24654-55-5

Basic information

• Product Name: 4-Fluorocinnamaldehyde
• Synonyms: CHEMBRDG-BB 4004292;4-FLUOROCINNAMALDEHYDE;2-PROPENAL, 3-(4-FLUOROPHENYL)-,(2E);4-FLUOROCINNAMALDEHYDE 98+%;p-Fluorocinnamaldehyde;(E)-3-(4-fluorophenyl)acrylaldehyde;4-Fluorociamaldehyde;3-(4-Fluorophenyl)acrylaldehyde 3-(4-Fluorophenyl)-2-propenal
• CAS NO: 24654-55-5
• Molecular Formula: C₉H₇FO
• Molecular Weight: 150.15
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 24654-55-5.mol
• Article Data: 60

Chemical Properties

• Melting Point: 24°C
• Boiling Point: 102-104°C
• Flash Point: 91.3 °C
• Appearance: Light yellow crystalline
• Density: 1.18
• Vapor Pressure: 0.0284mmHg at 25°C
• Refractive Index: 1.5960-1.6010
• Storage Temp.: 0-10°C
• CAS DataBase Reference: 4-Fluorocinnamaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluorocinnamaldehyde(24654-55-5)
• EPA Substance Registry System: 4-Fluorocinnamaldehyde(24654-55-5)

Safety Data

• Hazardous Substances Data: 24654-55-5(Hazardous Substances Data)

Usage

Description

4-Fluorocinnamaldehyde is a chemical compound within the cinnamaldehyde class, characterized by the presence of a cinnamaldehyde moiety. It is a pale yellow liquid with a distinctive, strong odor. 4-Fluorocinnamaldehyde features an aldehyde functional group, a double bond in its carbon chain, and a fluorine atom attached to the fourth carbon of the benzene ring. Its unique structure endows it with a range of applications in various fields, including pharmaceuticals, fragrances, and flavors, as well as potential biological activities such as antimicrobial and antioxidant properties.

Uses

Used in Pharmaceutical Synthesis:
4-Fluorocinnamaldehyde is utilized as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique chemical structure allows for the creation of a wide array of medicinal agents, contributing to the development of new treatments and therapies.
Used in Fragrance and Flavor Industry:
Leveraging its pleasant aromatic properties, 4-Fluorocinnamaldehyde is employed as a component in the manufacture of fragrances and flavors. Its strong odor makes it a valuable addition to the creation of scents and taste profiles in consumer products, enhancing the sensory experience.
Used in Antimicrobial Applications:
4-Fluorocinnamaldehyde has been studied for its potential antimicrobial properties, making it a candidate for use in applications where the inhibition of microbial growth is necessary, such as in preservatives for food and cosmetics, or in the development of new antimicrobial agents.
Used in Antioxidant Applications:
4-Fluorocinnamaldehyde's antioxidant potential has also been recognized, suggesting its use in applications requiring protection against oxidative stress. This could include roles in the food industry to prevent spoilage, in cosmetic formulations to protect against environmental damage, or in pharmaceuticals to combat oxidative stress-related diseases.

InChI:InChI=1/C9H7FO/c10-9-5-3-8(4-6-9)2-1-7-11/h1-7H/b2-1-

Upstream product

• 819066-29-0 1-((E)-3,3-Diethoxy-propenyl)-4-fluoro-benzene 
• 459-57-4 4-fluorobenzaldehyde 
• 75-07-0 acetaldehyde 
• 1849-36-1 para-nitrobenzenethiol 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 405-99-2 para-fluorostyrene 
• 75-27-4 bromodichloromethane 
• 64-17-5 ethanol 
• 459-56-3 4-fluorobenzylic alcohol 
• 123-73-9 crotonaldehyde 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 201230-82-2 carbon monoxide 
• 459-32-5 4-fluorocinnamic acid 
• 100891-10-9 methyl p-fluorocinnamate 

Downstream Products

• 106485-06-7 (Z)-4-Fluorzimtaldoxim 
• 27331-26-6 1-Fluoro-4-((1E,3Z)-4-phenyl-buta-1,3-dienyl)-benzene 
• 857722-07-7 1-fluoro-4-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)benzene 

Relevant articles and documents

An efficient Pd@Pro-GO heterogeneous catalyst for the α, β-dehydrogenation of saturated aldehyde and ketones

An Efficient Pd@Pro-GO heterogeneous catalyst was developed that can promote the α, β-dehydrogenation of saturated aldehyde and ketones in the yield of 73% ? 92% at mild conditions without extra oxidants and additives. Pd@Pro-GO heterogeneous catalyst was synthesized via two steps: firstly, the Pro-GO was obtained by the esterification reaction between graphene oxide (GO) and N-(tert-Butoxycarbonyl)-L-proline (Boc-Pro-OH), followed by removing the protection group tert-Butoxycarbonyl (Boc), which endowed the proline-functionalized GO with both the lewis acid site (COOH) and the bronsted base site (NH), besides, the pyrrolidine of proline also can form imine with aldehydes to activate these substrates; Second, palladium was dispersed on the proline-functionalized GO (Pro-GO) to obtained heterogeneous catalyst Pd@Pro-GO. Mechanistic studies have shown that the Pd@Pro-GO-catalyzed α,β-dehydrogenation of saturated aldehyde and ketones was realized by an improved heterogeneously catalyzed Saegusa oxidation reaction. Based on the obove characteristics, the Pd@Pro-GO will be widely used in the transition metal catalytic field.

TREATMENT OF DISORDERS ASSOCIATED WITH OXIDATIVE STRESS AND COMPOUNDS FOR SAME

The present invention relates to the treatment of disorders associated with oxidative stress including neuropathic pain and small synthetically derived compounds for treating such disorders.

Substrate-Controlled Chemo-/Enantioselective Synthesis of α-Benzylated Enals and Chiral Cyclopropane-Fused 2-Chromanone Derivatives

Substrate-controlled cascade reactions between α,β-unsaturated aldehydes or their analogues and 2,4-dinitrobenzyl chloride in the presence of a chiral secondary amine as the catalyst and base were developed, to obtain a broad spectrum of α-benzylated enals and enantioenriched cyclopropane-fused chroman-2-one derivatives. The cyclopropane-tethered iminium ion clearly served as a key intermediate in these reactions to trigger stereochemical outcomes, one of which was supported by a control experiment. (Figure presented.).