54459-34-6

Basic information

• Product Name: Benzene, 2,4-dimethoxy-1-(1-phenylethyl)-
• CAS NO: 54459-34-6
• Molecular Formula: C16H18O2
• Molecular Weight: 242.318
• Mol File: 54459-34-6.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzene, 2,4-dimethoxy-1-(1-phenylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 2,4-dimethoxy-1-(1-phenylethyl)-(54459-34-6)
• EPA Substance Registry System: Benzene, 2,4-dimethoxy-1-(1-phenylethyl)-(54459-34-6)

Safety Data

• Hazardous Substances Data: 54459-34-6(Hazardous Substances Data)

Upstream product

• 85-27-8 4-(α-Methylbenzyl)-1,3-dihydroxybenzene 
• 74-88-4 methyl iodide 
• 98-86-2 acetophenone 
• 672-65-1 (1-chloroethyl)benzene 
• 151-10-0 1,3-Dimethoxybenzene 
• 585-71-7 (1-bromoethyl)benzne 
• 98-85-1 1-Phenylethanol 
• 100-42-5 styrene 

Relevant articles and documents

Dehydrative Coupling of Benzylic Alcohols Catalyzed by Br?nsted Acid/Lewis Base

Traditional cross-coupling reactions show some disadvantages like the use of organohalides or the production of stoichiometric amounts of waste. The dehydrative homo- or heterocoupling of alcohols therefore arises as an interesting approach for a highly atom-economical formation of carbon–carbon bonds, since water is produced as the only by-product. We herein report a simple and direct, metal-free protocol for the synthesis of olefins by applying catalytic amounts of a sulfonic acid and triphenylphosphane under air. A variety of olefins could be synthesized from benzylic alcohols under relatively mild conditions. Additionally, dehydrative hydroarylation of benzylic alcohols with electron-rich arenes was possible by using only Br?nsted acid under otherwise same reaction conditions. We could show that phosphane additives are essential to overcome oligomerization as main side reaction by the occupancy of the reactive carbocation intermediate.

SN1 reactions in supercritical carbon dioxide in the presence of alcohols: The role of preferential solvation

Ethanol (3b) inhibits SN1 reactions of alkyl halides 1 in supercritical carbon dioxide (scCO2) and gives no ethers as products. The unexpected behaviour of alcohols 3 in the reaction of alkyl halides 1 with 1,3-dimethoxybenzene (2) in scCO2 under different conditions is rationalised in terms of Br?nsted and Lewis acid-base equilibria of reagents, intermediates, additives and products in a singular solvent characterised by: (i) the strong quadrupole and Lewis acid character of carbon dioxide, which hinders SN2 paths by strongly solvating basic solutes; (ii) the weak Lewis base character of carbon dioxide, which prevents it from behaving as a proton sink; (iii) the compressible nature of scCO2, which enhances the impact of preferential solvation on carbon dioxide availability for the solvent-demanding rate determining step.

From the gold-catalysed benzylation of arenes to the regio- and stereoselective synthesis of procyanidins dimers

This work reports on a new intermolecular C-C coupling reaction between electron rich arenes and benzylic alcohols or ethers, catalysed by gold(III) salts, or other catalysts such as gold(I) and iron (III), and its application to the regio- and stereoselective synthesis of procyanidins dimers B1 and B3.