60116-21-4

Usage

Chemical Class

Thiol compound

Functional Group

Thioether functional group attached to an ethylamine group

Physical State

Clear, colorless to light yellow liquid

Odor

Pungent odor

Uses

Production of pharmaceuticals, dyes, and other organic compounds; reagent in chemical synthesis; building block in manufacturing of various chemicals

Reactions

Ability to undergo various chemical reactions

Application

Commonly used in organic chemistry research.

InChI:InChI=1/C9H12ClNS/c10-9-3-1-8(2-4-9)7-12-6-5-11/h1-4H,5-7,11H2/p+1

Upstream product

• 151-56-4 ethyleneimine 
• 6258-66-8 (4-chlorophenyl)methanethiol 
• 71501-38-7 (2-chloro-ethyl)-(4-chloro-benzyl)-sulfide 
• 60-23-1 Cysteamine 

Downstream Products

• 106668-66-0 N-[2-(4-Chloro-benzylsulfanyl)-ethyl]-N'-[3-(1H-imidazol-4-yl)-propyl]-guanidine; hydrochloride 
• 1234380-99-4 2,6-dichloro-N-[2-(4-chloro-benzylsulfanyl)-ethyl]-benzamide 
• 537678-22-1 C₁₉H₁₆ClNO₂S₂ 
• 537678-22-1 C₁₉H₁₆ClNO₂S₂ 

Relevant academic research and scientific papers

Enantioselective Synthesis of N,S-Acetals by an Oxidative Pummerer-Type Transformation using Phase-Transfer Catalysis

Reported is the first enantioselective oxidative Pummerer-type transformation using phase-transfer catalysis to deliver enantioenriched sulfur-bearing heterocycles. This reaction includes the direct oxidation of sulfides to a thionium intermediate, followed by an asymmetric intramolecular nucleophilic addition to form chiral cyclic N,S-acetals with moderate to high enantioselectivites. Deuterium-labelling experiments were performed to identify the stereodiscrimination step of this process. Further analysis of the reaction transition states, by means of multidimensional correlations and DFT calculations, highlight the existence of a set of weak noncovalent interactions between the catalyst and substrate that govern the enantioselectivity of the reaction.