38695-24-8

Basic information

• Product Name: 4-(4-fluorobenzyl)-N,N-dimethylaniline
• Synonyms: 4-(4-fluorobenzyl)-N,N-dimethylaniline
• CAS NO: 38695-24-8
• Molecular Weight: 229.297
• Mol File: 38695-24-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4-(4-fluorobenzyl)-N,N-dimethylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-fluorobenzyl)-N,N-dimethylaniline(38695-24-8)
• EPA Substance Registry System: 4-(4-fluorobenzyl)-N,N-dimethylaniline(38695-24-8)

Safety Data

• Hazardous Substances Data: 38695-24-8(Hazardous Substances Data)

Upstream product

• 16574-54-2 (4-(dimethylamino)phenyl)(4-fluorophenyl)methanone 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 161200-69-7 (4-FC₆H₄CH₂)Ti(O-i-Pr)3 
• 7353-91-5 4-dimethylaminophenylmagnesium bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 38695-23-7 1-(4-fluorobenzyl)-4-nitrobenzene 
• 39768-80-4 (4-Dimethylamino-phenyl)-(4-fluoro-phenyl)-methanol 

Relevant articles and documents

Iridium-Catalysed Reductive Deoxygenation of Ketones with Formic Acid as Traceless Hydride Donor

An iridium-catalysed deoxygenation of ketones and aldehydes is achieved, with formic acid as hydride donor and water as co-solvent. At low catalyst loading, a number of 4-(N,N-disubstituted amino) aryl ketones are readily deoxygenated in excellent yields and chemoselectivity. Numerous functional groups, especially phenolic and alcoholic hydroxyls, secondary amine, carboxylic acid, and alkyl chloride, are well tolerable. Geminally dideuterated alkanes are obtained with up to 90% D incorporation, when DCO2D and D2O are used in place of their hydrogenative counterparts. The activating 4-(N,N-disubstituted amino)aryl groups have been demonstrated to undergo a variety of useful transformations. The deoxygenative deuterations have been used to prepare a deuterated drug molecule Chlorambucil-4,4-d2. (Figure presented.).

Palladium-catalyzed coupling reactions of (ArCH2)Ti(O-i-Pr) 3 with aromatic or heteroaromatic bromides

Three benzyltitanium compounds of (ArCH2)Ti(O-i-Pr)3 (Ar = Ph (1a), 4-MeOC6H4 (1b), 4-FC6H 4 (1c)) were prepared and used as benzyl nucleophiles for coupling reactions with aromatic or heteroaromatic bromides. The simple catalytic system of 1 mol % Pd(OAc)2 and 2 mol % PCy3 worked efficiently for a wide variety of aromatic bromides, producing diarylmethanes in good to excellent yields of up to 96%. Coupling reactions of hindered aromatic bromides or aromatic bromides containing electron-withdrawing substituents were slower over longer reaction times of 3-6 h. Reactions of heteroaromatic bromides of bromopyridines, bromofurans, or bromothiophenes with benzyl reagents of 1a or 1b required either longer reaction times of 12-24 h or a higher reaction temperature of 80 °C, producing pyridyl-, furyl-, and thienyl-arylmethanes in moderate yields.