17720-63-7

Basic information

• Product Name: N,N,O-TRIACETYLHYDROXYLAMINE
• Synonyms: N,N,O-TRIACETYLHYDROXYLAMINE;Triacetylhydroxylamine;N,N,O-Triacetylhydroxylamine
• CAS NO: 17720-63-7
• Molecular Formula: C₆H₉NO₄
• Molecular Weight: 159.14
• Product Categories: Hydroxylamines;Hydroxylamines (N-Substituted);Hydroxylamines (O-Substituted)
• Mol File: 17720-63-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 216 °C
• Appearance: /
• Density: 1.18
• Refractive Index: 1.4440 to 1.4470
• CAS DataBase Reference: N,N,O-TRIACETYLHYDROXYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,O-TRIACETYLHYDROXYLAMINE(17720-63-7)
• EPA Substance Registry System: N,N,O-TRIACETYLHYDROXYLAMINE(17720-63-7)

Safety Data

• Hazardous Substances Data: 17720-63-7(Hazardous Substances Data)

Usage

General Description

N,N,O-Triacetylhydroxylamine is a chemical compound with the molecular formula C6H9NO5. It is a white to pale yellow crystalline solid that is commonly used as a reagent in organic chemistry. The compound is known for its ability to undergo a variety of chemical reactions, including as a reductant in the conversion of aldehydes and ketones to their corresponding oximes. It is also used as a protecting group for amino acids and as an anti-oxidant in the polymer industry. Additionally, N,N,O-Triacetylhydroxylamine has been studied for its potential use in the treatment of cardiovascular diseases and as a protective agent against peroxidation in biological systems. However, it is important to handle this compound with caution as it is a potential irritant to the eyes, skin, and respiratory system.

Upstream product

• 622-42-4 1-nitro-1-phenylmethane 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 79-24-3 Nitroethane 
• 108-03-2 1-Nitropropane 
• 817-87-8 ethyl azidocarbonate 
• 2139-93-7 N-carboxyethyl-N,O-diacetyl hydroxylamine 
• 64-19-7 acetic acid 
• 70726-27-1 trimethylsilyl ester of N-trimethylsilyl-N-trimethylsiloxycarbamic acid 
• 75-36-5 acetyl chloride 
• 59-23-4 D-Galactose 
• 75-52-5 nitromethane 

Relevant articles and documents

Azides. Part VIII. Thermolysis of ethyl azidoformate in acetic and propionic anhydrides: facilitation of intramolecular cyclization of the resultant carbethoxynitrene to 2-oxazolidinone

The thermolysis of ethyl azidoformate in acetic and propionic anhydrides as solvent yielded the corresponding N-acyl-2-oxazolidinones (2a,b) in relatively significant yields.The other major products isolated were N-carboxyethyl-N,O-diacyl hydroxylamine (1a.b) and N,N,O-triacetyl hydroxylamine (3).The intramolecular cyclization is facilitated by the solvent.

BYPRODUCTS IN THE PREPARATION OF PENTA-O-ACETYL-D-HEXONONITRILES FROM D-GALACTOSE AND D-GLUCOSE

The procedures commonly employed for preparing per-O-acetylated aldononitrile derivates of D-galactose and D-glucose for use in g.l.c. analysis involve oxime formation, and acetylation.They do not, however, give the nitriles as the sole products, as is generally assumed.Instead, N-hydroxy-D-glycosylamine hexaacetates are formed as byproducts, in part by a kinetically controlled ring-closure of the sugar oxime, concomitant with acetylation.From preparative isolation of the products, D-galactose gave the nitrile (67 percent) and the β-furanose (16 percent), α-furanose (1 percent), and β-pyranose (2 percent) isomers of the cyclic hexaacetate, whereas D-glucosegave the nitrile (63 percent), and the β-furanose (14 percent), and β-pyranose (8 percent) isomers.