53162-12-2

Basic information

• Product Name: 4-Ethenylbenzeneacetic acid ethyl ester
• Synonyms: 4-Ethenylbenzeneacetic acid ethyl ester;4-ethenylbenzeneacetate ethyl;Ethyl 4-ethenylbenzeneacetate
• CAS NO: 53162-12-2
• Molecular Formula: C12H14O2
• Molecular Weight: 190.23836
• EINECS: -0
• Product Categories: Chloromethy styrene
• Mol File: 53162-12-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Ethenylbenzeneacetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Ethenylbenzeneacetic acid ethyl ester(53162-12-2)
• EPA Substance Registry System: 4-Ethenylbenzeneacetic acid ethyl ester(53162-12-2)

Safety Data

• Hazardous Substances Data: 53162-12-2(Hazardous Substances Data)

Usage

Description

4-Ethenylbenzeneacetic acid ethyl ester, also known as ethyl 4-ethenylphenylacetate, is a chemical compound with the molecular formula C12H14O2. It is an ester that is characterized by its pleasant floral and fruity aroma, making it a valuable ingredient in the production of perfumes and fragrances.

Uses

Used in Perfumery and Fragrance Industry:
4-Ethenylbenzeneacetic acid ethyl ester is used as a fragrance ingredient for its floral and fruity scent, contributing to the creation of various perfumes and fragrances.
Used in Flavoring Agents Industry:
This ester is also utilized as a flavoring agent, enhancing the taste and aroma of food products, beverages, and other consumables.
Used in Solvent Applications:
4-Ethenylbenzeneacetic acid ethyl ester serves as a solvent in various industrial processes, facilitating the dissolution of other substances and aiding in chemical reactions.
It is important to handle 4-Ethenylbenzeneacetic acid ethyl ester with care due to its potential hazards, such as causing skin and eye irritation upon contact, and being harmful if ingested or inhaled.

Upstream product

• 100-42-5 styrene 
• 623-73-4 diazoacetic acid ethyl ester 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 105-53-3 diethyl malonate 
• 2156-04-9 4-Vinylphenylboronic acid 
• 623-33-6 glycine ethyl ester hydrochloride 
• 1073-67-2 4-vinylbenzyl chloride 
• 6148-64-7 ethyl potassium malonate 

Relevant articles and documents

Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters

We have developed a high-efficiency and practical Cu-catalyzed cross-coupling to directly construct versatile α-aryl-esters by utilizing readily available aryl bromides (or chlorides) and malonates. These gram-scale approaches occur with turnovers of up to 1560 and are smoothly conducted by the usage of a low catalyst loading, a new available ligand, and a green solvent. A variety of functional groups are tolerated, and the application occurs with α-aryl-esters to access nonsteroidal anti-inflammatory drugs (NSAIDs) on the gram scale.

Mechanistic studies on gold-catalyzed direct arene c-h bond functionalization by carbene insertion: The coinage-metal effect

The catalytic functionalization of the Csp2-H bond of benzene by means of the insertion of the CHCO2Et group from ethyl diazoacetate (N2= CHCO2Et) has been studied with the series of coinage-metal complexes IPrMCl (IPr = 1,3-bis- (diisopropylphenyl)imidazol-2-ylidene) and NaBArF 4 (BArF 4 = tetrakis(3,5-bis(trifluoromethyl)phenyl)borate). For Cu and Ag, these examples constitute the first use of such metals toward this transformation, which also provides ethyl cyclohepta-2,4,6-trienecarboxylate as a byproduct from the so-called Buchner reaction. In the case of methyl-substituted benzenes, the reaction exclusively proceeds onto the aromatic ring, the Csp3-H bond remaining unreacted. A significant coinage-metal effect has been observed, since the gold catalyst favors the formation of the insertion product into the Csp2-H bond whereas copper and silver preferentially induce the formation of the cycloheptatriene derivative. Experimental studies and theoretical calculations have explained the observed selectivity in terms of the formation of a common Wheland intermediate, resembling an electrophilic aromatic substitution, from which the reaction pathway evolves into two separate routes to each product.

Synthesis of α-Aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates

Worth its salt: The palladium-catalyzed decarboxylative coupling of the cyanoacetate salt as well as its mono- and disubstituted derivatives with aryl chlorides, bromides, and triflates is described (see scheme). This reaction is potentially useful for the preparation of a diverse array of α-aryl nitriles and has good functional group tolerance. S-Phos=2-(2,6- dimethoxybiphenyl)dicyclohexylphosphine), Xant-Phos=4,5-bis(diphenylphosphino)- 9,9-dimethylxanthene. Copyright