1669-49-4

Basic information

• Product Name: 3-(4-METHOXYPHENYL)PROPIOPHENONE
• Synonyms: 3-(4-METHOXYPHENYL)PROPIOPHENONE;3-(4-methoxyphenyl)-1-phenyl-propan-1-one;3-(4-methoxyphenyl)-1-phenylpropan-1-one
• CAS NO: 1669-49-4
• Molecular Formula: C₁₆H₁₆O₂
• Molecular Weight: 240.3
• Mol File: 1669-49-4.mol
• Article Data: 179

Chemical Properties

• Boiling Point: 392°Cat760mmHg
• Flash Point: 175.1°C
• Appearance: /
• Density: 1.081g/cm³
• Vapor Pressure: 2.36E-06mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 3-(4-METHOXYPHENYL)PROPIOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-METHOXYPHENYL)PROPIOPHENONE(1669-49-4)
• EPA Substance Registry System: 3-(4-METHOXYPHENYL)PROPIOPHENONE(1669-49-4)

Safety Data

• Hazardous Substances Data: 1669-49-4(Hazardous Substances Data)

Usage

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

Upstream product

• 104-93-8 p-methylanizole 
• 4747-13-1 α-methoxystyrene 
• 98-86-2 acetophenone 
• 105-13-5 4-Methoxybenzyl alcohol 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 127866-65-3 5-[(4-methoxybenzyl)sulfanyl]-1-phenyl-1H-tetrazole 
• 34545-00-1 2-Benzenesulfonyl-3-(4-methoxy-phenyl)-1-phenyl-propan-1-one 
• 22252-15-9 trans-4-methoxychalcone 
• 123-11-5 4-methoxy-benzaldehyde 
• 123558-67-8 (Z)-2-Methanesulfonyl-3-(4-methoxy-phenyl)-1-phenyl-propenone 
• 123558-71-4 2-Methanesulfonyl-3-(4-methoxy-phenyl)-1-phenyl-propan-1-one 
• 82572-06-3 P,P-diphenyl-N-(1-phenylethylidene)phosphinic amide 
• 15893-42-2 3-(4-methoxyphenyl)propionyl chloride 

Downstream Products

• 101594-22-3 4-(3-phenyl-but-2-enyl)-anisole 
• 33951-39-2 3-(4-methoxyphenyl)-2-phenyl-2-hydroxypropanoic 
• 1436413-28-3 C₂₃H₁₉NO 
• 136-60-7 benzoic acid, butyl ester 
• 6946-35-6 butyl 4-methoxybenzoate 
• 123-11-5 4-methoxy-benzaldehyde 
• 95025-54-0 2-(4-methoxybenzyl)-3-phenylbenzofuran 
• 93-89-0 benzoic acid ethyl ester 
• 221915-87-3 1,1,1-trifluoro-4-(4-methoxy-phenyl)-butan-2-one 
• 1379005-13-6 ethyl 5-(4-methoxyphenyl)-3-phenylpentanoate 

Relevant articles and documents

Nickel-Catalyzed Selective Synthesis of α-Alkylated Ketones via Dehydrogenative Cross-Coupling of Primary and Secondary Alcohols

Herein, we describe an isolable, air-stable, homogeneous, nickel catalyst that performs dehydrogenative cross-coupling reaction between secondary and primary alcohols to result α-alkylated ketone products selectively. The sequence of steps involve in this one-pot reaction is dehydrogenation of both alcohols, condensation between the ketone and the aldehyde, and hydrogenation of the in situ-generated α,β-unsaturated ketone. Preliminary mechanistic investigation hints a radical mechanism following borrowing hydrogen reaction. (Figure presented.).

SmI2-mediated C-alkylation of Ketones with Alcohols under Microwave Conditions: A Novel Route to Alkylated Ketones

A novel protocol is developed towards the preparation of alkylated ketones from alcohols in presence of catalytic amount of SmI2 and base with the elimination of water as a single by-product under microwave irradiation conditions. Furthermore, applicability of this methodology to the synthesis of Donepezil and late-stage functionalization in Pregnenolone is also reported. Successful application of this methodology in Friedl?nder quinolone synthesis using 2-aminobenzyl alcohol and various acetophenones expand the synthetic utility of this protocol.

Iridium Complexes as Efficient Catalysts for Construction of α-Substituted Ketones via Hydrogen Borrowing of Alcohols in Water

Ketones are of great importance in synthesis, biology, and pharmaceuticals. This paper reports an iridium complexes-catalyzed cross-coupling of alcohols via hydrogen borrowing, affording a series of α-alkylated ketones in high yield (86 %–95 %) and chemoselectivities (>99 : 1). This methodology has the advantages of low catalyst loading (0.1 mol%) and environmentally benign water as the solvent. Studies have shown the amount of base has a great impact on chemoselectivities. Meanwhile, deuteration experiments show water plays an important role in accelerating the reduction of the unsaturated ketones intermediates. Remarkably, a gram-scale experiment demonstrates this methodology of iridium-catalyzed cross-coupling of alcohols has potential application in the practical synthesis of α-alkylated ketones.