23220-25-9

Basic information

• Product Name: N-Methylcapricamide
• Synonyms: N-Methylcapricamide;N-Methyldecanamide
• CAS NO: 23220-25-9
• Molecular Formula: C₁₁H₂₃NO
• Molecular Weight: 185.3064
• Mol File: 23220-25-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 269.7°Cat760mmHg
• Flash Point: 158.3°C
• Appearance: /
• Density: 0.857g/cm³
• Vapor Pressure: 0.00716mmHg at 25°C
• Refractive Index: 1.437
• CAS DataBase Reference: N-Methylcapricamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methylcapricamide(23220-25-9)
• EPA Substance Registry System: N-Methylcapricamide(23220-25-9)

Safety Data

• Hazardous Substances Data: 23220-25-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H23NO/c1-3-4-5-6-7-8-9-10-11(13)12-2/h3-10H2,1-2H3,(H,12,13)

Upstream product

• 2158-28-3 undecan-2-one oxime 
• 7664-93-9 sulfuric acid 
• 1469886-91-6 N-(4-(dimethylamino)benzyl)-N-methyldecanamide 
• 334-48-5 1-decanoic acid 
• 107-15-3 ethylenediamine 
• 152328-82-0 N-benzyl-N-methyldecanoic acid amide 
• 74-89-5 methylamine 
• 598-94-7 1,1-Dimethylurea 
• 112-13-0 n-decanoyl chloride 

Downstream Products

• 112-30-1 1-Decanol 
• 7516-82-7 N-methyldecan-1-amine 
• 7396-58-9 N-methyldidecylamine 

Relevant articles and documents

Efficient synthesis of N-methylamides and amines via 4-(alkylamino)benzyl- N-methylamine as a new protecting group

4-(Alkylamino)benzyl-N-methylamine is a good protecting group for the synthesis of N-methylamides and amines. The N-debenzylation of N-methylamides and amines can be carried out selectively and efficiently under condition using trifluoroacetic acid (TFA).

The ruthenium-catalyzed reduction and reductive N-alkylation of secondary amides with hydrosilanes: Practical synthesis of secondary and tertiary amines by judicious choice of hydrosilanes

(Chemical Equation Presented) A triruthenium cluster, (μ3, η2,η3,η5-acenaphthylene)Ru 3(CO)7 (1) catalyzes the reaction of secondary amides with hydrosilanes, yielding a mixture of secondary amines, tertiary amines, and silyl enamines. Production of secondary amines with complete selectivity is achieved by the use of higher concentration of the catalyst (3 mol %) and the use of bifunctional hydrosilanes such as 1,1,3,3-tetramethyldisiloxane. Acidic workup of the reaction mixture affords the corresponding ammonium salts, which can be treated with a base, providing a facile method for isolation of secondary amines with high purity. In contrast, tertiary amines are formed with high selectivity by using lower concentration of the catalyst (1 mol %) and polymeric hydrosiloxanes (PMHS) as reducing agent. Reduction with PMHS encapsulates the ruthenium catalyst and organic byproducts to the insoluble silicone resin. The two reaction manifolds are applicable to various secondary amides and are practical in that the procedures provide the desired secondary or tertiary amine as a single product. The product contaminated with only minimal amounts of ruthenium and silicon residues. On the basis of the products and observed side products as well as NMR studies a mechanistic scenario for the reaction is also described.

Lithium and amine dissolving metal reduction

The invention is directed to a process for reducing or reductively cleaving an organic compound susceptible to dissolving metal reduction comprising exposing the organic compound to a solution of lithium in a polyamine including at least two amino groups, selected from the group consisting of primary and secondary amino groups and mixtures thereof, e.g. ethylenediamine and R--NH2, optionally containing a lower alkyl alcohol, wherein R is chosen from the group consisting of ethyl, propyl, and butyl, including all straight and branched chain isomers thereof, for a time sufficient to effect reduction.