59344-62-6

Basic information

• Product Name: Ethanone, 1-(2-hydroxy-5-nonylphenyl)-, oxime
• Synonyms: Ethanone, 1-(2-hydroxy-5-nonylphenyl)-, oxime;2-hydroxy-5-nonylacetophenone oxime;2'-Hydroxy-5'-nonylacetophenone ketoxiMe;(E)-1-(2-hydroxy-5-nonylphenyl)ethanone oxime;5-nonyl-2-hydroxyacetophenone oxime
• CAS NO: 59344-62-6
• Molecular Formula: C₁₇H₂₇NO₂
• Molecular Weight: 277.4018
• Mol File: 59344-62-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 425.864 °C at 760 mmHg
• Flash Point: 276.572 °C
• Appearance: /
• Density: 1.008g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.513
• PKA: 9.35±0.50(Predicted)
• CAS DataBase Reference: Ethanone, 1-(2-hydroxy-5-nonylphenyl)-, oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(2-hydroxy-5-nonylphenyl)-, oxime(59344-62-6)
• EPA Substance Registry System: Ethanone, 1-(2-hydroxy-5-nonylphenyl)-, oxime(59344-62-6)

Safety Data

• Hazardous Substances Data: 59344-62-6(Hazardous Substances Data)

Usage

General Description

Ethanone, 1-(2-hydroxy-5-nonylphenyl)-, oxime, also known as 4-Nonylphenol Oxime or NNPO, is an organic compound with the molecular formula C15H25NO2. This synthetic compound is characterized by its phenolic structure, a hydroxyl group, nonyl group, keto group, and an oxime function. It has been often used in scientific research due to its unique chemical structure. Despite its common use in research, there is limited information about its ecological and health impacts. Therefore, it is necessary to handle it with academic care and caution until more conclusive data regarding its safety and toxicity becomes available.

InChI:InChI=1/C17H27NO2/c1-3-4-5-6-7-8-9-10-15-11-12-17(19)16(13-15)14(2)18-20/h11-13,19-20H,3-10H2,1-2H3

Synthetic route

2-hydroxy-5-nonylacetophenone (115851-77-9) → 2-hydroxy-5-nonylacetophenone oxime (59344-62-6)

Conditions	Yield
With isooctanoic acid; hydroxylamine hydrochloride; sodium carbonate In water; toluene at 70℃; for 4h; Temperature; Microwave irradiation;	95%

Reaxys ID: 11463830 → 2-hydroxy-5-nonylacetophenone oxime (59344-62-6)

Conditions	Yield
With sodium carbonate; hydroxylamine sulfate In Octanoic acid; water at 70℃; for 4.5h;	353 - 416 g

4-Nonylphenol (104-40-5) → 2-hydroxy-5-nonylacetophenone oxime (59344-62-6)

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydrogen sulfate / 3 h / Reflux 2: silica gel-supported solid composite chloride salt / hexane / 0.02 h / Microwave irradiation 3: isooctanoic acid; hydroxylamine hydrochloride; sodium carbonate / toluene; water / 4 h / 70 °C / Microwave irradiation View Scheme

Upstream product

• 115851-77-9 2-hydroxy-5-nonylacetophenone 
• 104-40-5 4-Nonylphenol 

Relevant articles and documents

Green synthesis method of 2-hydroxy-5-nonyl acetophenone oxime

The invention provides a green synthesis method of 2-hydroxy-5-nonyl acetophenone oxime. The green synthesis method comprises the following steps: preparing nonyl phenol ethyl ester from 4-nonyl phenol and acetic acid; diluting the obtained nonyl phenol ethyl ester with n-hexane, adding a solid composite catalyst formed by silica gel loaded composite chlorine salt, uniformly mixing, and carrying out rearrangement reaction under microwave treatment to generate 2-hydroxy-5-nonyl acetophenone; and carrying out oximation reaction on the generated 2-hydroxy 5-nonyl acetophenone to generate 2-hydroxy 5-nonyl acetophenone oxime. According to the method disclosed by the invention, the solid composite catalyst and microwave-assisted treatment are utilized, so that the defects that a large amount ofaluminum-containing waste is generated by post-treatment, equipment is corroded and the like in the existing process are overcome, the green degree of the process is remarkably improved, and industrial promotion is facilitated.