4206-58-0

Basic information

• Product Name: SINAPINALDEHYDE
• Synonyms: 3,5 DIMETHOXY-4-HYDROXYCINNAMALDEHYDE;SINAPALDEHYDE;SINAPALEHYDE;SINAPINALDEHYDE;TRANS-3,5-DIMETHOXY-4-HYDROXYCINNAMALDEHYDE;TRANS-3 5-DIMETHOXY-4-HYDROXY- &;2-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (2E)-;(E)-3-(3,5-Dimethoxy-4-hydroxyphenyl)-2-propene-1-one
• CAS NO: 4206-58-0
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 4206-58-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: 104-106 °C(lit.)
• Boiling Point: 372.3 °C at 760 mmHg
• Flash Point: 146.3 °C
• Appearance: /
• Density: 1.195 g/cm³
• Vapor Pressure: 4.53E-06mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: 2-8°C
• PKA: 9.67±0.36(Predicted)
• CAS DataBase Reference: SINAPINALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: SINAPINALDEHYDE(4206-58-0)
• EPA Substance Registry System: SINAPINALDEHYDE(4206-58-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 4206-58-0(Hazardous Substances Data)

Usage

Description

SINAPINALDEHYDE, also known as trans-3,5-Dimethoxy-4-hydroxycinnamaldehyde, is a member of the cinnamaldehydes class. It is characterized by the presence of a hydroxy group at position 4 and methoxy groups at positions 3 and 5. This organic compound is known for its potential applications in various industries due to its unique chemical properties.

Uses

Used in Analytical Chemistry:
SINAPINALDEHYDE is used as a marker compound for the determination of phenolic compounds in grape marc distillates aged in Quercus petraea, Quercus robur, and Quercus alba wooden barrels. It is employed in High-Performance Liquid Chromatography (HPLC) with a multiple wavelength detector, allowing for accurate identification and quantification of phenolic compounds in these distillates.
Used in Gas Chromatography/Mass Spectrometry (GC/MS) Analysis:
SINAPINALDEHYDE is utilized as a reference compound for the GC/MS positive ion chemical ionization (PICI) characterization of volatile phenols and benzene aldehydes in various types of wood. This application aids in the identification and analysis of these volatile compounds, which are essential for understanding the chemical composition and properties of different wood species.

InChI:InChI=1/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+

Upstream product

• 55211-66-0 3,5-dimethoxy-4-(methoxymethoxy)benzaldehyde 
• 249647-14-1 5-hydroxyconiferyl aldehyde 
• 14031-35-7 S-Adenosyl-L-methionine 
• 20675-96-1 Syringenin 
• 92409-34-2 1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(2'-methoxyphenoxy)-1,3-propanediol 
• 39657-48-2 4-acetoxy-3,5-dimethoxycinnamic acid chloride 
• 71686-40-3 (E)-2,6-dimethoxy-4-(3-oxoprop-1-en-1-yl)phenyl acetate 
• 92446-11-2 [(E)-3-(4-Hydroxy-3,5-dimethoxy-phenyl)-acryloyloxymethylene]-dimethyl-ammonium; chloride 
• 53669-33-3 4-acetoxy-3,5-dimethoxybenzaldehyde 
• 530-59-6 trans-3,5-dimethoxy-4-hydroxycinnamic acid 
• 90985-68-5 (E)-4-acetoxy-3,5-dimethoxycinnamic acid 
• 6318-20-3 O-acetylsyringic acid 
• 39657-47-1 O-acetylsyringic acid chloride 
• 134-96-3 syringic aldehyde 

Downstream Products

• 203179-62-8 3,5-dimethoxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-trans-cinnamaldehyde 
• 20736-25-8 3-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-ol 
• 20675-96-1 trans-sinapyl alcohol 
• 71686-40-3 (E)-2,6-dimethoxy-4-(3-oxoprop-1-en-1-yl)phenyl acetate 
• 154461-65-1 sinapyl aldehyde 4-O-β-D-glucopyranoside 
• 134-96-3 syringic aldehyde 
• 20675-96-1 Syringenin 
• 118-34-3 syringin 
• 80638-49-9 3-(4-hydroxy-3,5-dimethoxyphenyl)propionaldehyde 
• 1290536-73-0 C₃₇H₃₇O₁₅⁽¹⁺⁾ 
• 1159262-04-0 C₂₃H₂₃O₄P 
• 1159262-06-2 C₃₅H₃₄O₄P₂ 

Relevant articles and documents

Total Syntheses and Anti-inflammatory Activities of Syringin and Its Natural Analogues

Syringin (1), a natural bioactive glucoside isolated from the root of Acanthopanax senticosus (Rupr. Maxim.) Harms, possesses significant anti-inflammatory activity. In this study, we have accomplished the total syntheses of syringin (1), along with its natural analogues 2-12, from a common starting material, syringaldehyde (13), in 4-8 steps with an overall yields of 11.8-61.3%. The anti-inflammatory activities of these compounds were determined against NO production in the LPS-stimulated RAW264.7 cells. Among them, compounds 1-5, 7, and 9 exhibited different levels of anti-inflammatory activity.

Method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and diphosphine ligand used in method

The invention discloses a method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and a diphosphine ligand used in the method. According to the invention, indole-substituted phosphoramidite diphosphine ligand which is stable in air and insensitive to light is synthesized by utilizing a continuous one-pot method, and the indole-substituted phosphoramidite diphosphine ligand and a rhodium catalyst are used for jointly catalyzing to successfully achieve a hydroformylation reaction of aromatic terminal alkyne and terminal conjugated eneyne under the condition of synthesis gas for the first time, so that an olefine aldehyde structure compound can be rapidly and massively prepared, and particularly, a polyolefine aldehyde structure compound which is more difficult to synthesize in the prior art can be easily prepared and synthesized, and a novel method is provided for synthesis and modification of drug molecules, intermediates and chemical products.

4-Chloro-2,6-Pyridinedicarboxylic Acid Functionalized Mesoporous Silica Nanocomposites for the Synthesis of Sinapaldehyde

Abstract: 4-Chloro-2,6-pyridinedicarboxylic acid (CPDA) functionalized mesoporous silica SBA-15 nanocomposites (SBA/5CPDA) were synthesized and characterized for the Knoevenagel condensation of syringaldehyde and acetaldehyde to synthesize sinapaldehyde i