659-28-9

Basic information

• Product Name: 4-(Trifluoromethoxy)benzaldehyde
• Synonyms: α,α,α-trifluoroanisaldehyde;4-(Trifluoromethoxy)benzaldehyde 98%;4-(Trifluoromethoxy)benzaldehyde98%;Benzaldehyde, 4-(trifluoromethoxy)-;4-(Trifluoromethoxy)benzaldehyde,99%;On trifluoroMethoxy benzaldehyde;4-(TRIFLUOROMETHOXY)BENZALDEHYDE FOR SYN;For trifluoromethoxy benzaldehyde
• CAS NO: 659-28-9
• Molecular Formula: C₈H₅F₃O₂
• Molecular Weight: 190.12
• EINECS: 211-531-4
• Product Categories: Trifluoroanisole series;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Benzaldehyde series;Pyridines
• Mol File: 659-28-9.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 93 °C27 mm Hg(lit.)
• Flash Point: 159 °F
• Appearance: Clear colorless to pale yellow-green/Liquid
• Density: 1.331 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.438mmHg at 25°C
• Refractive Index: n20/D 1.458(lit.)
• Storage Temp.: Store below +30°C.
• Sensitive: Air Sensitive
• BRN: 1949135
• CAS DataBase Reference: 4-(Trifluoromethoxy)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Trifluoromethoxy)benzaldehyde(659-28-9)
• EPA Substance Registry System: 4-(Trifluoromethoxy)benzaldehyde(659-28-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36/38-22
• Safety Statements: 26-36/37/39-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 659-28-9(Hazardous Substances Data)

Usage

Description

4-(Trifluoromethoxy)benzaldehyde, also known as p-(trifluoromethoxy)benzaldehyde, is an aromatic aldehyde characterized by its clear colorless to pale yellow-green liquid appearance. It is a key intermediate in the synthesis of various organic compounds and dyes, making it a valuable component in the chemical industry.

Uses

Used in Pharmaceutical Industry:
4-(Trifluoromethoxy)benzaldehyde is used as a synthetic intermediate for the development of new pharmaceutical compounds, such as (E)-4-(trifluoromethoxy)benzaldehyde thiosemicarbazone, which may have potential applications in the medical field.
Used in Dye Industry:
In the dye industry, 4-(Trifluoromethoxy)benzaldehyde is used as a starting material for the synthesis of new azo dyes containing a 5(4H)-oxazolone ring. These dyes can be utilized in various applications, such as textiles, plastics, and printing inks.
Used in Chemical Synthesis:
4-(Trifluoromethoxy)benzaldehyde is used as a building block in the synthesis of various organic compounds, including 2-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole and (E)-2-[4-(trifluoromethoxy)benzylidene]indan-1-one. These compounds can be further utilized in the development of new materials and products across different industries.
Used in Research and Development:
Due to its unique chemical properties and reactivity, 4-(Trifluoromethoxy)benzaldehyde is also used in research and development for the exploration of new chemical reactions and the creation of novel compounds with potential applications in various fields.

InChI:InChI=1/C8H5F3O2/c9-8(10,11)13-7-3-1-6(5-12)2-4-7/h1-5H

Upstream product

• 201230-82-2 carbon monoxide 
• 456-55-3 1-trifluoromethoxybenzene 
• 330-12-1 4-trifluoromethoxybenzoic acid 
• 332-25-2 4-(trifluoromethoxy)benzonitrile 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 407-14-7 1-bromo-4-(trifluoromethoxy)benzene 
• 100-97-0 hexamethylenetetramine 
• 68-12-2 N,N-dimethyl-formamide 
• 1736-74-9 4-trifluoromethoxybenzyl alcohol 
• 927-84-4 bis(trifluoromethyl)peroxide 
• 100-52-7 benzaldehyde 

Downstream Products

• 57260-64-7 2-thioxo-5-(4-trifluoromethoxy-phenyl)-oxazolidin-4-one 
• 213192-56-4 3-amino-3-[4-(trifluoromethoxy)phenyl]propionic acid 
• 199679-35-1 3-(4-trifluoromethoxyphenyl)acrylic acid 
• 50824-05-0 4-trifluoromethoxybenzyl bromide 
• 315188-37-5 3-nitro-4-trifluoromethoxybenzaldehyde 
• 1736-74-9 4-trifluoromethoxybenzyl alcohol 
• 219685-00-4 N,N-diethyl-N'-(4-trifluoromethoxybenzyl)ethylenediamine 
• 206559-72-0 1-(2-nitrovinyl)-4-(trifluoromethoxy)benzene 
• 950514-32-6 3-(4-trifluoromethoxy-benzylamino)-propan-1-ol 
• 306296-94-6 C₁₉H₂₄F₃N₃O₃ 
• 1282035-28-2 C₁₆H₁₀F₃NO₃ 
• 1310716-21-2 C₂₂H₂₄F₃NO₃Si 

Relevant articles and documents

Radical C?H Trifluoromethoxylation of (Hetero)arenes with Bis(trifluoromethyl)peroxide

Trifluoromethoxylated (hetero)arenes are of great interest for several disciplines, especially in agro- and medicinal chemistry. Radical C?H trifluoromethoxylation of (hetero)arenes represents an attractive approach to prepare such compounds, but the high cost and low atom economy of existing .OCF3 radical sources make them unsuitable for the large-scale synthesis of trifluoromethoxylated building blocks. Herein, we introduce bis(trifluoromethyl)peroxide (BTMP, CF3OOCF3) as a practical and efficient trifluoromethoxylating reagent that is easily accessible from inexpensive bulk chemicals. Using either visible light photoredox or TEMPO catalysis, trifluoromethoxylated arenes could be prepared in good yields under mild conditions directly from unactivated aromatics. Moreover, TEMPO catalysis allowed for the one-step synthesis of valuable pyridine derivatives, which have been previously prepared via multi-step approaches.

Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

The first example of photocatalytic trifluoromethoxylation of arenes and heteroarenes under continuous-flow conditions is described. Application of continuous-flow microreactor technology allowed to reduce the residence time up to 16 times in comparison t

TEMPO-mediated oxidation of primary alcohols to aldehydes under visible light and air

A homogeneous visible light photoredox TEMPO-mediated selective oxidation of primary alcohols to the corresponding carbonyl compounds was developed using molecular oxygen from air as the terminal oxidant. Ru(bpy)3(PF 6)2 (bpy: bipyridyl) and Ir(dtb-bpy)(ppy) 2(PF6) (dtb-bpy: 4,4′-di-tert-butyl-2,2′- bipyridyl; ppy: 2-phenylpyridine) were used as the sensitizers. A homogeneous visible light photoredox TEMPO-mediated selective oxidation of primary alcohols to the corresponding carbonyl compounds was developed. Molecular oxygen from air was the terminal oxidant. Copyright