319474-76-5

Basic information

• Product Name: (3-CHLOROPHENYL)ACETONE OXIME
• Synonyms: (3-CHLOROPHENYL)ACETONE OXIME;2-PROPANONE, 1-(3-CHLOROPHENYL)-, OXIME;(NE)-N-[1-(3-chlorophenyl)propan-2-ylidene]hydroxylamine
• CAS NO: 319474-76-5
• Molecular Formula: C₉H₁₀ClNO
• Molecular Weight: 183.63
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes
• Mol File: 319474-76-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3-CHLOROPHENYL)ACETONE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: (3-CHLOROPHENYL)ACETONE OXIME(319474-76-5)
• EPA Substance Registry System: (3-CHLOROPHENYL)ACETONE OXIME(319474-76-5)

Safety Data

• Hazardous Substances Data: 319474-76-5(Hazardous Substances Data)

Usage

General Description

(3-Chlorophenyl)acetone oxime is a chemical compound that belongs to the oxime family. It is a pale yellow solid at room temperature and is commonly used in the pharmaceutical and chemical industries as a versatile building block for the synthesis of various compounds. It is also utilized in organic chemistry as a reagent in the preparation of other derivatives. Additionally, (3-Chlorophenyl)acetone oxime is known for its use as a chelating agent, helping to bind metal ions in various chemical processes. However, it is important to handle this compound with care, as it may be hazardous if not handled properly and should be used in a well-ventilated area with appropriate personal protective equipment.

Upstream product

• 14123-60-5 3-chlorophenylacetone 

Downstream Products

• 1262155-47-4 C₁₉H₁₆ClNO₃S 

Relevant articles and documents

Dynamic path bifurcation in the Beckmann reaction: Support from kinetic analyses

The reactions of oximes to amides, known as the Beckmann rearrangement, may undergo fragmentation to form carbocations + nitriles when the migrating groups have reasonable stability as cations. The reactions of oxime sulfonates of 1-substituted-phenyl-2-propanone derivatives (7-X) and related substrates (8-X, 9a-X) in aqueous CH3CN gave both rearrangement products (amides) and fragmentation products (alcohols), the ratio of which depends on the system; the reactions of 7-X gave amides predominantly, whereas 9a-X yielded alcohols as the major product. The logk-logk plots between the systems gave excellent linear correlations with slopes of near unity. The results support the occurrence of path bifurcation after the rate-determining TS of the Beckmann rearrangement/fragmentation reaction, which has previously been proposed on the basis of molecular dynamics simulations. It was concluded that path-bifurcation phenomenon could be more common than thought and that a reactivity-selectivity argument based on the traditional TS theory may not always be applicable even to a well-known textbook organic reaction.