51389-04-9

Basic information

• Product Name: 1H-Benzimidazole,2-(2-propenylthio)-(9CI)
• Synonyms: 1H-Benzimidazole,2-(2-propenylthio)-(9CI);2-(allylthio)benzimidazole;allyl 1H-benzimidazol-2-yl sulfide
• CAS NO: 51389-04-9
• Molecular Formula: C₁₀H₁₀N₂S
• Molecular Weight: 190.26
• Product Categories: BENZIMIDAZOLE
• Mol File: 51389-04-9.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Benzimidazole,2-(2-propenylthio)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2-(2-propenylthio)-(9CI)(51389-04-9)
• EPA Substance Registry System: 1H-Benzimidazole,2-(2-propenylthio)-(9CI)(51389-04-9)

Safety Data

• Hazardous Substances Data: 51389-04-9(Hazardous Substances Data)

Usage

Structure

A benzene ring fused to an imidazole ring with a thioether group (S) attached to the imidazole ring and a 2-propenyl group (CH2=CH-CH3) attached to the sulfur atom.

Type

Benzimidazole derivative

Potential applications

Building block in organic synthesis, precursor for pharmaceutical drug development, research and analytical chemistry

Handling precautions

May pose health risks if not properly managed.

Upstream product

• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 106-95-6 allyl bromide 
• 95-54-5 1,2-diamino-benzene 
• 107-05-1 3-chloroprop-1-ene 
• 58536-70-2 benzimidazole-2-thione 
• 134469-07-1 Benzimidazol-2-thiol 
• 89-92-9 2-methylbenzyl bromide 

Downstream Products

• 245-58-9 2H-1,3-thiazino<3,2-a>benzimidazole 
• 245-57-8 4H-benzimidazo[2,1-b][1,3]thiazine 
• 167708-19-2 2-bromo-2,3-dihydro-1H-<1,3>-thiazino<3,2-a>benzimidazole 
• 50463-17-7 2-(allylthio)benzo[d]oxazole 
• 2179-57-9 diallyl disulphide 
• 124530-69-4 1,2-diallyl sulfanyl-1H-benzoimidazole 
• 87216-53-3 3-allylbenzimidazoline-2-thione 
• 134469-07-1 Benzimidazol-2-thiol 

Relevant articles and documents

Computational, MD simulation, SEM/EDX and experimental studies for understanding adsorption of benzimidazole derivatives as corrosion inhibitors in 1.0 M HCl solution

The adsorption and corrosion inhibition performance of two benzimidazole derivatives, namely:2-(allylthio)-1H-benzo[d]imidazole (SHA) and bis((1H-benzo[d]imidazole-2-yl)thio)methane (BB1C) were studied as a corrosion inhibitors for mild steel (MS) in 1.0 M HCl solution using Weight Loss (WL) measurements, Potentiodynamic Polarization (PDP), Electrochemical Impedance Spectroscopy (EIS), Scanning Electron Microscopy(SEM) and Energy Dispersive X-ray (EDX) analysis. The kinetics of corrosion retardation were inspected by polarization studies, and the respective achievements declared that both compounds could retard corrosion reactions via cathodic/anodic (mixed) inhibition mechanism. The adsorption process on MS surface obeyed Langmuir isotherm. Adsorption and thermodynamic parameters were also evaluated. SEM/EDX analysis strongly supports the obtained results and confirms the existence of a barrier film on the metal surface. Our findings provide deeper insights into understanding the interaction mechanisms of SHA and BB1C with MS surface. Experimental outcomes support the outcomes obtained from DFT and Molecular dynamic (MD) simulation.

One-Pot Synthesis of 2-Benzyl/2-Allyl-Substituted Thiobenzoazoles Using Transition-Metal-Free Conditions in Water

A transition-metal-free protocol for the one-pot synthesis of 2-benzyl/2-allyl-substituted thiobenzoazoles in water was developed. The cyclization of 2-aminothiophenols, 2-aminophenols, and 1,2-phenylenediamines with tetramethylthiuram disulfide (TMTD) gave mercapto benzoheterocycles, and the subsequent C-S coupling with benzyl or allyl halides furnished the desired products in good to excellent yields. This method features transition-metal-free conditions with water as a solvent, an easy performance, mild reaction conditions, a wide substrate scope, and good to excellent yields, thus paving an efficient and useful way to establish a library of potentially active drug molecules.

An easy and fast ultrasonic selective S-alkylation of hetaryl thiols at room temperature

A series of 2-alkylthio derivatives of hetaryl thiols were synthesized by selective S-alkylation with alkyl halides (bromides and iodides) with ultrasonic irradiation at room temperature. The reaction was found to be generally applicable to hetaryl thiol derivatives with different substituents in the aromatic nucleus and various alkyl halides. The reaction gives high to excellent yields of products with high purity.