CAS 58095-77-5

(E)-3,4-Methylenedioxycinnamaldehyde

Description:

(E)-3,4-Methylenedioxycinnamaldehyde, with the CAS number 58095-77-5, is an organic compound characterized by its unique structure, which features a methylenedioxy group attached to a cinnamaldehyde backbone. This compound typically appears as a pale yellow to light brown liquid or solid, depending on its purity and form. It is known for its aromatic properties, contributing to its use in fragrances and flavoring agents. The presence of the methylenedioxy group enhances its reactivity, making it a potential candidate for various chemical reactions, including those involving electrophilic aromatic substitution. Additionally, (E)-3,4-Methylenedioxycinnamaldehyde exhibits biological activities, which have drawn interest in the fields of medicinal chemistry and natural product research. Its solubility in organic solvents and limited solubility in water are important characteristics for its application in different chemical processes. As with many organic compounds, safety precautions should be taken when handling it, as it may pose health risks if ingested or inhaled.

Formula: C₁₀H₈O₃

InChI: InChI=1S/C10H8O3/c11-5-1-2-8-3-4-9-10(6-8)13-7-12-9/h1-6H,7H2/b2-1+

InChI key: InChIKey=HZUFMSJUNLSDSZ-OWOJBTEDSA-N

SMILES: C(=C/C=O)\C=1C=C2C(=CC1)OCO2

Synonyms:

• (E)-3,4-Methylenedioxycinnamaldehyde
• 2-Propenal, 3-(1,3-benzodioxol-5-yl)-, (2E)-
• 2-Propenal, 3-(1,3-benzodioxol-5-yl)-, (E)-
• (2E)-3-(1,3-Benzodioxol-5-yl)-2-propenal
• (E)-3,4-(Methylenedioxy)cinnamaldehyde

(E)-3,4-Methylenedioxycinnamaldehyde

Controlled Product

CAS: 58095-77-5

Applications (E)-3,4-Methylenedioxycinnamaldehyde is a proposed intermediate in the synthesis of 3-Hydroxyhispidin (H943133), a derivative of Hispidin. Hispidin (H436450) is a naturally occuring precursor to fungal luciferin responsible for luminosity in mushrooms.
References Lee, Y. et al.: Biol. Pharm. Bull., 31, 10 (1968); Purtov, K. et al.: Angew. Chem. Int. Ed., 54, 8124 (2014);

Formula: C₁₀H₈O₃

Color and Shape: Neat

Molecular weight: 176.169

Ref: TR-M272110

(E)-3,4-Methylenedioxycinnamaldehyde

CAS: 58095-77-5

Versatile small molecule scaffold

Formula: C₁₀H₈O₃

Purity: Min. 95%

Molecular weight: 176.17 g/mol

Ref: 3D-ICA09577