223575-93-7

Basic information

• Product Name: 3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-2-CARBALDEHYDE
• Synonyms: AKOS BAR-0247;3'-TRIFLUOROMETHYL-BIPHENYL-2-CARBALDEHYDE;3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-2-CARBALDEHYDE;2-[3-(Trifluoromethyl)phenyl]benzaldehyde;3′-Trifluoromethylbiphenyl-2-carboxaldehyde
• CAS NO: 223575-93-7
• Molecular Formula: C14H9F3O
• Molecular Weight: 250.22
• Mol File: 223575-93-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 339.0±42.0 °C(Predicted)
• Flash Point: >110℃
• Appearance: /
• Density: 1.281 g/mL at 25 °C
• Refractive Index: n20/D1.551
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-2-CARBALDEHYDE(223575-93-7)
• EPA Substance Registry System: 3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-2-CARBALDEHYDE(223575-93-7)

Safety Data

• Hazard Codes: Xi,N,Xn
• Statements: 22-36/38-51/53
• Safety Statements: 26-61
• RIDADR: UN 3082 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 223575-93-7(Hazardous Substances Data)

Usage

Description

3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-2-CARBALDEHYDE is a chemical compound that shares structural characteristics with biphenyl compounds, known for its two phenyl groups. The presence of the trifluoromethyl group renders the compound more lipophilic and increases its chemical stability. Its aldehyde group can react with various nucleophiles. It is particularly relevant in the pharmaceutical and chemical industry where it is often used as an intermediate product for the synthesis of more complex substances. It often serves as a building block in the creation of numerous fluorinated compounds which are widely known for their efficacy in various fields from pharmaceuticals to agrochemicals. However, information regarding its safety, toxicity or environmental impact is not widely available as of now.

Uses

Used in Pharmaceutical Industry:
3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-2-CARBALDEHYDE is used as an intermediate product for the synthesis of more complex substances, particularly in the creation of fluorinated compounds. These compounds are known for their efficacy in various pharmaceutical applications.
Used in Chemical Industry:
3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-2-CARBALDEHYDE is used as a building block in the creation of numerous fluorinated compounds. These compounds are widely used in various chemical applications, including the synthesis of agrochemicals and other complex substances.

Upstream product

• 402-26-6 3-(trifluoromethyl)phenylmagnesium bromide 
• 82632-38-0 N-tert-butyl-1-(2-methoxyphenyl)methanimine 
• 135-02-4 ortho-anisaldehyde 
• 444-29-1 2-iodo(trifluoromethyl)benzene 
• 18982-54-2 o-bromobenzyl alcohol 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 
• 6630-33-7 ortho-bromobenzaldehyde 

Relevant articles and documents

Regio- and Chemoselective Kumada-Tamao-Corriu Reaction of Aryl Alkyl Ethers Catalyzed by Chromium under Mild Conditions

Acting as an environmentally benign synthetic tool, the cross-coupling reactions with aryl ethers via C-O bond activation have attracted broad interest. However, the functionalizations of C-O bonds are mainly limited to nickel catalysis, and selectivity has long been a prominent challenge when several C-O bonds are present in the one molecule. We report here the first chromium-catalyzed selective cross-coupling reactions of aryl ethers with Grignard reagents by the cleavage of C-O(alkyl) bonds. Diverse transformations were achieved using simple, inexpensive chromium(II) precatalyst combining imino auxiliary at room temperature. It offers a new avenue for buildup functionalized aromatic aldehydes with high efficiency and selectivity.

Formation of a carbonyl group ortho to a biaryl structure or a 6H-dibenzopyran by a palladium/norbornene-catalyzed ordered reaction sequence

Abstract Developments are reported in the catalytic synthesis of biaryls containing an ortho-carbaldehyde or 6H-dibenzopyrans in the presence of palladium/norbornene as catalyst. The reaction of o-substituted aryl iodides and o-bromobenzyl alcohols proceeds by unsymmetrical aryl-aryl coupling to form a seven-membered oxapalladacycle intermediate, which may undergo an intramolecular redox process to form carbonyl groups or a C-O coupling to six-membered cyclic ethers. The predominant formation of dibenzopyrans as well as of biaryl structures containing the oxidized CHO group in one ring and the reduced CH2OH in the other is described along with some mechanistic insights.

First and mild synthesis of fluorene-9-malonic acid and some substituted derivatives via the intramolecular hydroarylation of 2-phenylbenzylidenemalonic acids

Hitherto unknown fluorene-9-malonic acid and some substituted derivatives were easily synthesized in very mild conditions through the intramolecular hydroarylation of 2-phenylbenzylidenemalonic acids issued from the corresponding biphenylcarboxaldehydes.