Cas no 3598-26-3 (4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol)

4-(3-Hydroxyprop-1-en-1-yl)benzene-1,2-diol is a phenolic compound featuring a hydroxyphenyl core with a 3-hydroxypropenyl substituent. Its structure combines a catechol moiety with an unsaturated hydroxyalkyl side chain, making it a versatile intermediate in organic synthesis. The compound’s dual functionality—aromatic hydroxyl groups and an alkenyl alcohol—enables participation in diverse reactions, including electrophilic substitutions, oxidations, and Michael additions. Its potential applications span pharmaceuticals, agrochemicals, and polymer chemistry, where its reactive groups facilitate derivatization or crosslinking. The presence of the conjugated double bond may also contribute to UV-absorbing or antioxidant properties, depending on the application. Proper handling is advised due to the reactivity of phenolic and unsaturated groups.
4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol structure
3598-26-3 structure
Product Name:4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol
CAS No:3598-26-3
MF:C9H10O3
MW:166.173902988434
MDL:MFCD18083876
CID:2020169
PubChem ID:5282096
Update Time:2025-10-20

4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol Chemical and Physical Properties

Names and Identifiers

    • Caffeylalkohol
    • (E)-4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol
    • CAFFEOYL ALCOHOL
    • 4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol
    • Spectrum2_001614
    • KBio1_001574
    • Spectrum_001694
    • KBio2_002174
    • DTXSID20326956
    • SpecPlus_000534
    • AKOS017514907
    • Spectrum4_001917
    • KBioSS_002174
    • 1,2-Benzenediol, 4-[(1E)-3-hydroxy-1-propenyl]-
    • SPBio_001647
    • DivK1c_006630
    • KBio2_007310
    • KBioGR_002541
    • KBio2_004742
    • Q27158873
    • NCGC00095751-01
    • NSC624003
    • NSC-624003
    • SCHEMBL197852
    • CCG-38897
    • EN300-1246637
    • DTXSID801027142
    • CS-0460124
    • 4-[(E)-3-hydroxyprop-1-enyl]benzene-1,2-diol
    • CHEMBL1321891
    • SPECTRUM1503992
    • SureCN197852
    • (E)-caffeyl alcohol
    • caffeicalcohol
    • CHEBI:86071
    • 2-Propen-1-ol, 3-(3,4-dihydroxyphenyl)-
    • SDCCGMLS-0066824.P001
    • 272785-02-1
    • trans-Caffeoyl alcohol
    • FS-6827
    • Spectrum5_000634
    • UNII-P5Y9E2Q5EQ
    • 4-[(1E)-3-hydroxyprop-1-en-1-yl]benzene-1,2-diol
    • Q15410859
    • SR-05000002396
    • 1,2-Benzenediol, 4-((1E)-3-hydroxy-1-propen-1-yl)-
    • caffeic alcohol
    • P5Y9E2Q5EQ
    • SR-05000002396-1
    • 1,2-Benzenediol, 4-(3-hydroxy-1-propen-1-yl)-
    • 4-(3-hydroxy-1-propen-1-yl)-1,2-benzenediol
    • Caffeyl alcohol
    • AC1NQZH2
    • CHEBI:31334
    • HY-N10373
    • 3,4-Dihydroxycinnamyl alcohol
    • 4-[(1E)-3-Hydroxy-1-propen-1-yl]-1,2-benzenediol
    • 3598-26-3
    • AKOS032954144
    • 4-(3-Hydroxy-1-propenyl)-1,2-benzenediol
    • 3-(3,4-Dihydroxyphenyl)prop-2-en-1-ol
    • 1,2-Benzenediol, 4-(3-hydroxy-1-propenyl)-
    • H20248
    • MDL: MFCD18083876
    • Inchi: 1S/C9H10O3/c10-5-1-2-7-3-4-8(11)9(12)6-7/h1-4,6,10-12H,5H2/b2-1+
    • InChI Key: ZCKDCRKBURQZPT-OWOJBTEDSA-N
    • SMILES: OC1=C(C=CC(/C=C/CO)=C1)O

Computed Properties

  • Exact Mass: 166.062994177g/mol
  • Monoisotopic Mass: 166.062994177g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 156
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 1
  • XLogP3: 1.1
  • Topological Polar Surface Area: 60.7?2

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4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol Suppliers

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(CAS:3598-26-3)Caffeoylalcohol
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Additional information on 4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol

Exploring the Properties and Applications of 4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol (CAS No. 3598-26-3)

4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol, with the CAS registry number 3598-26-3, is a phenolic compound that has garnered significant attention in both academic and industrial research. This compound, often referred to by its systematic name, belongs to the class of benzenediol derivatives, which are known for their diverse biological and chemical properties. The presence of both hydroxyl and propenyl groups in its structure makes it a versatile intermediate in organic synthesis and a potential candidate for various applications, including antioxidant research and natural product development.

In recent years, the demand for bioactive phenolic compounds has surged, driven by growing interest in natural antioxidants and plant-derived therapeutics. 4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol aligns with this trend, as its structure resembles that of naturally occurring polyphenols, such as catechins and flavonoids. Researchers have explored its potential in free radical scavenging and oxidative stress mitigation, topics that are highly searched in scientific databases and AI-driven platforms like Google Scholar and PubMed.

The synthesis and characterization of CAS No. 3598-26-3 have been documented in several studies, highlighting its stereochemical complexity and reactivity. Its hydroxypropene side chain offers unique opportunities for chemical modifications, making it a valuable building block for pharmaceutical intermediates and specialty chemicals. For instance, its derivatives have been investigated for their role in enzyme inhibition and cell signaling modulation, areas that resonate with current drug discovery trends.

From an industrial perspective, 4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol is of interest due to its potential applications in cosmetic formulations and functional materials. The compound's UV-absorbing properties and chelating ability make it a candidate for sunscreen additives and metal ion scavengers. These attributes align with the rising consumer demand for sustainable and eco-friendly ingredients, a topic frequently searched in forums and e-commerce platforms.

In the context of green chemistry, CAS No. 3598-26-3 has been explored as a precursor for biodegradable polymers and renewable materials. Its phenolic backbone lends itself to polymerization reactions, offering a pathway to environmentally benign plastics. This application is particularly relevant given the global push toward circular economy models and the reduction of carbon footprints.

Despite its promising features, challenges remain in the large-scale production and purification of 4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol. Researchers are actively investigating catalytic methods and biotechnological approaches to optimize its synthesis. These efforts are closely tied to the broader discourse on process intensification and cost-effective manufacturing, which dominate search queries in chemical engineering circles.

In summary, 4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol (3598-26-3) represents a multifaceted compound with applications spanning healthcare, materials science, and sustainability. Its alignment with contemporary research themes, such as natural product utilization and green technology, ensures its continued relevance in scientific and industrial communities. As interest in phenolic antioxidants and bio-based chemicals grows, this compound is poised to play a pivotal role in future innovations.

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