53044-17-0

Basic information

• Product Name: N,N-Dihexylbenzamide
• Synonyms: N,N-Dihexylbenzamide
• CAS NO: 53044-17-0
• Molecular Formula: C₁₉H₃₁NO
• Molecular Weight: 289.46
• Mol File: 53044-17-0.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N-Dihexylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dihexylbenzamide(53044-17-0)
• EPA Substance Registry System: N,N-Dihexylbenzamide(53044-17-0)

Safety Data

• Hazardous Substances Data: 53044-17-0(Hazardous Substances Data)

Upstream product

• 10364-94-0 1-benzoylimidazole 
• 143-16-8 dihexylamine 
• 102-86-3 tri-n-hexylamine 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 98-07-7 Benzotrichlorid 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 591-50-4 iodobenzene 
• 80179-47-1 N-<(Dihexylamino)methyl>-N-methylformamid 
• 1567402-42-9 C₁₂H₂₆Cl₂NPS 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Pd-Catalyzed Oxidative Aminocarbonylation of Arylboronic Acids with Unreactive Tertiary Amines via C-N Bond Activation

An efficient synthesis of tertiary amides from aryl boronic acids and inert tertiary amines through the oxidative carbonylation via C(sp3)-N bond activation is presented. This protocol significantly restricts the homocoupling biarylketone product. It involves the use of a homogeneous PdCl2/CuI catalyst and a heterogeneous Pd/C based catalyst, which promotes C(sp3)-N bond activation of tertiary amines with aryl boronic acids. This process represents a ligand-free, base-free, and recyclable catalyst along with an ideal oxidant like molecular oxygen.

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

Frustrated Lewis Pair Catalyzed Hydrogenation of Amides: Halides as Active Lewis Base in the Metal-Free Hydrogen Activation

A method for the metal-free reduction of carboxylic amides using oxalyl chloride as an activating agent and hydrogen as the final reductant is introduced. The reaction proceeds via the hydrogen splitting by B(2,6-F2-C6H3)3 in combination with chloride as the Lewis base. Density functional theory calculations support the unprecedented role of halides as active Lewis base components in the frustrated Lewis pair mediated hydrogen activation. The reaction displays broad substrate scope for tertiary benzoic acid amides and α-branched carboxamides.