7334-41-0

Usage

Classification

Ketone

Physical state

Colorless liquid

Odor

Characteristic

Use as a precursor

In the synthesis of amphetamine and methamphetamine

Regulation

Listed as a List I precursor chemical under the United States Controlled Substances Act

Potential uses

In organic synthesis and as a flavoring agent in the food industry.

Upstream product

• 37559-18-5 3-phenylprop-2-ynyl acetate 
• 38858-73-0 1-phenyl-1-trimethylsiloxycyclopropane 
• 64-19-7 acetic acid 
• 768-03-6 Phenyl vinyl ketone 
• 108-24-7 acetic anhydride 
• 122-72-5 3-phenylpropyl acetate 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 936-59-4 3-chloropropiophenone 
• 127-09-3 sodium acetate 
• 29526-96-3 1-phenylcyclopropan-1-ol 
• 108-22-5 Isopropenyl acetate 
• 50337-24-1 2-(2-hydroxyethyl)-2-phenyl-1,3-dioxolane 
• 103-54-8 cinnamyl acetate 
• 104-54-1 3-Phenylpropenol 

Downstream Products

• 103441-83-4 3-hydroxy-1-phenyl-propane-1,2-dione-2-oxime 
• 14397-33-2 3-phenyl-2-isoxazoline 
• 5650-41-9 3-hydroxy-1-phenylpropan-1-one 
• 108943-99-3 N-(1-acetoxy-3-oxo-3-phenylpropyl)acetamide 
• 104115-66-4 3-acetoxy-2-bromo-1-phenyl-propan-1-one 
• 768-03-6 Phenyl vinyl ketone 
• 2538-52-5 1,3-diphenyl-4,5-dihydro-1H-pyrazole 
• 96170-50-2 N,N-bis-(3-oxo-3-phenyl-propyl)-hydroxylamine 
• 95700-06-4 N,N-bis-(3-hydroxyimino-3-phenyl-propyl)-hydroxylamine 
• 39973-76-7 ethyl 2-benzoyl-3-ethoxyacrylate 
• 915133-68-5 3,3-difluoro-3-phenylpropyl acetate 
• 39919-10-3 N-(1-acetoxymethyl-2-oxo-2-phenyl-ethyl)-phthalimide 

Relevant academic research and scientific papers

Stepwise benzylic oxygenation via uranyl-photocatalysis

Stepwise oxygenation at the benzylic position (1°, 2°, 3°) of aromatic molecules was comprehensively established under ambient conditions via uranyl photocatalysis to produce carboxylic acids, ketones, and alcohols, respectively. The accuracy of the stepwise oxygenation was ensured by the tunability of catalytic activity in uranyl photocatalysis, which was adjusted by solvents and additives demonstrated through Stern–Volmer analysis. Hydrogen atom transfer between the benzylic position and the uranyl catalyst facilitated oxygenation, further confirmed by kinetic studies. Considerably improved efficiency of flow operation demonstrated the potential for industrial synthetic application.

Late-Stage Intermolecular Allylic C-H Amination

Allylic amination enables late-stage functionalization of natural products where allylic C-H bonds are abundant and introduction of nitrogen may alter biological profiles. Despite advances, intermolecular allylic amination remains a challenging problem due to reactivity and selectivity issues that often mandate excess substrate, furnish product mixtures, and render important classes of olefins (for example, functionalized cyclic) not viable substrates. Here we report that a sustainable manganese perchlorophthalocyanine catalyst, [MnIII(ClPc)], achieves selective, preparative intermolecular allylic C-H amination of 32 cyclic and linear compounds, including ones housing basic amines and competing sites for allylic, ethereal, and benzylic amination. Mechanistic studies support that the high selectivity of [MnIII(ClPc)] may be attributed to its electrophilic, bulky nature and stepwise amination mechanism. Late-stage amination is demonstrated on five distinct classes of natural products, generally with >20:1 site-, regio-, and diastereoselectivity.

Catalytic Aerobic Oxidation of Alkenes with Ferric Boroperoxo Porphyrin Complex; Reduction of Oxygen by Iron Porphyrin

We herein describe the development of a mild and selective catalytic aerobic oxidation process of olefins. This catalytic aerobic oxidation reaction was designed based on experimental and spectroscopic evidence assessing the reduction of atmospheric oxygen using a ferric porphyrin complex and pinacolborane to form a ferric boroperoxo porphyrin complex as an oxidizing species. The ferric boroperoxo porphyrin complex can be utilized as an in-situ generated intermediate in the catalytic aerobic oxidation of alkenes under ambient conditions to form oxidation products that differ from those obtained using previously reported ferric porphyrin catalysis. Moreover, the mild reaction conditions allow chemoselective oxidation to be achieved.

Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst

A regioselective Wacker-Tsuji oxidation of internal olefins in tBuOH has been developed using oxygen as the terminal oxidant and tert-butyl nitrite as the simple organic redox cocatalyst without the involvement of hazardous cocatalysts or harsh reaction conditions. A series of internal olefins bearing various functional groups can be oxidized to the corresponding substituted ketones in generally good yields with high regioselectivities.

Novel synthesis method of ester compound

The invention discloses a synthesis method of an ester compound. The method comprises the following steps: carrying out an oxa-Michael addition reaction by using organic carboxylic acid and alpha,beta-unsaturated ketone as initial raw materials and a sodi

Isopropenyl acetate: A cheap and general acylating agent of alcohols under metal-free conditions

Functionalized primary, secondary and tertiary alcohols are efficiently acetylated by isopropenyl acetate and catalytic p-TsOH.

Transition-metal free alkylarylation of acrylamides initiated by radical C-C bond cleavage of the tertiary cycloalkanols

An efficient Na2S2O8-promoted radical cyclization reaction of acrylamides with the tertiary cycloalkanols has been developed. This one pot procedure involves a tandem C-C bond cleavage and two C-C bonds formation process.

Selective oxidation of alcohols with alkali metal bromides as bromide catalysts: Experimental study of the reaction mechanism

A bromide-catalyzed oxidation of alcohols was developed which proceeded in the presence of an alkali metal bromide and an oxidant under mild conditions. The reaction involved an organic-molecule-free oxidation using KBr and Oxone and a Br?nsted acid assisted oxidation using KBr and aqueous H 2O2 solution to provide a broad range of carbonyl compounds in high yields. Moreover, the bromide-catalyzed oxidation of primary alcohols enabled the divergent synthesis of carboxylic acids and aldehydes under both reaction conditions in the presence of TEMPO. A possible catalytic mechanism was suggested on the basis of various mechanistic studies.

PROCESS FOR THE SYNTHESIS OF KETONES FROM INTERNAL ALKENES

The present invention is directed to methods for oxidizing internal olefins to ketones. In various embodiments, each method comprising contacting an organic substrate, having an initial internal olefin, with a mixture of (a) a biscationic palladium salt; and (b) an oxidizing agent; dissolved or dispersed in a solvent system to form a reaction mixture, said solvent system comprising at least one C2-6 carbon nitrile and optionally at least one secondary alkyl amide, said method conducted under conditions sufficient to convert at least 50 mol % of the initial internal olefin to a ketone, said ketone positioned on a carbon of the initial internal olefin. The transformation occurs at room temperature and shows wide substrate scope. Applications to the oxidation of seed oil derivatives and a bioactive natural product are described.

Practical and general palladium-catalyzed synthesis of ketones from internal olefins

Make it simple! A convenient and general palladium-catalyzed oxidation of internal olefins to ketones is reported. The transformation occurs at room temperature and shows wide substrate scope. Applications to the oxidation of seed-oil derivatives and a bioactive natural product (see scheme) are described, as well as intriguing mechanistic features. Copyright