32580-69-1

Usage

Uses

Used in Fragrance Industry:
Ethyl p-isopropylcinnamate is used as a fragrance ingredient for its aromatic and spicy scent, contributing to the formulation of perfumes, cosmetics, and personal care products.
Used in Flavor Industry:
Ethyl p-isopropylcinnamate is used as a flavoring agent to add a unique taste to beverages and food products.
Despite its prevalent usage, concerns about its potential allergic and irritative effects on human skin have been raised. However, as per regulatory standards, it is generally considered safe for use in specific concentrations.

InChI:InChI=1/C14H18O2/c1-4-16-14(15)10-7-12-5-8-13(9-6-12)11(2)3/h5-11H,4H2,1-3H3/b10-7+

Upstream product

• 105-36-2 ethyl bromoacetate 
• 122-03-2 (4-isopropylbenzaldehyde) 
• 98-82-8 Isopropylbenzene 
• 140-88-5 ethyl acrylate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 17356-09-1 4-iodocumene 

Downstream Products

• 58420-21-6 3-(p-isopropylphenyl)propionic acid 
• 79942-40-8 3-(4-isopropylphenyl)-2-methylpropanol 
• 3368-21-6 4-isopropylcinnamic acid 

Relevant academic research and scientific papers

Ligand-accelerated non-directed C-H functionalization of arenes

The directed activation of carbon-hydrogen bonds (C-H) is important in the development of synthetically useful reactions, owing to the proximity-induced reactivity and selectivity that is enabled by coordinating functional groups. Palladium-catalysed non-directed C-H activation could potentially enable further useful reactions, because it can reach more distant sites and be applied to substrates that do not contain appropriate directing groups; however, its development has faced substantial challenges associated with the lack of sufficiently active palladium catalysts. Currently used palladium catalysts are reactive only with electron-rich arenes, unless an excess of arene is used, which limits synthetic applications. Here we report a 2-pyridone ligand that binds to palladium and accelerates non-directed C-H functionalization with arene as the limiting reagent. This protocol is compatible with a broad range of aromatic substrates and we demonstrate direct functionalization of advanced synthetic intermediates, drug molecules and natural products that cannot be used in excessive quantities. We also developed C-H olefination and carboxylation protocols, demonstrating the applicability of our methodology to other transformations. The site selectivity in these transformations is governed by a combination of steric and electronic effects, with the pyridone ligand enhancing the influence of sterics on the selectivity, thus providing complementary selectivity to directed C-H functionalization.

Gold-Catalyzed [2,3]-Sigmatropic Rearrangement: Reaction of Aryl Allyl Alcohols with Diazo Compounds

A gold-catalyzed [2,3]-sigmatropic rearrangement reaction has been developed. The intermolecular rearrangement occurs between in situ generated donor-acceptor gold-carbenes and cinnamyl alcohols via tandem oxonium ylide formation. The desired rearranged product has been accomplished selectively over more conventional O-H insertion, cyclopropanation, cycloaddition, and C-H functionalization products under mild, open-air conditions. The scope of the work has been illustrated by synthesizing a new class of substrates that can be used for constructing complex molecular targets.

Highly active, selective, and reusable RuO2/SWCNT catalyst for heck olefination of aryl halides

Very fine RuO2 nanoparticles (RuO2NPs) with a mean diameter of about 0.9 nm were decorated on single-walled carbon nanotubes (SWCNTs) by a straightforward "dry synthesis" method. TEM images and the Raman spectrum of the resultant material (RuO2/SWCNT) revealed excellent adhesion and homogeneous dispersion of the RuO2NPs on anchoring sites of the SWCNTs. The surface area of RuO2/SWCNT was found to be 416 m2 g-1. The SEM-EDS results showed that the weight percentage of Ru in RuO2/SWCNT was 13.8%. The oxidation state of Ru in RuO2/SWCNT was +4, as confirmed by XPS and XRD analyses. After the complete characterization, a 0.9 mol % loading of RuO 2/SWCNT was used as a nanocatalyst for the Heck olefination of a wide range of aryl halides to yield products in excellent yields with good turnover numbers and turnover frequencies. Less reactive bromo-and chloroarenes were also used for the formation of coupled products in good yields. RuO 2/SWCNT is regioselective, chemoselective, heterogeneous in nature, and reusable. The stability of RuO2/SWCNT was also studied by means of TEM, ICP-MS, SEM-EDS, and XPS analyses.

Improved synthesis of natural ester sintenin and its analogues via Wittig reaction

The synthesis of a cytotoxic natural ester sintenin (7a) and twenty eight of its analogues including nitrogen-containing heterocyclic indole moiety (7b-7t), saturated (10a-10d) and unsaturated (10e-10h) amides were carried out by convenient route via one-pot Wittig reaction in aqueous medium with improved yield. A systematic structure activity relationship of sintenin ester was designed by chemically modified derivatives in order to get better cytotoxicity.