3878-18-0

Basic information

• Product Name: 1H-Benzimidazole,2-(2-thienyl)-(9CI)
• Synonyms: 1H-Benzimidazole,2-(2-thienyl)-(9CI);1H-BenziMidazole, 2-(2-thienyl)-BenziMidazole, 2-(2-thienyl)- (6CI,7CI,8CI);2-(thiophen-2-yl)-1H-benzo[d]iMidazole;2-(2-Thienyl)-1H-benzimidazole;2-(Thiophen-2-yl)benzimidazole;2-(2-Thienyl)-1H-benzimidazole 95%;2-Thiophen-2-yl-1H-benzoimidazole
• CAS NO: 3878-18-0
• Molecular Formula: C₁₁H₈N₂S
• Molecular Weight: 200.25962
• Product Categories: BENZIMIDAZOLE
• Mol File: 3878-18-0.mol
• Article Data: 145

Chemical Properties

• Melting Point: 230℃
• Boiling Point: 412.2±37.0 °C(Predicted)
• Appearance: Yellow to brown/Solid
• Density: 1.336±0.06 g/cm3(Predicted)
• PKA: 11.11±0.10(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole,2-(2-thienyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2-(2-thienyl)-(9CI)(3878-18-0)
• EPA Substance Registry System: 1H-Benzimidazole,2-(2-thienyl)-(9CI)(3878-18-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 3878-18-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 58, p. 7016, 1993 DOI: 10.1021/jo00077a019

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 2910-81-8 3-(2'-thienyl)acrylophenone 
• 39511-11-0 (E)-1-phenyl-3-(thiophen-2-yl)-2-propen-1-one 
• 54610-47-8 ethyl thiophene-2-carboximidate 
• 59918-71-7 N-phenyl-thiophene-2-carboximidic acid amide; hydriodide 
• 59918-81-9 N-phenyl-thiophene-2-carboximidic acid amide; hydrochloride 
• 51774-59-5 N-(ethoxycarbonyl)thiophene-2-thiocarboxamide 
• 54610-52-5 ethyl thiophene-2-carboximidate hydrochloride 
• 54679-69-5 2-thiopheneselenocarboxamide 
• 3437-95-4 2-Iodothiophene 
• 201230-82-2 carbon monoxide 
• 88-15-3 2-Acetylthiophene 
• 155929-08-1 N,N'-bis-(thiophene-2-carbonyl)-o-phenylenediamine 

Downstream Products

• 1031224-13-1 C₃₁H₃₆N₄O₅S₃ 
• 1031224-15-3 C₃₂H₃₈N₄O₅S₃ 
• 1031224-17-5 C₃₃H₄₀N₄O₅S₃ 
• 1447946-66-8 4,5-diphenylbenzo[4,5]imidazo[1,2-a]thieno[2,3-c]pyridine 
• 1031224-25-5 C₃₁H₃₈N₄O₃S₃ 
• 1031224-27-7 C₃₂H₄₀N₄O₃S₃ 
• 1031224-29-9 C₃₃H₄₂N₄O₃S₃ 
• 1174040-02-8 5-phenylbenzo[4,5]imidazo[1,2-a]thieno[2,3-c]pyridine 

Relevant articles and documents

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Experimental and theoretical studies of imidazole based chemosensor for Palladium and their biological applications

An imidazole derivative (probe L1) bearing a thiophene group was developed as an ON-OFF fluorescent chemosensor for palladium ions. The UV–vis absorption and fluorescence spectral behavior of probe L1 towards various cations were investigated in HEPES buffer aqueous solution. The absorbance intensity of probe L1 considerably enhanced whereas the fluorescence emission intensity was quenched in the presence of Pd2+ ions, while the presence of other metal ions had no notable interference. The stoichiometry of the complex was determined using Job's plot and a plausible recognition mechanism of probe L1 and Pd2+ is proposed. Density Functional Theory (DFT) calculations were used to study the electronic properties and to optimize the structure on the selectivity of Pd2+ ions and are correlated with the experimental results. The intracellular Pd2+ ion detection in living cells was performed using probe L1 on brine shrimp nauplii (Artemia salina) up to 20 μg/mL.

FT-IR, dispersive Raman, NMR, DFT and antimicrobial activity studies on 2-(Thiophen-2-yl)-1H-benzo[d]imidazole

2-(Thiophen-2-yl)-1H-benzo[d]imidazole (TBI) was synthesized under microwave conditions and was characterized by FT-IR, dispersive Raman, 1H-, 13C-, DEPT-, HETCOR-NMR spectroscopies and density functional theory (DFT) computations. The FT-IR and dispersive Raman spectra of TBI were recorded in the regions 4000-400 cm1 and 4000-100 cm 1. The experimental vibrational spectra were interpreted with the help of normal coordinate analysis based on DFT/B3LYP/6-311++G(d, p) theory level for the more stable tautomeric form (Tautomer 1). The complete vibrational assignments were performed on the basis of the potential energy distribution (PED) of the vibrational modes, calculated with scaled quantum mechanical (SQM) method. A satisfactory consistency between the experimental and theoretical findings was obtained. The frontier molecular orbitals (FMOs), atomic charges and NMR shifts of the two stable tautomeric forms were also obtained at the same theory level without any symmetry restrictions. In addition, the title compound was screened for its antimicrobial activity and was found to be exhibit antifungal and antibacterial effects.

Non-metal-mediated: N -oxyl radical (TEMPO)-induced acceptorless dehydrogenation of N-heterocycles via electrocatalysis

The development of protocols for direct catalytic acceptorless dehydrogenation of N-heterocycles with metal-free catalysts holds the key to difficulties in green and sustainable chemistry. Herein, an N-oxyl radical (TEMPO) acting as an oxidant in combination with electrochemistry is used as a synthesis system under neutral conditions to produce N-heterocycles such as benzimidazole and quinazolinone. The key feature of this protocol is the utilization of the TEMPO system as an inexpensive and easy to handle radical surrogate that can effectively promote the dehydrogenation reaction. Mechanistic studies also suggest that oxidative TEMPOs redox catalytic cycle participates in the dehydrogenation of 2,3-dihydro heteroarenes. This journal is

Oxidative coupling of primary amines to imines catalyzed by CoCl2·6H2O

A high-performance, readily available and eco-friendly cobalt catalyst has been suggested for the first time for the additive-free oxidative coupling of primary amines to imines. Different substituted benzylamine and heteroaryl methanamine compounds could be transformed into their corresponding imines in good to excellent yields over this catalyst. Meanwhile, it has been demonstrated that this catalyst can also afford the oxidative coupling of various benzylamines with o-phenylenediamine to produce benzimidazole derivatives in medium to good yields.