624-44-2

Basic information

• Product Name: 5-METHYL-2-HEXANONE OXIME
• Synonyms: ISOAMYL METHYL KETOXIME;5-METHYL-2-HEXANONE OXIME;(2E)-5-Methyl-2-hexanone oxime;2-Hexanone, 5-methyl-, oxime;2-Methyl-5-hexanone oxime;5-methyl-2-hexanonoxime;Methyl isoamyl ketoxime;methylisoamylketoxime
• CAS NO: 624-44-2
• Molecular Formula: C₇H₁₅NO
• Molecular Weight: 129.2
• EINECS: 210-845-9
• Mol File: 624-44-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 239.29°C (rough estimate)
• Appearance: /
• Density: 0.89
• Refractive Index: 1.4450 to 1.4480
• CAS DataBase Reference: 5-METHYL-2-HEXANONE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-2-HEXANONE OXIME(624-44-2)
• EPA Substance Registry System: 5-METHYL-2-HEXANONE OXIME(624-44-2)

Safety Data

• RTECS: MP4025000
• Hazardous Substances Data: 624-44-2(Hazardous Substances Data)

Usage

General Description

5-Methyl-2-hexanone oxime, also known as methyl isoamyl ketoxime (MIAK), is an organic compound commonly used as an anti-skinning agent in paints and varnishes. Being a ketoxime, it prevents the oxidation and skinning of various coating compounds when they're exposed to air. The chemical structure features a carbonyl group (C=O) adjacent to a hydroxyl group (-OH). In industrial settings, it is also used in the production of some pharmaceuticals and agrochemicals. Despite its wide range of applications, 5-Methyl-2-hexanone oxime may cause irritation to skin and eyes upon contact and can be harmful if swallowed or inhaled, thus necessitating safe handling practices.

Upstream product

• 110-12-3 5-Methyl-2-hexanone 
• 4548-78-1 (3-methylbutyl)magnesium bromide 

Downstream Products

• 13181-29-8 5-Methyl-hexan-2-one O-(2,4-dinitro-phenyl)-oxime 
• 13181-29-8 C₁₃H₁₇N₃O₅ 

Relevant articles and documents

O-Perfluoropyridin-4-yl Oximes: Iminyl Radical Precursors for Photo-or Thermal-Induced N-O Cleavage in C(sp2)-C(sp3) Bond Formation

O-Perfluoropyridin-4-yl group was first installed onto cycloketone oximes as a new electrophore, which was proven to be efficient iminyl radical precursors under photocatalytic and thermal conditions. A range of O-perfluoropyridin-4-yl oximes were successfully utilized in C(sp2)-C(sp3) bond formations of quinoxalin-2(1H)-ones and alkenes, providing facile accesses to a range of functionalized alkylnitriles.

Iminyl Radical-Triggered Intermolecular Distal C(sp3)-H Heteroarylation via 1,5-Hydrogen-Atom Transfer (HAT) Cascade

An efficient iron-catalyzed intermolecular remote C(sp3)-H heteroarylation of alkyl ketones has been developed via an iminyl radical-triggered 1,5-hydrogen-atom transfer (HAT) cascade. This protocol was amenable to a wide variety of alkyl ketones and heteroaryls, thus providing a straightforward method for the late-stage functionalization of alkylketones and heteroaryls.

Amidyl Radical Directed Remote Allylation of Unactivated sp3 C?H Bonds by Organic Photoredox Catalysis

The development of visible-light-mediated allylation of unactivated sp3 C?H bonds is reported. The remote allylation was directed by the amidyl radical, which was generated by photocatalytic fragmentation of a pre-functionalized amide precursor. Both aromatic and aliphatic amide derivatives could successfully deliver the remote C?H allylation products in good yields. A variety of electron deficient allyl sulfone systems could be used as δ-carbon radical acceptor.