57669-08-6

Basic information

• Product Name: 2-pentanone, 5-hydroxy-, oxime
• Synonyms: 4-(Hydroxyimino)pentan-1-ol
• CAS NO: 57669-08-6
• Molecular Formula: C₅H₁₁NO₂
• Molecular Weight: 117.1463
• Mol File: 57669-08-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 270.533°C at 760 mmHg
• Flash Point: 157.613°C
• Density: 1.055g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.455
• CAS DataBase Reference: 2-pentanone, 5-hydroxy-, oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 2-pentanone, 5-hydroxy-, oxime(57669-08-6)
• EPA Substance Registry System: 2-pentanone, 5-hydroxy-, oxime(57669-08-6)

Safety Data

• Hazardous Substances Data: 57669-08-6(Hazardous Substances Data)

Upstream product

• 1071-73-4 5-Hydroxy-2-pentanone 
• 5390-04-5 pent-1-yn-5-ol 
• 62992-46-5 1-(tetrahydropyranyloxy)-4-pentyn 

Downstream Products

• 927-55-9 (±)-4-amino-1-pentanol 

Relevant articles and documents

Chemoselective and Site-Selective Reductions Catalyzed by a Supramolecular Host and a Pyridine-Borane Cofactor

Supramolecular catalysts emulate the mechanism of enzymes to achieve large rate accelerations and precise selectivity under mild and aqueous conditions. While significant strides have been made in the supramolecular host-promoted synthesis of small molecules, applications of this reactivity to chemoselective and site-selective modification of complex biomolecules remain virtually unexplored. We report here a supramolecular system where coencapsulation of pyridine-borane with a variety of molecules including enones, ketones, aldehydes, oximes, hydrazones, and imines effects efficient reductions under basic aqueous conditions. Upon subjecting unprotected lysine to the host-mediated reductive amination conditions, we observed excellent ?-selectivity, indicating that differential guest binding within the same molecule is possible without sacrificing reactivity. Inspired by the post-translational modification of complex biomolecules by enzymatic systems, we then applied this supramolecular reaction to the site-selective labeling of a single lysine residue in an 11-amino acid peptide chain and human insulin.

Iminyl Radical-Mediated Controlled Hydroxyalkylation of Remote C(sp3)-H Bond via Tandem 1,5-HAT and Difunctionalization of Aryl Alkenes

A visible-light mediated γ-hydroxyalkylation of ketones via C(sp3)-H functionalization has been developed under redox neutral conditions. This protocol relies on the iminyl radical-triggered 1,5-HAT followed by oxyalkylation of alkenes, wherein C?C and C?O bonds were constructed in one step. This three-component reaction features mild conditions, wide substrate scope and excellent functional group tolerance, thus providing a facile and highly efficient access to complex valuable ketones. (Figure presented.).

Intermolecular retro-cope type hydroxylamination of alkynes with NH 2OH: (E-1-(1-hydroxycyclohexyl)ethanone oxime)

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