20754-22-7

Basic information

• Product Name: METHYL 4-TRIFLUOROMETHYLCINNAMATE
• Synonyms: METHYL 4-TRIFLUOROMETHYLCINNAMATE;4-(Trifluoromethyl)-cinnamic methyl ester;(E)-Methyl 3-(4-(trifluoroMethyl)phenyl)acrylate;Methyl (E)-(4-Trifluoromethyl)cinnamate;2-Propenoic acid,3-[4-(trifluoromethyl)phenyl]-, methyl ester, (2E)-
• CAS NO: 20754-22-7
• Molecular Formula: C₁₁H₉F₃O₂
• Molecular Weight: 230.18
• Mol File: 20754-22-7.mol
• Article Data: 56

Chemical Properties

• Boiling Point: 256.8°Cat760mmHg
• Flash Point: 91.4°C
• Appearance: /
• Density: 1.251g/cm³
• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.494
• CAS DataBase Reference: METHYL 4-TRIFLUOROMETHYLCINNAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-TRIFLUOROMETHYLCINNAMATE(20754-22-7)
• EPA Substance Registry System: METHYL 4-TRIFLUOROMETHYLCINNAMATE(20754-22-7)

Safety Data

• Hazardous Substances Data: 20754-22-7(Hazardous Substances Data)

Usage

General Description

Methyl 4-trifluoromethylcinnamate is a chemical compound with the molecular formula C11H9F3O2. It is a clear, colorless to pale yellow liquid with a sweet, floral odor. METHYL 4-TRIFLUOROMETHYLCINNAMATE is commonly used in the fragrance and flavor industry as a synthetic flavoring agent, as well as in the production of perfumes and cosmetic products. It is also used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Methyl 4-trifluoromethylcinnamate has been found to exhibit antimicrobial and antifungal properties, and it is also used as an insecticide and acaricide in agricultural applications. Additionally, it has potential applications in the field of organic electronics and optoelectronic devices.

InChI:InChI=1/C11H9F3O2/c1-16-10(15)7-4-8-2-5-9(6-3-8)11(12,13)14/h2-7H,1H3/b7-4+

Upstream product

• 2062-26-2 3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 79-20-9 acetic acid methyl ester 
• 67-56-1 methanol 
• 183801-13-0 3-(4-(trifluoromethyl)phenyl)propiolaldehyde 
• 1529-78-8 [(methoxycarbonyl)methyl]triphenylarsonium bromide 
• 292638-85-8 acrylic acid methyl ester 
• 96-32-2 bromoacetic acid methyl ester 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 1942-46-7 5-decyne 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 77-78-1 dimethyl sulfate 
• 116-54-1 dichloroacetic acid methyl ester 
• 455-13-0 4-Iodobenzotrifluoride 

Downstream Products

• 20754-22-7 methyl (Z)-3-(4-trifluoromethylphenyl)acrylate 
• 849442-21-3 methyl 3-(4-(trifluoromethyl)phenyl)propanoate 
• 95123-61-8 (2E)-3-(4-trifluoromethylphenyl)prop-2-enal 
• 351536-40-8 (E)-1,1,1-trichloro-4-(4-(trifluoromethyl)phenyl)but-3-en-2-ol 
• 351536-23-7 2-tert-butyldimethylsilyloxy-1,1,1-trichloro-4-(4-trifluoromethylphenyl)-3-butene 
• 2062-26-2 3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid 
• 955137-85-6 (+/-)-trans-1-(tert-butoxycarbonyl)-4-(4-(trifluoromethyl)-phenyl)pyrrolidine-3-carboxylic acid 
• 1227844-91-8 (3S,4R)-1-(tert-butoxycarbonyl)-4-(4-trifluoromethylphenyl)pyrrolidine-3-carboxylic acid 
• 1227844-93-0 (3R,4S)-1-(tert-butoxycarbonyl)-4-(4-trifluoromethylphenyl)pyrrolidine-3-carboxylic acid 
• 125617-18-7 3-(4-trifluoromethylphenyl)-2-propen-1-ol 
• 180635-74-9 3‐(4‐(trifluoromethyl)phenyl)propan‐1‐ol 

Relevant articles and documents

A cross-linked reverse micelle-encapsulated palladium catalyst

Cross-linked reverse micelle-palladium catalysts are effective and stable cross-coupling catalysts; cross-linking is crucial for stability. The Royal Society of Chemistry 2005.

Mizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination

Mizoroki-Heck reaction of unstrained aryl ketone with acrylate/styrene is accomplished via palladium-catalyzed ligand-promoted C-C bond cleavage. Various (hetero)aryl ketones are compatible in the reaction, affording the alkene product in good to excellent yields. Further applications in the late-stage olefination of some drugs, natural products, and fragrance-derived aryl ketones demonstrate the synthetic utility of this protocol. By employing ketone as both the directing group and the leaving group, 1,2-bifunctionalization is achieved via sequential ortho-C-H alkylation/ipso-Heck olefination.

Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer

Direct hydrogen atom transfer from a photoredox-generated Hantzsch ester radical cation to electron-deficient alkenes has enabled the development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT-driven mechanism is supported by experimental and computational studies. The reaction is applied to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron-donating or electron-withdrawing substituents in the aromatic ring and with good functional group compatibility. (Figure presented.).