128839-68-9

Basic information

• Product Name: 2-(4-methylphenyl)propenoic acid ethyl ester
• Synonyms: 2-(4-methylphenyl)propenoic acid ethyl ester
• CAS NO: 128839-68-9
• Molecular Weight: 190.242
• Mol File: 128839-68-9.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 2-(4-methylphenyl)propenoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methylphenyl)propenoic acid ethyl ester(128839-68-9)
• EPA Substance Registry System: 2-(4-methylphenyl)propenoic acid ethyl ester(128839-68-9)

Safety Data

• Hazardous Substances Data: 128839-68-9(Hazardous Substances Data)

Usage

Appearance

Colorless to pale yellow liquid.

Odor

Fruity.

Usage

Flavoring agent and fragrance ingredient in food and cosmetic industries.

Derivative

Ethyl ester of 2-(4-methylphenyl)propenoic acid.

Applications

Production of perfumes, soaps, and other personal care products.

Scent Characteristics

Sweet, floral, and fruity.

Fragrance Note

Often used as a top note in various fragrance compositions.

Industrial Use

Solvent in various industrial processes.

Upstream product

• 50-00-0 formaldehyd 
• 14062-19-2 p-tolylacetic acid ethyl ester 
• 5524-56-1 ethyl 2-p-tolyl-2-oxoacetate 
• 62833-11-8 ethyl 3-hydroxy-2-(4-methylphenyl)acrylate 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 617-35-6 2-oxo-propionic acid ethyl ester 
• 106-38-7 para-bromotoluene 
• 5459-35-8 2-bromo-acrylic acid ethyl ester 
• 624-31-7 4-tolyl iodide 
• 78925-99-2 ethyl 2-hydroxy-2-p-tolylpropionate 

Downstream Products

• 1346946-63-1 3-(2-p-tolylacryloyl)oxazolidin-2-one 
• 1346947-75-8 C₁₉H₁₉NO₃S 
• 1629188-67-5 (2Z,4E)-ethyl 5-(4-chlorophenyl)-2-p-tolylpenta-2,4-dienoate 
• 1629188-68-6 (2E,4E)-ethyl 5-(4-chlorophenyl)-2-p-tolylpenta-2,4-dienoate 
• 78926-01-9 2-(4-methylphenyl)propanoic acid ethyl ester 
• 938-94-3 (R,S)-2-(4'-methylphenyl) propionic acid 
• 66616-85-1 α-(4-methylphenyl)acrylic acid 
• 1264519-02-9 phenanthren-9-yl 2-p-tolylacrylate 

Relevant articles and documents

Facile synthesis of 2-arylpropenoic acid esters by cross-coupling using electrogenerated highly reactive zinc and a palladium catalyst

Highly reactive zinc metal was prepared by electrolysis of a DMF solution containing naphthalene and a supporting electrolyte in a one-compartment cell fitted with a platinum cathode and a zinc anode. The reaction of this reactive zinc with ethyl 2-bromoacrylate at -20 °C and the following cross-coupling reaction with aryl iodides in the presence of 5 mol% Pd(P(o-Tol)3)2Cl2 at 70 °C gave the corresponding ethyl 2-arylpropenoates in almost quantitative yields.

Iodonium Ylides as Carbene Precursors in Rh(III)-Catalyzed C-H Activation

The rhodium(III)-catalyzed coupling of C-H substrates with iodonium ylides has been realized for the efficient synthesis of diverse cyclic skeletons, where the iodonium ylides have been identified as efficient and outstanding carbene precursors. The reaction systems are applicable to both sp2 and sp3 C-H substrates under mild and redox-neutral conditions. The catalyst loading can be as low as 0.5 mol % in a gram-scale reaction. Representative products exhibit cytotoxicity toward human cancer cells at nanomolar levels.

Ruthenium-Catalyzed C-H Allylation of Alkenes with Allyl Alcohols via C-H Bond Activation in Aqueous Solution

A robust Ru(II)-catalyzed C-H allylation of electron-deficient alkenes with allyl alcohols in aqueous solution is reported. This method provides a straightforward and efficient access to the synthetically useful 1,4-diene skeletons. With the assistance of the N-methoxycarbamoyl directing group, this allylation reaction features a broad substrate scope with good functional group tolerance, excellent regio- and stereoselectivity, absence of metal oxidants, water-tolerant solvents, and mild reaction conditions. The mechanistic studies indicate that the process of the reversible C-H bond ruthenation is assisted by acetate, and the rate-determining step is unlikely to be the step of C-H bond cleavage.