41389-11-1

Basic information

• Product Name: Phenol, 3-methyl-2-(2-propenyl)-
• CAS NO: 41389-11-1
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Mol File: 41389-11-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Phenol, 3-methyl-2-(2-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 3-methyl-2-(2-propenyl)-(41389-11-1)
• EPA Substance Registry System: Phenol, 3-methyl-2-(2-propenyl)-(41389-11-1)

Safety Data

• Hazardous Substances Data: 41389-11-1(Hazardous Substances Data)

Upstream product

• 108-39-4 3-methyl-phenol 
• 1758-10-7 1-allyloxy-3-methylbenzene 

Downstream Products

• 100278-67-9 2-(2-propenyl)-3-methyl-6-nitrophenol 
• 95946-85-3 N-<α-Naphthyl>-<3-methyl-2-allyl-phenyl>-urethan 
• 66142-79-8 3-methyl-2-propylphenol 
• 51451-26-4 1-(2-hydroxy-6-methylphenyl)-1-propanone 
• 6630-76-8 3-Oxy-1-methyl-2.4-diallyl-benzol 

Relevant articles and documents

Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates

The microwave-accelerated Claisen rearrangement of allyl aryl ethers was investigated, in order to gain insight into the scope of the catalysts, solvents, temperatures, and substrates. Among the catalysts examined, phosphomolybdic acid (PMA) was found to greatly accelerate the reaction in NMP, at temperatures ranging from 220 to 300 °C. This method was found to be useful for preparing several intermediates previously reported in the literature using precious metal catalysts such as Au(I), Ag(I), and Pt(II). Additionally, substrates bearing bromo and nitro groups on the aryl portion required careful tailoring of the reaction conditions to avoid complex product profiles.

Microwave-accelerated Claisen rearrangement in bicyclic imidazolium [b-3C-im][NTf2] ionic liquid

With microwaves, a chemically stable ionic liquid [b-3C-im][NTf2] recently developed in our laboratory was used as solvent and successfully applied to accelerate Claisen rearrangement reactions at high temperatures. In the presence of Lewis acid MgCl2, these thermal rearrangements could be achieved in similar reaction times but at lower temperature. For the microwaved reactions studied in this work, without scarifying isolated yields, the reaction times were significantly reduced from hours (by conventional heating) to ≤3 min. Our result also demonstrated that [b-3C-im][NTf2] ionic liquid was a useful solvent substitute and could be recycled multiple times for the studied rearrangement reaction at elevated temperatures.

Regioselectivity in aromatic Claisen rearrangements

Theoretical calculations and the isomeric product composition for a series of eight meta-substituted allyl aryl ethers confirm the reliability of a new 1H NMR methodology used to predict aromatic Claisen regioselectivity from ground-state confo