84346-76-9

Basic information

• Product Name: 2-Butenoic acid, 3-methyl-, 4-methoxyphenyl ester
• CAS NO: 84346-76-9
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol File: 84346-76-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-Butenoic acid, 3-methyl-, 4-methoxyphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butenoic acid, 3-methyl-, 4-methoxyphenyl ester(84346-76-9)
• EPA Substance Registry System: 2-Butenoic acid, 3-methyl-, 4-methoxyphenyl ester(84346-76-9)

Safety Data

• Hazardous Substances Data: 84346-76-9(Hazardous Substances Data)

Upstream product

• 541-47-9 3-Methylbutenoic acid 
• 150-76-5 4-methoxy-phenol 
• 57539-84-1 1,3-Dichloro-3-methyl-2-butanone 
• 34876-10-3 3-methyl-2-butenoic anhydride 
• 1318766-85-6 C₂₁H₁₈N₂O₈ 
• 38614-36-7 2-methylpropen-1-ylmagnesium bromide 
• 7693-41-6 4-methoxyphenylchloroformate 
• 3350-78-5 3,3-Dimethylacryloyl chloride 

Downstream Products

• 13229-59-9 6-methoxy-2,2-dimethylchroman-4-one 
• 29423-73-2 3,4-dihydro-6-methoxy-4,4-dimethyl-2H-1-benzopyran-2-one 
• 4394-72-3 4-methyl-6-(2-methylprop-1-en-1-yl)-2H-pyran-2-one 
• 150-76-5 4-methoxy-phenol 
• 98910-62-4 7-hydroxy-4-methoxy-3,3-dimethylindanone 
• 84346-78-1 1-(2-hydroxy-5-methoxyphenyl)-3-methylbut-2-en-1-one 
• 29423-72-1 3,4-dihydro-6-hydroxy-4,4-dimethyl-2H-1-benzopyran-2-one 
• 123-31-9 hydroquinone 
• 22927-97-5 6-methoxy-2,2-dimethyl-2H-chromene 

Relevant articles and documents

Expeditious photochemical reaction toward the preparation of substituted chroman-4-ones

A facile photochemical preparation of 5-, 6-, and 7-substituted chroman-4-ones from aryl 3-methyl-2-butenoate esters is described. The two-phase base-catalyzed method relies upon two consecutive processes in one-pot reaction through a photo-Fries rearrangement and a based-catalyzed intramolecular oxa-Michael addition to afford the desired products.

Widely useful DMAP-catalyzed esterification under auxiliary base- and solvent-free conditions

With regard to atom economy and E-factor, catalytic condensation of carboxylic acids with equimolar amounts of alcohols is the most desirable. Although several highly active dehydration catalysts have been reported, more efficient alternatives are still strongly needed because the dehydrative esterification of tertiary alcohols, phenols, acid-sensitive alcohols, amino acids, and hardly soluble alcohols has never proceeded satisfactorily. Here we report new insights into the classical DMAP-catalyzed acylation of alcohols: surprisingly, only a 0.05-2 mol % of DMAP can efficiently promote acylation of alcohols with acid anhydrides under auxiliary base- and solvent-free conditions to give the corresponding esters in high yields. Furthermore, we achieved the recovery and reuse of commercially available polystyrene-supported DMAP without using any solvents. These serendipitous findings provide widely useful and environmentally benign esterification methods, which might be more practical and reliable than catalytic dehydrative condensation methods, in particular, for the less reactive alcohols which hardly condense with carboxylic acid directly.

ON THE REACTION OF SUBSTITUTED PHENOLS AND 3-METHYLBUT-2-ENOIC ACID. A COMPARATIVE STUDY

A systematic and comparative study of the reaction of a series of substituted phenols and 3-methylbut-2-enoic acid in zinc chloride/phosphorus oxychloride and aluminum chloride/phosphorus oxychloride reveals that the formation of phenolic esters and 2,2-dimethyl-4-chromanones is strongly influenced by the substituents, their popsition on the aromatic ring of the starting phenols.Based on our study, a mixed Friedel-Crafts and Fries rearrangement mechanism is in operation in these reactions.