3376-33-8

Basic information

• Product Name: (1Z)-1-phenylethanone O-methyloxime
• CAS NO: 3376-33-8
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.1897
• Mol File: 3376-33-8.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 206.4°C at 760 mmHg
• Flash Point: 67.4°C
• Density: 0.94g/cm³
• Vapor Pressure: 0.342mmHg at 25°C
• Refractive Index: 1.487
• CAS DataBase Reference: (1Z)-1-phenylethanone O-methyloxime(CAS DataBase Reference)
• NIST Chemistry Reference: (1Z)-1-phenylethanone O-methyloxime(3376-33-8)
• EPA Substance Registry System: (1Z)-1-phenylethanone O-methyloxime(3376-33-8)

Safety Data

• Hazardous Substances Data: 3376-33-8(Hazardous Substances Data)

Usage

Description

(1Z)-1-phenylethanone O-methyloxime is a methoxy derivative of acetophenone with the molecular formula C9H11NO. It is a crystalline solid that exhibits a melting point of 60-63°C and a boiling point of 110-112°C. (1Z)-1-phenylethanone O-methyloxime is recognized for its capacity to participate in a range of chemical transformations, which makes it a valuable and versatile component in the field of organic chemistry.

Uses

Used in Organic Synthesis:
(1Z)-1-phenylethanone O-methyloxime is utilized as a key intermediate in organic synthesis for the production of various organic compounds. Its ability to undergo multiple chemical reactions makes it a preferred choice for creating a wide array of chemical entities.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, (1Z)-1-phenylethanone O-methyloxime serves as a crucial component in the synthesis of numerous drugs and pharmaceutical intermediates. Its versatility in chemical transformations allows for the development of a broad spectrum of medicinal agents.
Used as a Reagent in Chemical Reactions:
(1Z)-1-phenylethanone O-methyloxime is also employed as a reagent in various chemical processes. Its unique properties facilitate specific reactions that are essential for the advancement of research and development in chemical science.

Upstream product

• 98-86-2 acetophenone 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 593-56-6 N-methoxylamine hydrochloride 
• 613-91-2 acetophenone oxime 
• 124-41-4 sodium methylate 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 135923-85-2 O-Methyl-N-((S)-1-phenyl-ethyl)-hydroxylamine 
• 135879-69-5 (R)-O-methyl-N-(α-methylbenzyl)hydroxylamine 
• 1010840-03-5 (Pt((CH₃CNC₆H₃(C(CH₃)3)2)2)(C₆H₄C(CH₃)NOCH₃))⁽¹⁺⁾ 
• 1010840-10-4 (Pd((CH₃CNC₆H₂(CH₃)3)2)(C₆H₄C(CH₃)NOCH₃))⁽¹⁺⁾ 

Relevant articles and documents

Access to Branched Allylarenes via Rhodium(III)-Catalyzed C-H Allylation of (Hetero)arenes with 2-Methylidenetrimethylene Carbonate

A rhodium(III)-catalyzed C-H allylation of (hetero)arenes by using 2-methylidenetrimethylene carbonate as an efficient allylic source has been developed for the first time. Five different directing groups including oxime, N-nitroso, purine, pyridine, and pyrimidine were compatible, delivering various branched allylarenes bearing an allylic hydroxyl group in moderate to excellent yields.

Regio-Divergent C—H Alkynylation with Janus Directing Strategy via Ir(III) Catalysis

Directing strategy has been extensively exploited to maintain activity and selectivity for the rapid access to functionalized molecules and pharmaceutical targets. However, ‘one-to-one’ activation model was usually achieved through traditional directing strategy. Herein, we achieved ‘one-to-two’ activation model by slight modification of simple and practical ketoxime and amide functionality. With judicious choice of directing groups, Csp3—H and Csp2—H bond alkynylation reaction, and more significantly, dehydrogenative Csp3—H alkynylation, were realized, enabling the regio-divergent late-stage modifications of pharmaceuticals.

Rhodium(III)-Catalyzed Oxidative Annulation of Ketoximes with Sulfonamide: A Direct Approach to Indazoles

A rhodium(III)-catalyzed intermolecular C-H amination of ketoxime and iodobenzene diacetate-enabled N-N bond formation in the synthesis of indazoles has been developed. A variety of functional groups were well tolerated, providing the corresponding produc