3892-92-0

Basic information

• Product Name: Benzene, 1,2-dimethoxy-4-(2-phenylethenyl)-, (E)-
• CAS NO: 3892-92-0
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Mol File: 3892-92-0.mol
• Article Data: 37

Chemical Properties

• CAS DataBase Reference: Benzene, 1,2-dimethoxy-4-(2-phenylethenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,2-dimethoxy-4-(2-phenylethenyl)-, (E)-(3892-92-0)
• EPA Substance Registry System: Benzene, 1,2-dimethoxy-4-(2-phenylethenyl)-, (E)-(3892-92-0)

Safety Data

• Hazardous Substances Data: 3892-92-0(Hazardous Substances Data)

Usage

General Description

Benzene, 1,2-dimethoxy-4-(2-phenylethenyl)-, (E)-, also known as chavicol, is a chemical compound with the molecular formula C11H14O2. It is a colorless to pale yellow liquid with a sweet, floral odor and is commonly found in essential oils such as basil and tarragon. Chavicol is used in the production of perfumes, flavorings, and pharmaceuticals. It is also known for its antimicrobial and anti-inflammatory properties, making it an important ingredient in traditional medicine. Additionally, chavicol has been found to have potential as a natural insecticide and repellent. However, it is important to note that chavicol can be toxic if ingested in large quantities and should be handled with caution.

Upstream product

• 103-82-2 phenylacetic acid 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 6380-23-0 3,4-dimethoxystyrene 
• 62-38-4 phenylmercuric acetate 
• 143207-84-5 (Z)-1-(3,4-dimethoxyphenyl)-2-phenyl-ethene 
• 93172-50-0 N-(3,4-dimethoxy-bibenzyl-α-yl)-acetamide 
• 100-52-7 benzaldehyde 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 7016-55-9 benzyl-triethylphosphonium bromide 
• 536-74-3 phenylacetylene 
• 70127-39-8 1,2-dimethoxy-4-(phenylethynyl)benzene 
• 21852-32-4 4-bromomethyl-1,2-dimethoxybenzene 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 

Downstream Products

• 19826-29-0 (E)-3,4-dihydroxystilbene 
• 3892-93-1 1-(3,4-dimethoxyphenyl)-2-phenylethane 
• 76306-71-3 4-((1S,2R)-1,2-Dichloro-2-phenyl-ethyl)-1,2-dimethoxy-benzene 
• 3391-75-1 2-methoxy-4-((E)-phenylethenyl)phenol 
• 143207-84-5 (Z)-1-(3,4-dimethoxyphenyl)-2-phenyl-ethene 
• 100-52-7 benzaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 131475-32-6 (2,2-Diethoxy-ethyl)-[2-(3,4-dimethoxy-phenyl)-1-phenyl-ethyl]-amine 

Relevant articles and documents

Tandem Acceptorless Dehydrogenative Coupling-Decyanation under Nickel Catalysis

The development of new catalytic processes based on abundantly available starting materials by cheap metals is always a fascinating task and marks an important transition in the chemical industry. Herein, a nickel-catalyzed acceptorless dehydrogenative coupling of alcohols with nitriles followed by decyanation of nitriles to access diversely substituted olefins is reported. This unprecedented C=C bond-forming methodology takes place in a tandem manner with the formation of formamide as a sole byproduct. The significant advantages of this strategy are the low-cost nickel catalyst, good functional group compatibility (ether, thioether, halo, cyano, ester, amino, N/O/S heterocycles; 43 examples), synthetic convenience, and high reaction selectivity and efficiency.

Non-Chelate-Assisted Palladium-Catalyzed Aerobic Oxidative Heck Reaction of Fluorobenzenes and Other Arenes: When Does the C?H Activation Need Help?

The pyridone fragment in the ligand [2, 2’-bipyridin]-6(1H)-one (bipy-6-OH) enables the oxidative Heck reaction of simple arenes with oxygen as the sole oxidant and no redox mediator. Arenes with either electron-donating or electron-withdrawing groups can be functionalized in this way. Experimental data on the reaction with toluene as the model arene shows that the C?H activation step is turnover limiting and that the ligand structure is crucial to facilitate the reaction, which supports the involvement of the pyridone fragment in the C?H activation step. In the case of fluoroarenes, the alkenylation of mono and 1,2-difluoro benzenes requires the presence of bipy-6-OH. In contrast, this ligand is detrimental for the alkenylation of 1,3-difluoro, tri, tetra and pentafluoro benzenes which can be carried out using just [Pd(OAc)2]. This correlates with the acidity of the fluoroarenes, the most acidic undergoing easier C?H activation so other steps of the reaction such as the coordination-insertion of the olefin become kinetically important for polyfluorinated arenes. The use of just a catalytic amount of sodium molybdate as a base proved to be optimal in all these reactions. (Figure presented.).

Nickel(ii)-catalyzed direct olefination of benzyl alcohols with sulfones with the liberation of H2

A nickel(ii)-catalyzed direct olefination of benzyl alcohols with sulfones to access various terminal and internal olefins with the liberation of hydrogen gas is reported.