4160-52-5

Basic information

• Product Name: 4-METHYLBUTYROPHENONE
• Synonyms: 1-Butanone, 1-(4-methylphenyl)-;Butyrophenone, 4'-methyl-;4-METHYLBUTYROPHENONE;P-METHYLBUTYROPHENONE;4-Butyryltoluene;4-Methylbutyrophenone,97%;1-(4-methylphenyl)butan-1-one;1-(4-Methylphenyl)-1-butanone
• CAS NO: 4160-52-5
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.23
• EINECS: 223-996-0
• Mol File: 4160-52-5.mol
• Article Data: 33

Chemical Properties

• Melting Point: 12℃
• Boiling Point: 252℃ (739 Torr)
• Flash Point: 110.1±8.8℃
• Appearance: /
• Density: 0.952±0.06 g/cm3 (20 ºC 760 Torr)
• Refractive Index: 1.5232 (589.3 nm 20℃)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• CAS DataBase Reference: 4-METHYLBUTYROPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLBUTYROPHENONE(4160-52-5)
• EPA Substance Registry System: 4-METHYLBUTYROPHENONE(4160-52-5)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 4160-52-5(Hazardous Substances Data)

Usage

Description

4-METHYLBUTYROPHENONE, also known as 4'-Methylbutyrophenone and 4''-Methylbutyrophenone, is an aryl alkyl ketone with the molecular formula C10H16O. It is a colorless to pale yellow liquid with a distinct odor and is soluble in organic solvents. 4-METHYLBUTYROPHENONE is known for its ability to quench chemically excited acetone phosphorescence, making it a valuable component in various applications.

Uses

Used in Chemical Research:
4-METHYLBUTYROPHENONE is used as a quenching agent for chemically excited acetone phosphorescence. This application is particularly important in the field of chemical research, where the compound helps in studying and understanding the behavior of excited states in chemical reactions.
Used in Analytical Chemistry:
In analytical chemistry, 4-METHYLBUTYROPHENONE serves as a valuable tool for the detection and measurement of acetone phosphorescence. Its ability to quench this phosphorescence allows for more accurate and reliable analysis of samples containing acetone or other related compounds.
Used in Pharmaceutical Industry:
4-METHYLBUTYROPHENONE may also find applications in the pharmaceutical industry, where its unique properties can be utilized in the development of new drugs or drug delivery systems. Its ability to interact with excited states could potentially be harnessed for targeted drug delivery or as a component in drug formulations.
Used in Material Science:
4-METHYLBUTYROPHENONE's ability to quench phosphorescence may also be useful in material science, particularly in the development of new materials with specific optical or electronic properties. 4-METHYLBUTYROPHENONE could be incorporated into the design of advanced materials for various applications, such as sensors, displays, or energy-efficient devices.

InChI:InChI=1/C11H7BrCl2N4O/c12-10-9(5-16-18-11(10)19)17-15-4-6-1-2-7(13)3-8(6)14/h1-5H,(H2,17,18,19)

Upstream product

• 10557-57-0 propylmagnesium iodide 
• 104-85-8 para-methylbenzonitrile 
• 99-94-5 p-Toluic acid 
• 107-92-6 butyric acid 
• 141-75-3 butyryl chloride 
• 108-88-3 toluene 
• 106-31-0 butanoic acid anhydride 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 7143-76-2 cyclopropyl-p-tolyl-methanone 
• 138354-13-9 C₁₁H₁₂O^(1-) 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 107-08-4 1-iodo-propane 
• 24165-63-7 1-p-tolyl-3-buten-1-ol 

Downstream Products

• 92321-60-3 2-dimethylaminomethyl-1-p-tolyl-butan-1-one 
• 859080-85-6 1-p-tolyl-butane-1,2-dione-2-oxime 
• 1595-05-7 p-butyltoluene 
• 6282-37-7 1-(4-methylphenyl)butanol 
• 69126-28-9 1-(4-methyl-3-nitrophenyl)-1-butanone 
• 4521-23-7 tolbutamide 
• 4521-22-6 4-(4-methylphenyl)butyric acid 
• 100121-59-3 2-p-toluoyl-butyraldehyde 
• 51089-96-4 1-p-Tolyl-1-butylamin 
• 99-94-5 p-Toluic acid 

Relevant articles and documents

Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones

We present herein a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters. This reaction involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to this successful development is the protodeboronation of alkenyl borylether intermediate via a tetravalent borate anion species in the presence of KHF2 and MeOH. This approach features mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies also supported that the tandem allylation and chain-walking process were involved.

Facile preparation of 5-alkyl-1-aryltetrazoles with arenes, acyl chlorides, hydroxylamine, and diphenylphosphoryl azide

Successive treatment of arenes with acyl chlorides and AlCl3, the addition of water and removal of solvent, the reaction with NH2OH?HCl and K2CO3, and the reaction with diphenylphosphoryl azide and DBU under warming conditions gave the corresponding 5-alkyl-1-aryltetrazoles efficiently in good to moderate yields. The present method is one-pot transformation of arenes into 5-alkyl-1-aryltetrazoles using the Friedel-Crafts acylation and the Beckmann rearrangement under transition-metal-free conditions.

Manganese PNP-pincer catalyzed isomerization of allylic/homo-allylic alcohols to ketones-activity, selectivity, efficiency

We report the first manganese catalyzed isomerization of allylic alcohols to produce the corresponding carbonyl compounds. The ligand plays a decisive role in the efficiency of this reaction. Very high conversions could be obtained using a solvent-free reaction system. A detailed DFT study reveals a self-dehydrogenation/hydrogenation reaction mechanism which was verified by the isolation of the α,β-unsaturated ketone as intermediate and a deuterium labeling experiment. It also provided a rationale for the observed selectivity and the higher efficiency of phenyl over isopropyl substitution.