27150-99-8

Basic information

• Product Name: 4'-Methoxyacetophenone dimethyl acetal
• Synonyms: 4'-Methoxyacetophenone dimethyl acetal
• CAS NO: 27150-99-8
• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.24
• Mol File: 27150-99-8.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4'-Methoxyacetophenone dimethyl acetal(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Methoxyacetophenone dimethyl acetal(27150-99-8)
• EPA Substance Registry System: 4'-Methoxyacetophenone dimethyl acetal(27150-99-8)

Safety Data

• Hazardous Substances Data: 27150-99-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 22454-68-8 2-(1-(4-methoxyphenyl)ethylidene)-N-phenylhydrazine-1-carboxamide 
• 768-60-5 4-methoxyphenylacetylen 
• 68969-99-3 C₁₀H₁₃O₂⁽¹⁺⁾ 
• 637-69-4 4-Methoxystyrene 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 149-73-5 trimethyl orthoformate 
• 77-76-9 2,2-dimethoxy-propane 
• 51440-56-3 1-Methoxy-4-(1-methoxy-vinyl)-benzene 

Downstream Products

• 112082-96-9 isopropyl-1-(4-methoxyphenyl)vinyl ether 
• 96823-48-2 (2S,3R)-3-Benzyloxy-5-[(4R,5S)-5-but-3-enyl-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxolan-4-yl]-3-ethyl-pentan-2-ol 
• 114825-76-2 Benzoic acid (S)-2-[(4R,5R)-5-[(S)-1-(4-methoxy-benzyloxy)-propyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxolan-4-yl]-propyl ester 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 77270-38-3 methyl 3,5-O-<(4-methoxyphenyl)ethylidene>-α-D-arabinopyranoside 
• 77270-40-7 2,3-O-<(4-methoxyphenyl)ethylidene>ribonic acid γ-lactone 
• 67-56-1 methanol 
• 77525-91-8 1-methoxy-4-(1-methoxy-ethyl)-benzene 
• 51440-56-3 1-Methoxy-4-(1-methoxy-vinyl)-benzene 
• 68969-99-3 C₁₀H₁₃O₂⁽¹⁺⁾ 
• 60702-13-8 (1-(4-methoxyphenyl)ethyl)(phenyl)sulfane 
• 1283097-02-8 2-amino-5-trifluoromethyl-7-(4-methoxyphenyl)-1,8-naphthyridine 
• 96823-49-3 (5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene 

Relevant articles and documents

Development and Mechanistic Studies of the Iridium-Catalyzed C?H Alkenylation of Enamides with Vinyl Acetates: A Versatile Approach for Ketone Functionalization

Ketone functionalization is a cornerstone of organic synthesis. Herein, we describe the development of an intermolecular C?H alkenylation of enamides with the feedstock chemical vinyl acetate to access diverse functionalized ketones. Enamides derived from various cyclic and acyclic ketones reacted efficiently, and a number of sensitive functional groups were tolerated. In this iridium-catalyzed transformation, two structurally and electronically similar alkenes—enamide and vinyl acetate—underwent selective cross-coupling through C?H activation. No reaction partner was used in large excess. The reaction is also pH- and redox-neutral with HOAc as the only stoichiometric by-product. Detailed experimental and computational studies revealed a reaction mechanism involving 1,2-Ir-C migratory insertion followed by syn-β-acetoxy elimination, which is different from that of previous vinyl acetate mediated C?H activation reactions. Finally, the alkenylation product can serve as a versatile intermediate to deliver a variety of structurally modified ketones.

Formation of Acetals and Ketals from Carbonyl Compounds: A New and Highly Efficient Method Inspired by Cationic Palladium

The development of a new, highly efficient, and simple method for masking carbonyl groups as acetals and ketals is described. This methodology relies on the nature of the palladium catalyst to direct the acetalization/ketalization reaction. This new protocol is mild and proceed with a very low catalyst loading at ambient temperatures. The method has been extended to a wide variety of different carbonyl compounds with various steric encumbrances to form the corresponding acetals and ketals in excellent yields.