19433-17-1

Basic information

• Product Name: (1E)-1-phenylethanone O-acetyloxime
• CAS NO: 19433-17-1
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.1998
• Mol File: 19433-17-1.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 257.6°C at 760 mmHg
• Flash Point: 110°C
• Density: 1.03g/cm³
• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: (1E)-1-phenylethanone O-acetyloxime(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-1-phenylethanone O-acetyloxime(19433-17-1)
• EPA Substance Registry System: (1E)-1-phenylethanone O-acetyloxime(19433-17-1)

Safety Data

• Hazardous Substances Data: 19433-17-1(Hazardous Substances Data)

Usage

Description

(1E)-1-phenylethanone O-acetyloxime, also known as acetophenone oxime, is a colorless solid chemical compound with the molecular formula C10H11NO. It is known for its characteristic sweet, floral odor and is commonly used as a reagent in organic synthesis and as a building block in the production of pharmaceuticals, agrochemicals, and fragrances.

Uses

Used in Organic Synthesis:
(1E)-1-phenylethanone O-acetyloxime is used as a reagent in organic synthesis for the production of various compounds, such as amino acids and other organic chemicals.
Used in Flavoring Agents:
(1E)-1-phenylethanone O-acetyloxime is used as a flavoring agent in the food industry due to its characteristic sweet, floral odor.
Used in Pharmaceutical Production:
(1E)-1-phenylethanone O-acetyloxime is used as a building block in the production of pharmaceuticals, contributing to the development of new drugs and therapies.
Used in Agrochemical Production:
(1E)-1-phenylethanone O-acetyloxime is used as a building block in the production of agrochemicals, aiding in the development of new agricultural products and solutions.
Used in Fragrance Production:
(1E)-1-phenylethanone O-acetyloxime is used as a building block in the production of fragrances, enhancing the scent profiles of various perfumes and scented products.
Used in Therapeutic Research:
(1E)-1-phenylethanone O-acetyloxime has been studied for its potential therapeutic properties, including its anti-inflammatory and antioxidant effects, indicating its potential use in the development of new treatments and therapies.

Upstream product

• 613-91-2 acetophenone oxime 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 546-88-3 acetylhydroxamic acid 
• 98-86-2 acetophenone 
• 50314-86-8 acetophenone oxime 
• 10341-75-0 (E)-1-phenylethanone oxime 
• 127-09-3 sodium acetate 

Downstream Products

• 61077-21-2 N-acetyl-N-α-phenylethyl-hydroxylamine 
• 107002-87-9 C₆H₅C₂H₅NCOOCH₃ 
• 98-86-2 acetophenone 
• 87876-88-8 N-Phenyl-acetimidoyl iodide 
• 618-36-0 rac-methylbenzylamine 
• 613-91-2 acetophenone oxime 
• 141-78-6 ethyl acetate 
• 25756-02-9 erythro-3-amino-1,3-diphenylpropanol 
• 107977-13-9 syn-3-acetamido-1-acetoxy-1,3-diphenylpropane 
• 107977-13-9 anti-3-acetamido-1-acetoxy-1,3-diphenylpropane 
• 1198575-51-7 1,4-dimethyl-3-phenylisoquinoline 
• 1257846-32-4 (1-methyl-3-phenylisoquinoline-4-yl)methanol 
• 93472-50-5 1-methyl-3,4-diphenylisoquinoline 
• 1257846-50-6 3-((tert-butyldimethylsilyloxy)methyl)-1-methyl-4-phenylisoquinoline 

Relevant articles and documents

Polysubstituted Indole Synthesis via Palladium/Norbornene Cooperative Catalysis of Oxime Esters

Polysubstituted indoles are prevalent in pharmaceuticals, agrochemicals, and organic materials. Presented herein is the fact that polyfunctionalized indoles can be efficiently constructed from easily accessible oxime esters and aryl iodides, involving a palladium/norbornene synergistic synthesis. The reaction is enabled by a unique class of electrophiles in palladium/norbornene cooperative catalysis, which are oxime esters derived from simple ketone. The broad substrate scope and high functional group tolerance could make this method attractive for the synthesis of polysubstituted indoles.

Copper-Catalyzed Annulation of Oxime Acetates with α-Amino Acid Ester Derivatives: Synthesis of 3-Sulfonamido/Imino 4-Pyrrolin-2-ones

A copper-catalyzed annulation of oxime acetates and α-amino acid ester derivatives for the easy preparation of 4-pyrrolin-2-ones bearing a 3-amino group has been developed. This process features the oxidation of amines with oxime esters as the internal oxidant to produce the active 1,3-dinucleophilic and 1,2-dielectrophilic species concurrently. The subsequent nucleophilic cyclization realizes the efficient construction of 4-pyrrolin-2-one derivatives.

CuCl2-catalyzed N[sbnd]O bond cleavage of oxime esters: Approach to imidazoheterocycles and furo[3,2-c]chromenyl fused imidazoles

An articulate approach to a diverse set of imidazoheterocycles in good to high yields via a copper-catalyzed aza-annulation of several oxime esters with a group of 2-amino-azaarenes was developed. The above cyclization reaction probably proceeds via a single electron transfer process which embodies a new technique for creating two new C[sbnd]N bonds for imidazole ring synthesis. Gratifyingly, the implementation of this chemistry could be further stretched to the synthesis of a novel class of fused imidazoles bearing a furo[3,2-c]chromene moiety via a sequential C[sbnd]N bond formation, followed by C(sp2)-H functionalization/5-endo-dig-oxacyclization (C[sbnd]C and C[sbnd]O bonds) of in situ produced fused imidazoles with cyclic enynones in the presence of copper(II) as a π-electrophilic Lewis acid catalyst.