15567-46-1

Basic information

• Product Name: N-methyl-N-nitrosooctanamide
• Synonyms: N-Methyl-N-nitrosooctanamide; octanoic acid, 1-methyl-2-oxohydrazide
• CAS NO: 15567-46-1
• Molecular Formula: C₉H₁₈N₂O₂
• Molecular Weight: 186.2514
• Mol File: 15567-46-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 243.3°C at 760 mmHg
• Flash Point: 100.9°C
• Density: 1g/cm³
• Vapor Pressure: 0.0324mmHg at 25°C
• Refractive Index: 1.475
• CAS DataBase Reference: N-methyl-N-nitrosooctanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N-nitrosooctanamide(15567-46-1)
• EPA Substance Registry System: N-methyl-N-nitrosooctanamide(15567-46-1)

Safety Data

• Hazardous Substances Data: 15567-46-1(Hazardous Substances Data)

Upstream product

• 1119-57-9 N-methyloctanoylamide 
• 111-64-8 n-octanoic acid chloride 

Downstream Products

• 20299-80-3 1-(pyrrolidin-1-yl)octan-1-one 
• 70659-87-9 N-benzyloctanoic amide 

Relevant articles and documents

Supramolecular fixation of NO2 with calix[4]arenes

Reaction of NO2 with simple calix[4]arenes in chloroform in the presence of a Lewis acid rapidly results in intense coloration caused by the encapsulation of nitrosonium cation.

Polymer-supported calix[4]arenes for sensing and conversion of NO 2/N2O4

The use of simple calix[4]arenes 1a,b for NO2/N 2O4 sensing and conversion is demonstrated, both in solution and in the solid state. Upon reacting with these gases, compounds 1a,b encapsulate reactive NO+ cation

Towards supramolecular fixation of NOx gases: Encapsulated reagents for nitrosation

The use of simple calix[4]arenes for chemical conversion of NO2/ N2O4 gases is demonstrated in solution and in the solid state. Upon reacting with these gases, calixarenes 1 encapsulate nitrosonium (NO+) cations within their cavities with the formation of stable calixarene-NO+ complexes 2. These complexes act as encapsulated nitrosating reagents; cavity effects control their reactivity and selectivity. Complexes 2 were effectively used for nitrosation of secondary amides 5, including chiral derivatives. Unique size-shape selectivity was observed, allowing for exclusive nitrosation of less crowded N-Me amides 5a-e (up to 95% yields). Bulkier N-Alk (Alk > Me) substrates 5 did not react due to the hindered approach to the encapsulated NO+ reagents. Robust, silica gel based calixarene material 3 was prepared, which reversibly traps NO 2/ N2O4 with the formation of NO +-storing silica gel 4. With material 4, similar size-shape selectivity was observed for nitrosation. The N-Me-N-nitroso derivatives 6d,e were obtained with ～30% yields, while bulkier amides were nitrosated with much lower yields (+ species, which can be generated by a number of NOx gases, these supramolecular reagents and materials may be useful for NOx entrapment and separation in the environment and biomedical areas.

Encapsulated reagents for nitrosation

(Matrix presented) A novel class of stable, mild, and size-shape-selective nitrosating agents for secondary amides is introduced. These are based on reversible entrapment and release of reactive nitrosonium species by calix[4]arenes. The NO+ encapsulation controls the reaction selectivity.