32188-94-6

Basic information

• Product Name: 2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)-1-phenylethanone
• CAS NO: 32188-94-6
• Molecular Formula: BrH*C₁₁H₁₂N₂OS
• Molecular Weight: 220.2908
• Mol File: 32188-94-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 374.1°C at 760 mmHg
• Flash Point: 180.1°C
• Density: 1.26g/cm³
• Vapor Pressure: 8.53E-06mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)-1-phenylethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)-1-phenylethanone(32188-94-6)
• EPA Substance Registry System: 2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)-1-phenylethanone(32188-94-6)

Safety Data

• Hazardous Substances Data: 32188-94-6(Hazardous Substances Data)

Usage

General Description

2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)-1-phenylethanone, also known as Thiamphenicol, is a synthetic antibiotic compound used for the treatment of various bacterial infections. It belongs to the class of organosulfur compounds and contains a heterocyclic ring system with a thioether functional group. Thiamphenicol works by inhibiting protein synthesis in bacteria, thus preventing their growth and reproduction. It has broad-spectrum activity against both Gram-positive and Gram-negative bacteria, making it an effective option for a wide range of infections. However, due to its potential for causing serious side effects, such as bone marrow suppression, it is reserved for use when other antibiotics are not effective or tolerated.

Upstream product

• 96-45-7 N,N'-ethylenethiourea 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 120-93-4 imidazolidone 
• 36065-41-5 3-phenyl-5,6-dihydro-imidazo[2,1-b]thiazole 

Relevant articles and documents

Iminium Salts in Solid-State Syntheses Giving 100% Yield

Numerous reaction types in the field of iminium salts are performed in the gas-solid and solid-solid techniques in order to reach 100% yield. The stoichiometric runs are waste-free and do not require costly workup. Frequently, iminium salts were avoided, as acid catalysis was dispensable. Thioureas and α-halogenated ketones give a variety of 2-aminothiazoles via thiuronium salts in quantitative yield. A new intramolecular solid-state thermal condensation is reported. Enaminoketones are synthesized quantitatively from anilines and 1,3-diketones without catalysis and those can be used for quantitative solid-state 4-cascade reactions. Solid paraformaldehyde is used to produce methylene imines and internally trapped methylene iminium salts. Benzoylhydrazones are produced again without catalysis in the solid state. Vacuum and ball-mill techniques are particularly useful in the production of highly sensitive iminium salts. Hexahydro-1,3,5-triazines cyclorevert upon exposure to HCl gas to give solid arylmethylene iminium chlorides as new versatile reagents. These are used in arylaminomethylations of β-naphthol and of themselves to give Troeger's bases in 3-cascades. More direct are 4-cascade Troeger's base syntheses by dissolving hexahydro-1,3,5-triaryltriazines in trifluoroacetic acid. Alkylations of imines with trimethyloxonium tetrafluoroborate and triphenylmethyl cation give highly sensitive quaternary iminium salts in the ball-mill. The products are characterized by spectroscopic techniques and density functional theory (DFT) calculations at the B3LYP 6-31G* level. Molecular movements in the crystal and surface passivation are investigated with atomic force microscopy (AFM) techniques.