16665-89-7

Basic information

• Product Name: 2,6-DIETHYL-ACETANILIDE
• Synonyms: 2,6-DIETHYL-ACETANILIDE
• CAS NO: 16665-89-7
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.272
• Mol File: 16665-89-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 338.2°Cat760mmHg
• Flash Point: 201.6°C
• Appearance: /
• Density: 1.016g/cm³
• Vapor Pressure: 0.0001mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: 2,6-DIETHYL-ACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIETHYL-ACETANILIDE(16665-89-7)
• EPA Substance Registry System: 2,6-DIETHYL-ACETANILIDE(16665-89-7)

Safety Data

• Hazardous Substances Data: 16665-89-7(Hazardous Substances Data)

Usage

General Description

2,6-DIETHYL-ACETANILIDE is a chemical compound that is commonly used in the pharmaceutical industry as an intermediate in the production of various drugs. It is a white crystalline solid that is soluble in organic solvents and has a molecular formula of C12H17NO. 2,6-DIETHYL-ACETANILIDE is derived from acetanilide with the addition of two ethyl groups. It is often used as a local anesthetic and is also known for its analgesic properties. Additionally, it is an efficient inhibitor of cyclooxygenase, an enzyme involved in inflammation and pain. The chemical structure of 2,6-DIETHYL-ACETANILIDE makes it a valuable compound for the synthesis of various medications and pharmaceutical products.

InChI:InChI=1/C12H17NO/c1-4-10-7-6-8-11(5-2)12(10)13-9(3)14/h6-8H,4-5H2,1-3H3,(H,13,14)

Upstream product

• 60-35-5 acetamide 
• 579-66-8 2,6-diethylaniline 
• 75-05-8 acetonitrile 
• 15972-60-8 Alachlor 
• 108-24-7 acetic anhydride 

Downstream Products

• 579-66-8 2,6-diethylaniline 
• 103392-86-5 2,6-diethyl-3-nitroaniline 
• 74886-79-6 N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide 
• 137090-10-9 N-(2,6-Diethyl-phenyl)-N-methyl-acetamide 
• 91573-26-1 2,6-diethyl-diacetanilide 
• 100139-08-0 2,6-diethyl-3,5-dinitroacetanilide 
• 104851-74-3 acetic acid-(2,6-diethyl-N-chloro-anilide) 
• 104851-45-8 acetic acid-(2,6-diethyl-3-bromo-anilide) 
• 104851-50-5 acetic acid-(2,6-diethyl-3-chloro-anilide) 
• 54394-83-1 acetic acid-(2,6-diethyl-4-bromo-anilide) 
• 57190-23-5 2,6-diethyl-4-nitroaniline 
• 57532-41-9 4-chloro-2,6-diethylbenzenamine 
• 67330-62-5 2,6-diethyl-3-chloro-aniline 

Relevant articles and documents

Occurrence of alachlor environmental degradation products in groundwater

Groundwater samples collected beneath a Massachusetts corn field were analyzed by gas chromatography/mass spectrometry. In addition to alachlor, 20 compounds were detected whose EI and CIMS data indicated that they were derived from alachlor, presumably via environmental degradation. Structural assignments were confirmed for six of these compounds by analysis of standards. They were among 10 alachlor-related compounds that were synthesized by use of either the parent compound or 2,6-diethylaniline as starting material. -from Authors

New half-sandwich (η6-p-cymene)ruthenium(II) complexes with benzothiazole hydrazone Schiff base ligand: Synthesis, structural characterization and catalysis in transamidation of carboxamide with primary amines

Few half-sandwich (η6-p-cymene) ruthenium(II) complexes supported by benzothiazole hydrazone Schiff bases were synthesized. The new complexes possess the general formulae [Ru(η6-p-cymene)(L)Cl] (1-3) (L = salicyl((2-(benzothiazol-2-yl)hydrazono)methylphenol) (SAL-HBT), 2-((2-(benzothiazol-2-yl)hydrazono)methyl)-6 methoxyphenol) (VAN-HBT) or naphtyl-2-((2-(benzothiazol-2-yl)hydrazono)methyl phenol) (NAP-HBT). All compounds were fully studied by analytical, spectroscopic techniques (IR, NMR) and also by mass spectrometry. The solid state structure of the complex 3 reveals the coordination of p-cymene moieties with ruthenium(II) in a three-legged piano-stool geometry along with benzothiazole hydrazone Schiff base ligand in a monobasic bidentate fashion. The catalytic properties of the complexes were screened in transamidation of primary amide with amines after optimization with respect to solvent, substituents, time and catalyst loading. The results show that the complex 3 is the most efficient catalyst for the transamidation of carboxamides with amines.

Sulfated choline ionic liquid-catalyzed acetamide synthesis by grindstone method

Sulfated choline ionic liquid (SCIL) has been found to be an efficient solid acid IL catalyst for the protection of amine groups with acetic anhydride under solvent-free grindstone conditions. The attractive features of this new catalytic methodology include its sustainability, facile work-up procedure, economic viability, and biodegradability. The SCIL catalyst was characterized using infrared spectroscopy, wide-angle X-ray scattering analysis, and scanning electron microscopy with energy dispersive X-ray spectroscopy. The catalyst could be reused six times without significant loss in activity. Furthermore, no chromatographic separations were needed to obtain the desired products.

A new, one-step, effective protocol for the iodination of aromatic and heterocyclic compounds via aprotic diazotization of amines

We have developed a convenient one-step preparation of aromatic and some heterocyclic iodides by the sequential diazotization-iodination of the aromatic amines with a KI/NaNO2/p-TsOH system in acetonitrile at room temperature. This method has general character and allows aryl iodides with either donor or acceptor substituents in various positions to be obtained from the corresponding amines in 50-90% yield. Georg Thieme Verlag Stuttgart.