapyl alcohol, technical grade, 80%
    • 4-hydroxy-3,5-dimethoxy cinnamyl alcohol
    • AS-76705
    • DA-77852
    • FS137914
    • SY076098
    • CS-0163319
    • CS-0369210
    • C02325
    • D94780
    • 4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-Phenol
    • EN300-1866966
    • F758448
    • Q418975
    • Phenol, 4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-
    • 4-((1E)-3-hydroxyprop-1-enyl)-2,6-dimethoxyphenol
    • 4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxy-phenol
    • (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-Propen-1-ol
    • Phenol, 4-(3-hydroxy-1-propenyl)-2,6-dimethoxy-, (E)-
    • Phenol, 4-[(1E)-3-hydroxy-1-propenyl]-2,6-dimethoxy-
    • 2-Propen-1-ol, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (E)-
    • 2EC125E6-3813-49EE-903E-5730561A1B09
    • InChI=1/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3
    • 20675-96-1

  • Applications

    Sinapyl alcohol (CAS 537-33-7) is primarily considered a monolignol precursor in lignin biosynthesis, and in industrial contexts it is used as a chemical intermediate and feedstock for lignin-derived polymers and bio-based materials. It is often employed as a starting point for the synthesis of other aromatic compounds and syringyl-type structures in polymer chemistry. In coatings, inks and adhesive formulations, it can be incorporated as a phenolic resin precursor to improve cross-linking and performance. In research and development, Sinapyl alcohol serves as a model compound for studying lignin structure, oxidation behavior and polymerization mechanisms. It may also be evaluated for use in specialty bio-based resins and sustainable chemicals, subject to local regulations and formulation 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