7469-80-9

Basic information

• Product Name: CYCLOHEXYL 4-METHOXYPHENYL KETONE
• Synonyms: CYCLOHEXYL 4-METHOXYPHENYL KETONE;CYCLOHEXYL(4-METHOXYPHENYL)METHANONE;OTAVA-BB 1044137
• CAS NO: 7469-80-9
• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29
• Mol File: 7469-80-9.mol
• Article Data: 62

Chemical Properties

• Melting Point: 40-60 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 352.7 °C at 760 mmHg
• Flash Point: 155.5 °C
• Appearance: /
• Density: 1.052 g/cm³
• Vapor Pressure: 3.77E-05mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: CYCLOHEXYL 4-METHOXYPHENYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOHEXYL 4-METHOXYPHENYL KETONE(7469-80-9)
• EPA Substance Registry System: CYCLOHEXYL 4-METHOXYPHENYL KETONE(7469-80-9)

Safety Data

• Hazardous Substances Data: 7469-80-9(Hazardous Substances Data)

Usage

Uses

Cyclohexyl-(4-methoxyphenyl)methanone is a useful chemical for research.

Preparation

Obtained by Friedel–Crafts acylation of anisole with cyclohexanecarbonyl chloride on mesoporous silica catalyst MCM-41 (73%).

InChI:InChI=1/C14H18O2/c1-16-13-9-7-12(8-10-13)14(15)11-5-3-2-4-6-11/h7-11H,2-6H2,1H3

Upstream product

• 5720-07-0 4-methoxyphenylboronic acid 
• 2043-61-0 cyclohexanecarbaldehyde 
• 6815-55-0 1-(cyclohexylidenemethyl)pyrrolidine 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 108-94-1 cyclohexanone 
• 75748-09-3 (4-methoxybenzoyl)trimethylsilane 
• 100-66-3 methoxybenzene 
• 98-89-5 Cyclohexanecarboxylic acid 
• 69435-89-8 trimethylsilyl cyclohexanecarboxylate 
• 59658-06-9 4-methoxybenzoic acid 2-pyridinyl ester 
• 126812-30-4 1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate 
• 931-50-0 cyclohexylmagnesium bromide 
• 107915-69-5 N-(4-methoxybenzoyl) saccharin 

Downstream Products

• 38459-58-4 4-cyclohexylcarbonyl-1-hydroxybenzene 
• 31480-67-8 3-cyclohexyl-1-(4-methoxyphenyl)propan-1-one 
• 7469-82-1 1-hydroxycyclohexyl-(4-methoxyphenyl)methanone 
• 120554-67-8 (2E,4E)-5-Cyclohexyl-5-(4-methoxy-phenyl)-penta-2,4-dienoic acid 4-nitro-phenyl ester 
• 120554-68-9 (2E,4Z)-5-cyclohexyl-5-(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester 
• 120554-20-3 (E,E)-5-cyclohexyl-5-(4-methoxyphenyl)-2,4-pentadienoic acid 
• 120554-22-5 (2E,4Z)-5-cyclohexyl-5-(4-methoxyphenyl)-2,4-pentadienoic acid 

Relevant articles and documents

Palladium-NHC (NHC = N-heterocyclic Carbene)-Catalyzed Suzuki-Miyaura Cross-Coupling of Alkyl Amides

We report the Pd-catalyzed Suzuki-Miyaura cross-coupling of aliphatic amides. Although tremendous advances have been made in the cross-coupling of aromatic amides, C-C bond formation from aliphatic amides by selective N-C(O) cleavage has remained a major challenge. This longstanding problem in Pd catalysis has been addressed herein by a combination of (1) the discovery of N,N-pym/Boc amides as a class of readily accessible amide-based reagents for cross-coupling and (2) steric tuning of well-defined Pd(II)-NHC catalysts for cross-coupling. The methodology is effective for the cross-coupling of an array of 3°, 2°, and 1° aliphatic amide derivatives. The catalyst system is user-friendly, since the catalysts are readily available and are air- and bench-stable. Mechanistic studies strongly support an amide bond twist and external nN → π*C═O/Ar delocalization as a unified enabling feature of N,N-pym/Boc amides in selective N-C(O) bond activation. The method provides a rare example of Pd-NHC-catalyzed cross-coupling of aliphatic acyl amide electrophiles.

Electrochemical Fluorination of Vinyl Boronates through Donor-Stabilized Vinyl Carbocation Intermediates**

The electrochemical generation of vinyl carbocations from alkenyl boronic esters and boronates is reported. Using easy-to-handle nucleophilic fluoride reagents, these intermediates are trapped to form fully substituted vinyl fluorides. Mechanistic studies support the formation of dicoordinated carbocations through sequential single-electron oxidation events. Notably, this electrochemical fluorination features fast reaction times and Lewis acid-free conditions. This transformation provides a complementary method to access vinyl fluorides with simple fluoride salts such as TBAF.

1,3-Alkyl Transposition in Allylic Alcohols Enabled by Proton-Coupled Electron Transfer

A method is described for the isomerization of acyclic allylic alcohols into β-functionalized ketones via 1,3-alkyl transposition. This reaction proceeds via light-driven proton-coupled electron transfer (PCET) activation of the O?H bond in the allylic al