5739-38-8

Basic information

• Product Name: 1-(4-methoxyphenyl)-3-phenyl-propan-1-one
• Synonyms: 1-Propanone, 1-(4-methoxyphenyl)-3-phenyl-
• CAS NO: 5739-38-8
• Molecular Formula: C₁₆H₁₆O₂
• Molecular Weight: 240.3
• Mol File: 5739-38-8.mol
• Article Data: 190

Chemical Properties

• Boiling Point: 392.4°Cat760mmHg
• Flash Point: 175.3°C
• Appearance: /
• Density: 1.081g/cm³
• Vapor Pressure: 2.3E-06mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 1-(4-methoxyphenyl)-3-phenyl-propan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxyphenyl)-3-phenyl-propan-1-one(5739-38-8)
• EPA Substance Registry System: 1-(4-methoxyphenyl)-3-phenyl-propan-1-one(5739-38-8)

Safety Data

• Hazardous Substances Data: 5739-38-8(Hazardous Substances Data)

Usage

Description

1-(4-methoxyphenyl)-3-phenyl-propan-1-one, also known as p-methoxyphenylacetone, is an organic compound with the molecular formula C16H16O2. It is a key intermediate in the synthesis of various pharmaceuticals and other organic compounds, particularly in the production of amphetamines and other psychoactive substances. This colorless liquid exhibits a sweet, floral odor and is characterized by its flammable nature and potential hazardous properties.

Uses

Used in Pharmaceutical Synthesis:
1-(4-methoxyphenyl)-3-phenyl-propan-1-one is used as a key intermediate in the pharmaceutical industry for the synthesis of various pharmaceuticals and organic compounds. Its role in the production process is crucial due to its ability to form the backbone of these compounds.
Used in the Production of Amphetamines:
In the chemical industry, 1-(4-methoxyphenyl)-3-phenyl-propan-1-one is used as a precursor in the production of amphetamines and other psychoactive substances. Its chemical structure allows for further modification and synthesis into these compounds.
Used in Research and Development:
1-(4-methoxyphenyl)-3-phenyl-propan-1-one is also utilized in the research and development sector for studying the properties and potential applications of ketone functional group compounds. Its unique structure makes it an interesting subject for scientific inquiry and innovation.

InChI:InChI=1/C16H16O2/c1-18-15-10-8-14(9-11-15)16(17)12-7-13-5-3-2-4-6-13/h2-6,8-11H,7,12H2,1H3

Upstream product

• 100-66-3 methoxybenzene 
• 645-45-4 hydrocinnamic acid chloride 
• 501-52-0 3-Phenylpropionic acid 
• 36941-00-1 1-(4-hydroxyphenyl)-3-phenylpropan-1-one 
• 77-78-1 dimethyl sulfate 
• 959-23-9 4'-methoxychalcone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 100-51-6 benzyl alcohol 
• 25150-08-7 1-[1-(benzyloxy)ethenyl]-4-methoxybenzene 
• 100-42-5 styrene 
• 65842-37-7 (4-methoxyphenyl)(phenylseleno)methanone 
• 3277-89-2 phenethylmagnesium bromide 
• 16090-04-3 p-methoxybenzoic acid Li-salt 
• 31663-21-5 2-Benzenesulfonyl-1-(4-methoxy-phenyl)-3-phenyl-propan-1-one 

Downstream Products

• 24788-17-8 1-(4-methoxy-phenyl)-3-phenylpropan-1-ol 
• 106511-71-1 2-Bromo-1-(4'-methoxyphenyl)-3-phenyl-1-propanone 
• 122075-95-0 β-phenyl-4-methoxypropiophenone-α,α-d₂ 
• 36941-00-1 1-(4-hydroxyphenyl)-3-phenylpropan-1-one 
• 719310-84-6 3-phenyl-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one 
• 719311-06-5 2-bromo-3-phenyl-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one 
• 719311-30-5 2-(2,5-dihydroxy-phenylsulfanyl)-3-phenyl-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one 
• 106511-75-5 5-Benzyl-4-(4-methoxy-phenyl)-thiazole-2-thiol 
• 106511-73-3 5-benzyl-4-(4-methoxyphenyl)thiazol-2-amine 
• 106511-76-6 5-Benzyl-4-(4-methoxy-phenyl)-2-methylsulfanyl-thiazole 
• 106511-74-4 N-[5-Benzyl-4-(4-methoxy-phenyl)-thiazol-2-yl]-acetamide 
• 86355-51-3 1,1-bis(p-hydroxyphenyl)-3-phenylpropane 
• 86355-50-2 1-(p-hydroxyphenyl)-1-(p-methoxyphenyl)-3-phenylpropane 
• 86476-31-5 Acetic acid 4-[1-(4-methoxy-phenyl)-3-phenyl-propyl]-phenyl ester 

Relevant articles and documents

Intramolecular Quenching of Carbonyl Triplets by β-Phenyl Rings

The presence of a phenyl ring in a position β to the carbonyl of a phenyl alkyl ketone results in greatly reduced ketone triplet lifetimes.For example, in deaerated benzene solutions, triplet lifetimes were 2700 and 0.89 ns for propiophenone (P) and β-phe

BTP-Rh@g-C3N4 as an efficient recyclable catalyst for dehydrogenation and borrowing hydrogen reactions

Highly active catalysts play an important role in modern catalysis. A novel and efficient ligand benzotriazole-pyrimidine (BTP) and the corresponding rhodium composite on C3N4 were successfully synthesized. The resulting rhodium composite was fully characterized by scanning electron microscopy (SEM), transmission electron microscopy (TEM), x-ray diffraction (XRD), thermogravimetric analysis (TGA), and x-ray photoelectron spectroscopy (XPS). The obtained composite exhibited good catalytic activity and good recovery performance in the synthesis of quinoxaline from 2-aminobenzyl alcohol and benzonitrile, and more than 20 quinoxalines were obtained in good yields. Additionally, it also showed that rhodium composite could achieved good catalytic performance in the synthesis of functionalized ketone through borrowing hydrogen strategy.

A Proton-Responsive Pyridyl(benzamide)-Functionalized NHC Ligand on Ir Complex for Alkylation of Ketones and Secondary Alcohols

A Cp*Ir(III) complex (1) of a newly designed ligand L1 featuring a proton-responsive pyridyl(benzamide) appended on N-heterocyclic carbene (NHC) has been synthesized. The molecular structure of 1 reveals a dearomatized form of the ligand. The protonation of 1 with HBF4 in tetrahydrofuran gives the corresponding aromatized complex [Cp*Ir(L1H)Cl]BF4 (2). Both compounds are characterized spectroscopically and by X-ray crystallography. The protonation of 1 with acid is examined by 1H NMR and UV-vis spectra. The proton-responsive character of 1 is exploited for catalyzing α-alkylation of ketones and β-alkylation of secondary alcohols using primary alcohols as alkylating agents through hydrogen-borrowing methodology. Compound 1 is an effective catalyst for these reactions and exhibits a superior activity in comparison to a structurally similar iridium complex [Cp*Ir(L2)Cl]PF6 (3) lacking a proton-responsive pendant amide moiety. The catalytic alkylation is characterized by a wide substrate scope, low catalyst and base loadings, and a short reaction time. The catalytic efficacy of 1 is also demonstrated for the syntheses of quinoline and lactone derivatives via acceptorless dehydrogenation, and selective alkylation of two steroids, pregnenolone and testosterone. Detailed mechanistic investigations and DFT calculations substantiate the role of the proton-responsive ligand in the hydrogen-borrowing process.