146539-83-5

Basic information

• Product Name: 2-METHOXY-5-(TRIFLUOROMETHYL)BENZALDEHYDE
• Synonyms: 2-METHOXY-5-(TRIFLUOROMETHYL)BENZALDEHYDE
• CAS NO: 146539-83-5
• Molecular Formula: C₉H₇F₃O₂
• Molecular Weight: 204.15
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;Phenyls & Phenyl-Het
• Mol File: 146539-83-5.mol

Chemical Properties

• Melting Point: 85-89°C
• Boiling Point: 238℃
• Flash Point: 95℃
• Appearance: Light yellow powder
• Density: 1.287
• Vapor Pressure: 0.0446mmHg at 25°C
• Refractive Index: 1.475
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2-METHOXY-5-(TRIFLUOROMETHYL)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXY-5-(TRIFLUOROMETHYL)BENZALDEHYDE(146539-83-5)
• EPA Substance Registry System: 2-METHOXY-5-(TRIFLUOROMETHYL)BENZALDEHYDE(146539-83-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37
• Hazardous Substances Data: 146539-83-5(Hazardous Substances Data)

Usage

Uses

Used in Synthetic Organic Chemistry:
2-Methoxy-5-(trifluoromethyl)benzaldehyde is utilized as a reagent in synthetic organic chemistry, particularly for the synthesis of pharmaceuticals and other complex molecules. Its chemical structure allows it to be a key component in creating a wide range of compounds.
Used in Flavoring Agent Applications:
In the food and beverage industry, 2-Methoxy-5-(trifluoromethyl)benzaldehyde is employed as a flavoring agent, capitalizing on its distinctive sweet and fruity aroma to enhance the taste and smell of various products.
Used in Chemical Compound Production:
2-METHOXY-5-(TRIFLUOROMETHYL)BENZALDEHYDE is also used in the production of other chemical compounds, highlighting its role as a building block for creating a diverse array of substances with different applications.
Used in Dyes and Perfumes Manufacturing:
Furthermore, 2-Methoxy-5-(trifluoromethyl)benzaldehyde serves as an intermediate in the manufacturing of dyes and perfumes, where its aromatic properties are harnessed to contribute to the color and scent of these products.
Used in Pharmaceutical Industry:
2-Methoxy-5-(trifluoromethyl)benzaldehyde is used as a key intermediate in the development of pharmaceuticals, playing a crucial role in the synthesis of various medicinal compounds.

InChI:InChI=1/C9H7F3O2/c1-14-8-3-2-7(9(10,11)12)4-6(8)5-13/h2-5H,1H3

Upstream product

• 2591-86-8 N-Formylpiperidine 
• 402-52-8 methyl 4-(trifluoromethyl)phenyl ether 
• 828-27-3 4-Trifluoromethoxyphenol 
• 68-12-2 N,N-dimethyl-formamide 
• 685126-89-0 (2-methoxy-5-(trifluoromethyl)phenyl)methanol 
• 135-02-4 ortho-anisaldehyde 
• 77152-08-0 trifluoromethylcopper(I) 
• 146137-78-2 2-fluoro-5-trifluoromethylbenzaldehyde 
• 402-45-9 4-hydroxybenzotrifluoride 

Downstream Products

• 210039-65-9 2-hydroxy-5-(trifluoromethyl)benzaldehyde 

Relevant articles and documents

Aryl Sulfonium Salts for Site-Selective Late-Stage Trifluoromethylation

Incorporation of the CF3 group into arenes has found increasing importance in drug discovery. Herein, we report the first photoredox-catalyzed cross-coupling of aryl thianthrenium salts with a copper-based trifluoromethyl reagent, which enables a site-selective late-stage trifluoromethylation of arenes. The reaction proceeds with broad functional group tolerance, even for complex small molecules on gram scale. The method was further extended to produce pentafluoroethylated derivatives.

Nucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite

A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution.

AZABICYCLIC AMINE DERIVATIVES AS NK-1 RECEPTOR ANTAGONISTS

The present invention relates compounds of the formula (I), wherein X represents hydrogen or a C1-4alkyl group optionally substituted by a hydroxy group; Y represents hydrogen, C1-6alkyl or C3-7cycloalkyl; Z is -CR9/

Substituted benzylaminopiperidine compounds

The invention provides a substituted benzylaminopiperidine compounds that are useful in the treatment of gastrointestinal disorders; central nervous system (CNS) disorders; inflammatory disease; emesis; urinary incontinence; pain; migraine; sunburn; diseases, disorders and adverse conditions caused byHeliobacter pylori;or angiogenesis, especially CNS disorders in a mammalian subject, especially in humans.

Substituent Control of Intramolecular Hydrogen Bonding in Formyl-Protonated o-Anisaldehydes: A Stable Ion and Semiempirical MO Investigation

o-Anisaldehyde and its 5-Br, 5-F, 5-CF3, 5-CN, 5-NO2, and 5-COMe derivatives are protonated at the formyl group in 1 : 1 SbF5-FSO3H/SO2 (or SO2ClF) to give persistent carboxonium ions as mixtures of Z and E geometrical isomers.The cyano, nitro, and acetyl substituents are also protonated, leading to dications and additional geometrical isomers in the nitro and acetyl cases.The carboxonium ions are predominantly in the Z,syn configuration, but with increased amounts of the E,anti configuration with increased electron withdrawal by the substituents.With 5-NO2H(+), Eisomers become more abundant than Z.The formyl protonated 2-(trifluoromethoxy)benzaldehyde shows a strong preference for the E configuration.The preference for the Z,syn form is attributed to intramolecular hydrogen bonding that becomes less favorable as electron density is withdrawn from the methoxyl oxygen.The log Z/E values correlate with differences in energy content of the isomers predicted in AM1 calculations, and the chemical shift of the hydroxyl proton of the carboxonium group correlates well with predicted charge on the proton.