58255-25-7

Basic information

• Product Name: N-Ethyl-2-thienylamine
• Synonyms: N-Ethyl-2-thienylamine;N-Ethyl-(2-thienylmethyl)amine;N-(Thiophen-2-ylMethyl)ethanaMine
• CAS NO: 58255-25-7
• Molecular Formula: C₇H₁₁NS
• Molecular Weight: 141.2339
• Product Categories: Amines and Anilines;Heterocycles;API intermediates
• Mol File: 58255-25-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 191.6 °C at 760 mmHg
• Flash Point: 69.7 °C
• Appearance: /
• Density: 1.03 g/cm³
• Vapor Pressure: 0.509mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: 2-8°C(protect from light)
• PKA: 9.23±0.10(Predicted)
• CAS DataBase Reference: N-Ethyl-2-thienylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Ethyl-2-thienylamine(58255-25-7)
• EPA Substance Registry System: N-Ethyl-2-thienylamine(58255-25-7)

Safety Data

• Hazardous Substances Data: 58255-25-7(Hazardous Substances Data)

Usage

General Description

N-Ethyl-2-thienylamine, also known as N-ethyl-2-thiophenamine, is a chemical compound with the molecular formula C8H11NS. It is an aromatic amine with a thienyl group and an ethyl substituent. N-Ethyl-2-thienylamine is used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It has a strong odor and is known to be potentially hazardous if not handled properly. N-Ethyl-2-thienylamine is also used in the production of dyes, pigments, and other specialty chemicals. It is important to handle this chemical with care and follow proper safety procedures when working with it.

InChI:InChI=1/C7H11NS/c1-2-8-6-7-4-3-5-9-7/h3-5,8H,2,6H2,1H3

Upstream product

• 98547-26-3 N-ethylthiophene-2-carboxamide 
• 98-03-3 thiophene-2-carbaldehyde 
• 75-04-7 ethylamine 
• 557-66-4 ethanamine hydrochloride 

Downstream Products

• 1374760-96-9 N-ethyl-N-(thiophen-2-ylmethyl)-2-(p-tolyloxy)acetamide 
• 1374761-77-9 N-ethyl-2-phenoxy-N-(thiophen-2-ylmethyl)acetamide 
• 1374762-56-7 N-ethyl-N-(thiophen-2-ylmethyl)-2-(o-tolyloxy)acetamide 
• 1374762-60-3 N-ethyl-N-(thiophen-2-ylmethyl)-2-(m-tolyloxy)acetamide 
• 1374762-55-6 N-ethyl-2-(4-methoxyphenoxy)-N-(thiophen-2-ylmethyl)acetamide 
• 1308209-11-1 2-(4-cyanophenoxy)-N-ethyl-N-(thiophen-2-ylmethyl)acetamide 
• 1374761-63-3 N-ethyl-2-(4-fluorophenoxy)-N-(thiophen-2-ylmethyl)acetamide 
• 1374762-77-2 N-ethyl-N-(thiophen-2-ylmethyl)-2-(p-tolyloxy)propanamide 
• 1374763-01-5 N-ethyl-2-methyl-N-(thiophen-2-ylmethyl)-2-(p-tolyloxy)propanamide 
• 1374763-37-7 N-ethyl-2-(2-hydroxy-5-methylphenoxy)-N-(thiophen-2-ylmethyl)acetamide 
• 1374762-45-4 N-ethyl-2-(2-hydroxy-4-methylphenoxy)-N-(thiophen-2-ylmethyl)acetamide 

Relevant articles and documents

Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application

Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.

Elimination reactions of N-alkyl-N-chlorothenylamines promoted by MeONa-MeOH and Et2NH-MeCN. Effect of the β-aryl group on the imine-forming transition state

Elimination reactions of N-alkyl-N-chlorothenylamines 1-4 with MeONa-MeOH and Et2NH-MeCN have been studied kinetically. The elimination reactions are regiospecific, producing only the conjugated imines. The reactions are second order and exhibit substantial values of Hammett ρ and k H/kD, and an E2 mechanism is evident. The relative rates of elimination for Me/Et/i-Pr/i-Bu substituents are 1/0.5/0.2/0.02 with MeONa-MeOH and 1/0.4/0.2/0.06 with Et2NH-MeCN. The transition state structure changes toward more product-like as the base is changed from MeONa-MeOH to Et2NH-MeCN. Comparison with existing data reveals that the structure of the transition state is relatively insensitive to the β-aryl group variation.