28467-92-7

Usage

Uses

Used in Fragrance Industry:
Alpha-ethylcinnamaldehyde is used as a fragrance ingredient for its sweet, floral, and herbal scent, enhancing the overall fragrance profile of perfumes and personal care products. Its strong and long-lasting scent makes it a popular choice in this application.
Used in Antimicrobial Applications:
Due to its potential antimicrobial properties, alpha-ethylcinnamaldehyde can be used as a preservative in various products to prevent microbial growth, thereby extending their shelf life and maintaining product integrity.
Used in Antioxidant Applications:
Given its potential antioxidant properties, alpha-ethylcinnamaldehyde can be utilized in the food and beverage industry, as well as in cosmetics, to protect against oxidation, which can lead to spoilage or degradation of the product's quality.
Used in Consumer Goods Industry:
The versatility of alpha-ethylcinnamaldehyde makes it suitable for use in a wide range of consumer goods, including household cleaning products, where its antimicrobial properties can be employed to sanitize surfaces, and in air fresheners, where its pleasant scent can improve the ambiance of a space.
Used in Industrial Applications:
In industrial settings, alpha-ethylcinnamaldehyde's properties can be harnessed for various purposes, such as in the production of flavorings for food products, where its sweet and floral notes can enhance taste profiles, or in the development of new materials that leverage its antimicrobial and antioxidant characteristics for specific technical applications.

Upstream product

• 100-52-7 benzaldehyde 
• 123-72-8 butyraldehyde 
• 929-05-5 1-ethoxybut-1-ene 
• 5395-08-4 benzaldehyde di-n-butylacetal 
• 16627-12-6 2-bromo-1-ethoxy-but-1-ene 
• 21710-99-6 2-butyl-3-phenyloxarizidine 
• 109-73-9 N-butylamine 

Downstream Products

• 56640-48-3 2-benzyl butanol 
• 145547-43-9 2-(2-benzylidenebutylene)-1,3-dithiane 
• 59843-43-5 4-ethyl-3-phenylpyrazole 
• 101441-53-6 3-ethyl-2-phenylquinoline 

Relevant academic research and scientific papers

P-Toluene sulfonic acid (PTSA)-MCM-41 as a green, efficient and reusable heterogeneous catalyst for the synthesis of jasminaldehyde under solvent-free condition

This paper reports the synthesis of p-Toluene sulfonic acid (PTSA)-MCM-41 by impregnation method and its characterization XRD, FT-IR, TGA, N2 adsorption-desorption isotherms, SEM, and TEM. The impregnated catalysts were used to catalyse cross-aldol condensation of active methylene bearing aliphatic aldehydes with aromatic aldehydes under solvent and metal-free condition particularly in the synthesis perfumery chemical-jasminaldehyde and related compounds. The as synthesized catalyst PTSA-MCM-41 has displayed high efficiency (selectivity up to 91%) in catalyzing cross-aldol condensation reaction and was reusable (5 cycles) with no apparent loss in activity. The catalytic performance of PTSA-MCM-41 was compared with other catalysts viz., ZnO, proline, proline-LDH, PTSA, PTSA-zirconia and PTSA-zeolite where PTSA-MCM-41 showed better performance particularly in synthesis of jasminaldehyde.

Bifunctional organocatalysts for the synthesis of jasminaldehyde and their derivatives

L-Proline in the presence of benzoic acid is found to be an effective catalytic system for the cross-aldol condensation of benzaldehyde with 1-heptanal under solvent free condition amongst the several amino acids screened for this reaction. Under the optimized reaction conditions, the desired product (e.g. jasminaldehyde) is formed up to 96% selectivity in one hour using the desired arylaldehyde: 1-alkanaldehyde ratio as low as 2:1 under controlled addition of 1-alkanaldehyde.

Highly enantioselective bioreduction of 2-fluorocinnamyl alcohols mediated by Saccharomyces cerevisiae

Biocatalytic reduction of 2-fluorocinnamyl alcohols mediated by Saccharomyces cerevisiae was investigated in phosphate buffer solutions. Product analysis clearly showed that (S)-2-fluoro-3-arylpropanols were afforded in high yields with up to 92% ee value.

Pd-catalyzed oxidative amidation of aldehydes with hydrogen peroxide

Using hydrogen peroxide as a key oxidant, catalytic oxidative amidation between aldehydes and amines was effectively carried out with PdCl2-xantophos as a catalyst in methanol under acidic conditions. The new protocol is mechanistically different from the previous one through β-hydride elimination.

Reactions of trimethylsilyl-derived iodohydrins with electron-rich π-systems

Reactions of trimethylsilyl-derived iodohydrins of the type R1R2CH-CH(I)OTMS, with electron-rich olefins, and the effects of certain factors on these reactions, were studied. The trimethylsilyl-derived iodohydrins were obtained in situ by reacting R1R2CH-CHO (R1 = R2 = H; R1 = H, R2 = alkyl, phenyl) with TMSI. The corresponding trimethylsilyl enol ether derivatives (R1R2C=CH-OTMS), and 1,1-diarylethylenes were the olefins used. Aldehydes of the type RCH2-CH=O reacted smoothly in the presence of TMSI to yield the condensation product RCH2-CH=C(R)-CH=O. Both RCH(-CH=CAr2)2 and the cyclic acetal 5 were obtained as main products of the RCH=O-TMSI-CH2=CAr2 reaction system, depending on the [RCHO]:[TMSI]:[CH2=CAr2] concentration ratio. The mechanisms of formation for the various main products and by-products are discussed. TMSI substitutes, formed by reacting Me3SiCl with each of several Lewis acids, were also used.

Action of Boron Trifluoride on Aromatic Acetals

Acetals of the type X-C6H4CH(OR)2 (where R = Et, n-Bu and isoamyl and X = H, CH3) react with boron trifluoride in anhyd. 1,2-dichloroethane to give benzyl alkyl ethers, α,β-unsaturated aldehydes and benzaldehyde.However, p-nitrobenzaldehyde di-n-butyl acetal gives only p-nitrobenzaldehyde.The formation of benzyl alkyl ethers is explained by a hydride ion transfer mechanism and that of α,β-unsaturated aldehyde by an aldol-type of condensation.

ETHERS D'ENOLS β-LITHIES; SYNTHESES D'ALDEHYDES α-ETHYLENIQUES

β-Bromoenol ethers readily undergo bromine-lithium exchange with t-butyllithium in ether or THF at -70 deg C.The resulting lithium products react with aldehydes and ketones to produce, after hydrolysis, β-hydroxyenol ethers (basic medium) or α-unsaturated aldehydes (acidic medium).