1118-92-9

Basic information

• Product Name: N,N-Dimethyloctanamide
• Synonyms: N,N-DIMETHYLCAPRYLAMIDE;N,N-DIMETHYLOCTANAMIDE;n,n-dimethyl-octanamid;N,N-dimethyloctanoylamide;TIMTEC-BB SBB007989;Octanamide, N,N-dimethyl-;N,N-DIMETHYLACTANAMIDE;n,n-dimethyl-octanamidnn-dimethylcaprylamide
• CAS NO: 1118-92-9
• Molecular Formula: C₁₀H₂₁NO
• Molecular Weight: 171.28
• EINECS: 214-272-5
• Mol File: 1118-92-9.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 301.29°C (rough estimate)
• Flash Point: 87.7 °C
• Appearance: colorless transparent liquid
• Density: 0.9419 (rough estimate)
• Vapor Pressure: 0.0555mmHg at 25°C
• Refractive Index: 1.4621 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.40±0.70(Predicted)
• CAS DataBase Reference: N,N-Dimethyloctanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyloctanamide(1118-92-9)
• EPA Substance Registry System: N,N-Dimethyloctanamide(1118-92-9)

Safety Data

• Hazardous Substances Data: 1118-92-9(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

InChI:InChI=1/C10H21NO/c1-4-5-6-7-8-9-10(12)11(2)3/h4-9H2,1-3H3

Upstream product

• 111-25-1 1-bromo-hexane 
• 127-19-5 N,N-dimethyl acetamide 
• 7378-99-6 N,N-dimethyloctanamide 
• 124-07-2 Octanoic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 111-27-3 hexan-1-ol 
• 124-40-3 dimethyl amine 
• 111-64-8 n-octanoic acid chloride 
• 592-41-6 1-hexene 
• 62384-04-7 (methylthio)acetyl N,N-dimethylamide 

Downstream Products

• 7378-99-6 N,N-dimethyloctanamide 
• 78510-02-8 <1-²H2>-1-octanol 
• 111-87-5 octanol 
• 111-86-4 n-Octylamine 
• 111-65-9 octane 
• 124-07-2 Octanoic acid 
• 3007-71-4 N-octylaniline 
• 124-40-3 dimethyl amine 

Relevant articles and documents

N,N-dimethylamination of acid chlorides with DMF

A solution of acid chlorides 3a-g in DMF solvent was refluxed to give N,N-dimethylamides 4a-f and 5g in excellent yields.

METHOD FOR PRODUCING AMIDE COMPOUND

PROBLEM TO BE SOLVED: To provide a method whereby, while using a catalyst that contains a transition metal and can be relatively easily synthesized, even with a small amount of the transition metal, an amide compound can be produce efficiently by the α-alkylation of the amide compound. SOLUTION: A method for producing an amide compound includes the step of: causing a primary alcohol compound and an amide compound to react with each other in a reaction liquid containing a transition metal nanoparticle (M-NPs) of at least one of a ruthenium nanoparticle or an iridium nanoparticle, and a base, to produce an amide compound. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Sustainable Alkylation of Unactivated Esters and Amides with Alcohols Enabled by Manganese Catalysis

The first example of manganese-catalyzed C-alkylation of the carboxylic acid derivatives is reported. The bench-stable homogeneous manganese complex enables the transformation of the renewable alcohol and carboxylic acid derivative feedstock to higher value esters and amides. The reaction operates via hydrogen autotransfer and ideally produces water as the only side product. Importantly, aliphatic-, benzylic-, and heterocyclic-containing alcohols can be used as alkylating reagents, eliminating the need for mutagenic alkyl halides.

General and Mild Cobalt-Catalyzed C-Alkylation of Unactivated Amides and Esters with Alcohols

The borrowing hydrogen or hydrogen autotransfer methodology is an elegant and sustainable or green concept to construct carbon-carbon bonds. In this concept, alcohols, which can be obtained from barely used and indigestible biomass, such as lignocellulose, are employed as alkylating reagents. An especially challenging alkylation is that of unactivated esters and amides. Only noble metal catalysts based on iridium and ruthenium have been used to accomplish these reactions. Herein, we report on the first base metal-catalyzed α-alkylation of unactivated amides and esters by alcohols. Cobalt complexes stabilized with pincer ligands, recently developed in our laboratory, catalyze these reactions very efficiently. The precatalysts can be synthesized easily from commercially available starting materials on a multigram scale and are self-activating under the basic reaction conditions. This Co catalyst class is also able to mediate alkylation reactions of both esters and amides. In addition, we apply the methodology to synthesize ketones and to convert alcohols into aldehydes elongated by two carbon atoms.