3988-51-0

Basic information

• Product Name: Annuloline
• Synonyms: Annuloline;2-[(E)-2-(3,4-Dimethoxyphenyl)ethenyl]-5-(4-methoxyphenyl)oxazole
• CAS NO: 3988-51-0
• Molecular Formula: C₂₀H₁₉NO₄
• Molecular Weight: 337.3692
• Mol File: 3988-51-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 531.9°Cat760mmHg
• Flash Point: 275.5°C
• Appearance: /
• Density: 1.179g/cm³
• Vapor Pressure: 7.37E-11mmHg at 25°C
• Refractive Index: 1.606
• CAS DataBase Reference: Annuloline(CAS DataBase Reference)
• NIST Chemistry Reference: Annuloline(3988-51-0)
• EPA Substance Registry System: Annuloline(3988-51-0)

Safety Data

• Hazardous Substances Data: 3988-51-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H19NO4/c1-22-16-8-6-15(7-9-16)19-13-21-20(25-19)11-5-14-4-10-17(23-2)18(12-14)24-3/h4-13H,1-3H3/b11-5+

Upstream product

• 69163-82-2 5-(4-methoxyphenyl)-2-methyl-1,3-oxazole 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 1393689-89-8 (E)-3-(3,4-dimethoxyphenyl)-N-((E)-4-methoxystyryl)-acrylamide 
• 123-11-5 4-methoxy-benzaldehyde 
• 1011-51-4 5-(4-methoxyphenyl)-1,3-oxazole 
• 69731-27-7 (E)-1-bromo-2-(3,4-dimethoxyphenyl)ethene 
• 6303-59-9 (E)-4-(2-bromo-vinyl)-anisole 
• 130973-10-3 (2E)-3-(3,4-dimethoxyphenyl)-2-propenamide 
• 58045-88-8 3,4-dimethoxycinnamaldehyde 
• 3883-94-1 2-amino-4'-methoxyacetophenone hydrochloride 
• 6595-28-4 2-azido-1-(4-methoxyphenyl)ethan-1-one 
• 39856-08-1 (E)-3,4-dimethoxycinnamic chloride 
• 6832-17-3 2-diazo-1-(4-methoxyphenyl)ethanone 
• 6443-72-7 3-(3,4-dimethoxyphenyl)acrylonitrile 

Relevant articles and documents

Synthesis and evaluation of photophysical properties of Series of π-conjugated oxazole dyes

Incorporation of π-conjugated spacers at the 2 or 5 position of a 2,5-disubstitutedaryloxazole led to new series of fluorescent dyes. They show emissions from visible to 700 nm along with significant Stokes shift up to 208 nm and a strong solvatochromic fluorescence. These compounds are easily accessible in one step through direct C-H bond functionalization.

Simple and efficient preparation of 2,5-disubstituted oxazoles via a metal-free-catalyzed cascade cyclization

A practical and simple synthesis of 2,5-disubstituted oxazoles was developed via an iodine-catalyzed tandem oxidative cyclization. A wide range of common commercial aromatic aldehydes can be used as reaction substrates, which displayed excellent functional group compatibility in this reaction.

Iminophosphorane-Mediated Synthesis Of Oxazole Alkaloids: One-Step Preparation Of O-Methylhalfordinol And Annuloline

The three-component reaction between triphenylphosphine, 4-methoxyphenacyl azide and nicotinoyl chloride or 3,4-dimethoxycinnamoyl chloride leads directly in good yields to O-methylhalfordinol or annuloline respectively.