6225-08-7

Basic information

• Product Name: N,N-Dimethylnonanamide
• Synonyms: N,N-Dimethylnonanamide;N,N-Dimethylpelargonamide;N,N-Dimethylpelargonic acid amide
• CAS NO: 6225-08-7
• Molecular Formula: C₁₁H₂₃NO
• Molecular Weight: 185.3064
• Mol File: 6225-08-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 246.6°Cat760mmHg
• Flash Point: 92.5°C
• Appearance: /
• Density: 0.863g/cm³
• Vapor Pressure: 0.0268mmHg at 25°C
• Refractive Index: 1.442
• CAS DataBase Reference: N,N-Dimethylnonanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethylnonanamide(6225-08-7)
• EPA Substance Registry System: N,N-Dimethylnonanamide(6225-08-7)

Safety Data

• Hazardous Substances Data: 6225-08-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H23NO/c1-4-5-6-7-8-9-10-11(13)12(2)3/h4-10H2,1-3H3

Upstream product

• 111-66-0 oct-1-ene 
• 68-12-2 N,N-dimethyl-formamide 
• 764-85-2 Nonanoyl chloride 
• 124-40-3 dimethyl amine 
• 19211-35-9 N-Methyl-N-nitrosopelargonamide 
• 91083-85-1 N-Butyl-N-nitrosopelargonamide 
• 136616-82-5 N,N-Dimethyl-2-nonynamide 
• 629-05-0 n-octyne 
• 6212-93-7 N-Methylpelargonamide 
• 42474-15-7 N-Butylpelargonamide 
• 112-05-0 nonanoic acid 
• 201230-82-2 carbon monoxide 

Downstream Products

• 17373-27-2 N,N-dimethylnonylamine 

Relevant articles and documents

Palladium-Catalyzed Hydrocarbonylative C-N Coupling of Alkenes with Amides

An efficient palladium-catalyzed hydrocarbonylative C-N coupling of alkenes with amides has been developed. The reaction was performed via hydrocarbonylation of alkenes, followed by acyl metathesis with amides. Both intermolecular and intramolecular react

Flexible and Chemoselective Oxidation of Amides to α-Keto Amides and α-Hydroxy Amides

A suite of flexible and chemoselective methods for the transition-metal-free oxidation of amides to α-keto amides and α-hydroxy amides is presented. These highly valuable motifs are accessed in good to excellent yields and stereoselectivities with high functional group tolerance. The utility of the method is showcased by the formal synthesis of a potent histone deacetylase inhibitor.

Palladium-Catalyzed Aminocarbonylation of Aliphatic Alkenes with N,N-Dimethylformamide as an in Situ Source of CO

The palladium-catalyzed aminocarbonylation of aliphatic alkenes is presented for the first time without the need for external CO pressure. N,N-dimethylformamide (DMF) is used as an in situ source of both the required carbon monoxide and the amine substrate. The applied palladium catalytic system is well-known for a number of carbonylation reactions, including those with CO surrogates and tandem isomerizing carbonylations. The reaction pathway was investigated and proved to proceed by an acid-catalyzed DMF decomposition to CO and dimethyl amine with subsequent aminocarbonylation of the alkene. Pressure-versus-time curves gave more insight into the correlation between acid concentration and aminocarbonylation activity. Aliphatic alkenes (terminal and internal) are transformed, also in commercial glassware, into the corresponding linear N,N-dimethylamides with excellent selectivities. Hence, amide synthesis by aminocarbonylation moves closer to application in standard organic laboratories. Do-it-yourself CO production: The aminocarbonylation of alkenes for aliphatic amide synthesis is presented for the first time using N,N-dimethylamine as an in situ source of both, the required CO and dimethylamine. Excellent selectivities to the linear product are ensured by isomerizing carbonylation applying a [Pd]/1,2-DTBPMB system. 1,2-DTBPMB=1,2-bis((di-tert-butylphos- phino)methyl)benzene.