62381-24-2

Basic information

• Product Name: 3'-METHOXY-2-PHENYLACETOPHENONE
• Synonyms: 3'-METHOXY-2-PHENYLACETOPHENONE
• CAS NO: 62381-24-2
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27
• Mol File: 62381-24-2.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 355.6°C at 760 mmHg
• Flash Point: 156.9°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 3.1E-05mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: 3'-METHOXY-2-PHENYLACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-METHOXY-2-PHENYLACETOPHENONE(62381-24-2)
• EPA Substance Registry System: 3'-METHOXY-2-PHENYLACETOPHENONE(62381-24-2)

Safety Data

• Hazardous Substances Data: 62381-24-2(Hazardous Substances Data)

Usage

Class

Benzophenones
Commonly used as fragrance and flavor ingredient
Pleasant, sweet, floral, and slightly powdery aroma
Possesses antioxidant and antibacterial properties
Used in skincare and cosmetic formulations
Used in organic synthesis for pharmaceutical preparation
Also known as 3'-methoxyacetophenone

InChI:InChI=1/C15H14O2/c1-17-14-9-5-8-13(11-14)15(16)10-12-6-3-2-4-7-12/h2-9,11H,10H2,1H3

Upstream product

• 34564-79-9 1-methoxy-3-(1-phenylvinyl)benzene 
• 1527-89-5 3-methoxybenzonitrile 
• 6921-34-2 benzylmagnesium chloride 
• 60-29-7 diethyl ether 
• 7553-56-2 iodine 
• 2398-37-0 3-methoxyphenyl bromide 
• 95092-10-7 N-methoxy-N-methyl-2-phenylacetamide 
• 10365-98-7 3-methoxyphenylboronic acid 
• 140-29-4 phenylacetonitrile 
• 72867-41-5 N-[Cyano-(3-methoxy-phenyl)-methyl]-N-phenyl-benzamide 
• 6136-67-0 3-methoxybenzophenone 
• 95149-16-9 tris-(3-methoxy-phenyl)-bismuthane 
• 103-80-0 phenylacetyl chloride 
• 122-78-1 phenylacetaldehyde 

Downstream Products

• 78423-10-6 1-(4-methoxyphenyl)-2-phenylbutan-1-one 
• 82413-27-2 1-(3-methoxyphenyl)-2-phenyl-butan-1-one 
• 477339-89-2 2-bromo-1-(3-methoxyphenyl)-2-phenylethanone 
• 63720-51-4 3-methoxy-deoxybenzoin oxime 
• 144026-74-4 3⁽⁵⁾-(3'-methoxyphenyl)pyrazole 
• 1283117-13-4 4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-6-(3-methoxyphenyl)-5-phenyl-3,4-dihydropyrimidin-2(1H)-one 
• 134058-00-7 (2Z,4E)-2-Ethoxy-5-(3-methoxy-phenyl)-6-phenyl-hexa-2,4-dienoic acid ethyl ester 

Relevant articles and documents

Benzylic Aroylation of Toluenes Mediated by a LiN(SiMe3)2/Cs+System

Chemoselective deprotonative functionalization of benzylic C-H bonds is challenging, because the arene ring contains multiple aromatic C(sp2)-H bonds, which can be competitively deprotonated and lead to selectivity issues. Recently it was found that bimetallic [MN(SiMe3)2 M = Li, Na]/Cs+ combinations exhibit excellent benzylic selectivity. Herein, is reported the first deprotonative addition of toluenes to Weinreb amides mediated by LiN(SiMe3)2/CsF for the synthesis of a diverse array of 2-arylacetophenones. Surprisingly, simple methyl benzoates also react with toluenes under similar conditions to form 2-arylacetophenones without double addition to give tertiary alcohol products. This finding greatly increases the practicality and impact of this chemistry. Some challenging substrates with respect to benzylic deprotonations, such as fluoro and methoxy substituted toluenes, are selectively transformed to 2-aryl acetophenones. The value of benzylic deprotonation of 3-fluorotoluene is demonstrated by the synthesis of a key intermediate in the preparation of Polmacoxib.

Visible-Light-Promoted [3 + 2] Cycloaddition of 2H-Azirines with Quinones: Access to Substituted Benzo[f]isoindole-4,9-diones

A visible-light-promoteded [3 + 2] cycloaddition reaction of 2H-azirines with quinones has been developed under mild reaction conditions. The reaction provides a general and efficient strategy for the synthesis of the benzo[f]isoindole-4,9-diones scaffold

C-H Alkylation of Aldehydes by Merging TBADT Hydrogen Atom Transfer with Nickel Catalysis

Catalyst controlled site-selective C-H functionalization is a challenging but powerful tool in organic synthesis. Polarity-matched and sterically controlled hydrogen atom transfer (HAT) provides an excellent opportunity for site-selective functionalization. As such, the dual Ni/photoredox system was successfully employed to generate acyl radicals from aldehydes via selective formyl C-H activation and subsequently cross-coupled to generate ketones, a ubiquitous structural motif present in the vast majority of natural and bioactive molecules. However, only a handful of examples that are constrained to the use of aryl halides are developed. Given the wide availability of amines, we developed a cross-coupling reaction via C-N bond cleavage using the economic nickel and TBADT catalyst for the first time. A range of alkyl and aryl aldehydes were cross-coupled with benzylic and allylic pyridinium salts to afford ketones with a broad spectrum of functional group tolerance. High regioselectivity toward formyl C-H bonds even in the presence of α-methylene carbonyl or α-amino/oxy methylene was obtained.