73611-99-1

Basic information

• Product Name: 2-Hydroxypropiophenone dimethylacetal
• Synonyms: 2-Hydroxypropiophenone dimethylacetal
• CAS NO: 73611-99-1
• Molecular Weight: 196.246
• Mol File: 73611-99-1.mol

Chemical Properties

• CAS DataBase Reference: 2-Hydroxypropiophenone dimethylacetal(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxypropiophenone dimethylacetal(73611-99-1)
• EPA Substance Registry System: 2-Hydroxypropiophenone dimethylacetal(73611-99-1)

Safety Data

• Hazardous Substances Data: 73611-99-1(Hazardous Substances Data)

Upstream product

• 4304-93-2 2-methyl-1-methoxy-1-phenyl-oxirane 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 5650-40-8 2-hydroxypropiophenone 
• 94741-94-3 1-Phenyl-5-(1-trimethylsilyloxyethyl)-tetrazole 
• 107968-12-7 1-((4S,5S)-4,5-Bis-methoxymethyl-2-phenyl-[1,3]dioxolan-2-yl)-ethanol 
• 7624-24-0 1-methoxy-1-phenyl-acetone 
• 31508-44-8 2-phenylpropionic acid methyl ester 
• 64559-97-3 2-hydroxy-1-tetralone 
• 21069-18-1 2,5-dimethoxy-3,6-dimethyl-2,5-diphenyl-1,4-dioxane 
• 81111-93-5 1-phenyl-2-(p-toluenesulfonyloxy)-1-propanone dimethyl acetal 
• 6493-83-0 2-methoxy-1-phenyl-propan-1-one 
• 107968-20-7 1-((4S,5S)-4,5-Bis-methoxymethyl-2-phenyl-[1,3]dioxolan-2-yl)-1-phenyl-ethanol 
• 107968-18-3 2-((4S,5S)-4,5-Bis-methoxymethyl-2-phenyl-[1,3]dioxolan-2-yl)-4-trimethylsilanyl-but-3-yn-2-ol 
• 107954-37-0 (S)-2-((4S,5S)-4,5-Bis-methoxymethyl-2-phenyl-[1,3]dioxolan-2-yl)-but-3-yn-2-ol 
• 107954-39-2 (R)-2-((4S,5S)-4,5-Bis-methoxymethyl-2-phenyl-[1,3]dioxolan-2-yl)-but-3-yn-2-ol 
• 107968-17-2 (R)-2-((4S,5S)-4,5-Bis-methoxymethyl-2-phenyl-[1,3]dioxolan-2-yl)-butan-2-ol 

Relevant articles and documents

Indirect electrochemical oxidation of aryl alkyl ketones mediated by NaI-NaOH system: Facile and effective way to α-hydroxyketals

Indirect electrochemical oxidation of aryl alkyl ketones in methanol in an undivided cell in the presence of sodium iodide-sodium hydroxide leads to the corresponding α-hydroxyketals in 75-85% substance yield (70-75% current yield). (C) 2000 Elsevier Scie

Electrochemical oxidation of ketones in methanol in the presence of alkali metal bromides

Electrochemical oxidation of methyl ketones in methanoi in the presence of alkali metal bromides affords methyl carboxylates. Benzyl alkyl ketones are transformed under similar conditions into methyl 3-phenylalkanoates, while ketones lacking σ-benzyl or σ-methyl group are oxidized into σ-hydroxyketals.

The Reactions of α-Arylsulfonoxy Ketones with Nucleophiles

α-(p-Nitrophenyl)sulfonoxy ketones can be converted to α-hydroxy ketals and α-hydroxy ketones by reaction with potassium carbonate and basic or acidic workup, respectively.They also react with amines to give α-amino ketones in high yields.Nonnucleophilic amines give an intramolecular aromatic substitution in the derived enolate.Factors which dictate the reaction patterns in these compounds are discussed.

α-Hydroxylation on Ketones Using o-Iodosylbenzoic Acid

o-Iodosylbenzoic acid (KOH/CH3OH) converts various ketones to α-hydroxydimethylacetals in high yield with the advantageous feature of solubility of the reduction product o-iodobenzoic acid under the basic reaction conditions thus allowing isolation of the oxidation product by simple CH2Cl2 extraction.

Facile Synthesis of 2-Alkoxy-2-aryloxiranes

Tertiary α-bromoalkyl aryl ketones 1 were converted into 2-alkoxy-2-aryloxiranes 4 exclusively by reaction with excess potassium carbonate in the corresponding dry alcohol.Silver carbonate in a dry alcohol with these α-bromo ketones yielded competitively formation of 2-alkoxyoxiranes and semi-benzilic Favorskii rearrangement (-> 5), while silver hexafluoroantimonate in the same medium afforded the latter rearrangement reaction exclusively.

A NEW METHOD FOR THE SYNTHESIS OF α-ARYLALKANOIC ACIDS BY THE USE OF 1,2-REARRANGEMENT OF THE ARYL GROUP

A simple synthetic method of α-arylalkanoic acids was accomplished by the use of a novel 1,2-rearrangement of the aryl group and this method was applied to the syntheses of some biologically important subtances.