1151-93-5

Basic information

• Product Name: METHANONE, [4-(DIMETHYLAMINO)PHENYL](4-METHOXYPHENYL)-
• Synonyms: METHANONE, [4-(DIMETHYLAMINO)PHENYL](4-METHOXYPHENYL)-;4-METHOXY-4'-N,N-DIMETHYLAMINOBENZOPHENONE;[4-(Dimethylamino)Phenyl](4-Methoxyphenyl)Methanone;[4-(dimethylamino)phenyl](4-methoxyphenyl)-;4-(Dimethylamino)-4'-methoxybenzophenone
• CAS NO: 1151-93-5
• Molecular Formula: C₁₆H₁₇NO₂
• Molecular Weight: 255.31
• Product Categories: Aromatic Benzophenones & Derivatives (substituted)
• Mol File: 1151-93-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 411.5 °C at 760 mmHg
• Flash Point: 202.7 °C
• Appearance: /
• Density: 1.112 g/cm³
• Vapor Pressure: 5.57E-07mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: METHANONE, [4-(DIMETHYLAMINO)PHENYL](4-METHOXYPHENYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: METHANONE, [4-(DIMETHYLAMINO)PHENYL](4-METHOXYPHENYL)-(1151-93-5)
• EPA Substance Registry System: METHANONE, [4-(DIMETHYLAMINO)PHENYL](4-METHOXYPHENYL)-(1151-93-5)

Safety Data

• Hazardous Substances Data: 1151-93-5(Hazardous Substances Data)

Usage

General Description

Methanone, [4-(dimethylamino)phenyl](4-methoxyphenyl)-, also known as 4-(N,N-dimethylamino)phenyl 4-methoxybenzoyl methanone, is an organic compound with the molecular formula C17H19NO3. It consists of a methanone group, a dimethylamino group, and a methoxyphenyl group. This chemical is commonly used as a light-sensitive material for photoreactive coating applications and as a building block in the synthesis of pharmaceuticals. It is also used as a UV absorber or stabilizer in sunscreen products and as a photo-initiator in polymerization processes. Additionally, it may have potential applications in organic electronics and optoelectronic devices due to its photophysical properties.

InChI:InChI=1/C16H17NO2/c1-17(2)14-8-4-12(5-9-14)16(18)13-6-10-15(19-3)11-7-13/h4-11H,1-3H3

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 7465-88-5 4-methoxy-N-phenylbenzamide 
• 10025-87-3 trichlorophosphate 
• 345-89-1 4-fluoro-4'-methoxybenzophenone 
• 80-70-6 N,N,N',N'-tetramethylguanidine 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 4755-50-4 4-(dimethylamino)benzoyl chloride 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 212956-18-8 N-methoxy-N-methyl p-(dimethylamino)benzamide 
• 94207-51-9 (4-(dimethylamino)phenyl)(4-methoxyphenyl)methanol 
• 14062-80-7 N,N-dimethyl-4-chlorobenzamide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 93296-10-7 (4-(dimethylamino)phenyl)zinc(II) chloride 

Downstream Products

• 102827-03-2 (4-(dimethylamino)phenyl)(4-hydroxyphenyl)methanone 
• 113915-67-6 α-(p-dimethylaminophenyl)-α-(p-methoxyphenyl)ethylene 
• 53039-60-4 (4-methoxyphenyl)-(4-N,N-dimethylaminophenyl)-methane 
• 71777-50-9 C₁₆H₁₉N₃O 

Relevant articles and documents

Acylboronates in polarity-reversed generation of acyl palladium(II) intermediates

We report a catalytic cross-coupling process between aryl (pseudo)halides and boron-based acyl anion equivalents. This mode of acylboronate reactivity represents polarity reversal, which is supported by the observation of tetracoordinated boronate and acyl palladium(II) species by 11B, 31P NMR, and mass spectrometry. A broad scope of aliphatic and aromatic acylboronates has been examined, as well as a variety of aryl (pseudo)halides.

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.).

Efficient Synthesis of Diaryl Ketones by Nickel-Catalyzed Negishi Cross-Coupling of Amides by Carbon–Nitrogen Bond Cleavage at Room Temperature Accelerated by a Solvent Effect

The first Negishi cross-coupling of amides for the synthesis of versatile diaryl ketones by selective C?N bond activation under exceedingly mild conditions is reported. The cross-coupling was accomplished with bench-stable, inexpensive precatalyst [Ni(PPh3)2Cl2] that shows high functional-group tolerance and enables the synthesis of highly functionalized diaryl ketone motifs. The coupling occurred with excellent chemoselectivity favoring the ketone (cf. biaryl) products. Notably, this process represents the mildest conditions for amide N?C bond activation accomplished to date (room temperature, 10 min). Considering the versatile role of polyfunctional biaryl ketone linchpins in modern organic synthesis, availability, and excellent functional-group tolerance of organozinc reagents, this strategy provides a new platform for amide N?C bond/organozinc cross-coupling under mild conditions.