18075-40-6

Basic information

• Product Name: 3-Allyloxy-4-methoxybenzaldehyde
• Synonyms: 3-ALLYLOXY-4-METHOXYBENZALDEHYDE
• CAS NO: 18075-40-6
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• EINECS: 242-074-9
• Mol File: 18075-40-6.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 313.2 °C at 760 mmHg
• Flash Point: 134.2 °C
• Appearance: /
• Density: 1.084 g/cm³
• Vapor Pressure: 0.000504mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: 3-Allyloxy-4-methoxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Allyloxy-4-methoxybenzaldehyde(18075-40-6)
• EPA Substance Registry System: 3-Allyloxy-4-methoxybenzaldehyde(18075-40-6)

Safety Data

• Hazardous Substances Data: 18075-40-6(Hazardous Substances Data)

Usage

Description

3-Allyloxy-4-methoxybenzaldehyde is an organic compound that serves as an intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique chemical structure, which includes an allyl ether and a methoxy group attached to a benzene ring with a formyl group at the aldehyde position.

Uses

Used in Pharmaceutical Industry:
3-Allyloxy-4-methoxybenzaldehyde is used as an intermediate in the synthesis of Diosmetin 3',7-Diglucuronide (D485040), a metabolite of Diosmetin (D485000). Diosmetin is a flavonoid commonly used in the treatment of chronic venous insufficiency, hemorrhoids, and related conditions. The synthesis of this metabolite allows for the development of more effective treatments and pharmaceutical formulations for these medical conditions.

InChI:InChI=1/C11H12O3/c1-3-6-14-11-7-9(8-12)4-5-10(11)13-2/h3-5,7-8H,1,6H2,2H3

Upstream product

• 621-59-0 isovanillin 
• 106-95-6 allyl bromide 
• 52507-49-0 4-hydroxy-3-(2-propenyloxy)benzaldehyde 
• 74-88-4 methyl iodide 

Downstream Products

• 99661-59-3 (E)-3-(3-Allyloxy-4-methoxy-phenyl)-thioacrylamide 
• 179128-85-9 (E)-3-[3-(allyloxy)-4-methoxyphenyl]acrylic Acid 
• 1158188-68-1 (2E,5E)-2,5-bis(3-(allyloxy)-4-methoxybenzylidene)cyclopentanone 
• 1229610-99-4 (Z)-4-methoxy-3-(prop-1-enyloxy)benzaldehyde 
• 30836-91-0 1-Methyl-5,6-dihydroisochinolin 
• 1370593-39-7 1-(2-allyl-3,4-dimethoxy-phenyl)-2-phenyl-ethanone 
• 1370593-40-0 (2-allyl-3,4-dimethoxy-phenyl)-phenyl-methanone 
• 1370593-41-1 (2-allyl-3,4-dimethoxy-phenyl)-O-tolyl-methanone 
• 1370593-42-2 (2-allyl-3,4-dimethoxy-phenyl)-(4-fluoro-phenyl)-methanone 

Relevant articles and documents

Iodine-DMSO catalyzed chemoselective oxidative aromatization and deallylation, nondeallylation of aryl allyl ether of tetrahydro-β-carboline

We have developed a simple method for the chemoselective aromatization of tetrahydro-β-carboline with selective nondeallylation O-allyl groups in the presence of iodine (100 mol %) in dimethyl sulfoxide/H2O2. A convergent approach toward the oxidative aromatization with selective deallylation (deprotection) of O-allyl-tetrahydro-β-carboline using iodine in dimethyl sulfoxide/HCl has been described. The present protocol contains cheap catalyst, easy work up, normal reaction conditions, and high selectivity.

TBuO 2H/Cu(acac) 2-Mediated Intramolecular Oxidative Lactonization of o -Allyl Arylaldehydes: Synthesis of 1-Oxoisochromans

A concise route for the tBuO 2H/Cu(acac) 2-mediated synthesis of 1-oxoisochromans is described. This includes: (i) oxidation of oxygenated o -allyl arylaldehydes and (ii) sequential intramolecular lactonization of the resulting olefin-containing benzoic acids. A plausible mechanism is proposed and discussed.

Concise Synthesis of the ABC-Ring System of the Azafluoranthene, Tropoisoquinoline and Proaporphine Alkaloids: An Olefin Hydroacylation/Pomeranz-Fritsch Cyclization Approach

A straightforward approach toward a decorated cyclopenta[ ij ]isoquinoline embodying the ABC-ring system characteristic of the azafluoranthene (triclisine), tropoisoquinoline (pareitropone) and proaporphine (prodensiflorin B) alkaloids, is reported. The s