7118-65-2

Basic information

• Product Name: 5-CHLORO-2-(4-METHYLPHENYL)-1H-BENZIMIDAZOLE
• Synonyms: 5-CHLORO-2-(4-METHYLPHENYL)-1H-BENZIMIDAZOLE;5-Chloro-2-(4-Methylphenyl)benziMidazole, 95%;5-Chloro-2-p-tolyl-1H-benzoimidazole;6-chloro-2-(4-methylphenyl)-1H-benzimidazole
• CAS NO: 7118-65-2
• Molecular Formula: C₁₄H₁₁ClN₂
• Molecular Weight: 242.708
• Mol File: 7118-65-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 432.4±47.0 °C(Predicted)
• Appearance: /
• Density: 1.286±0.06 g/cm3(Predicted)
• PKA: 9.82±0.10(Predicted)
• CAS DataBase Reference: 5-CHLORO-2-(4-METHYLPHENYL)-1H-BENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-2-(4-METHYLPHENYL)-1H-BENZIMIDAZOLE(7118-65-2)
• EPA Substance Registry System: 5-CHLORO-2-(4-METHYLPHENYL)-1H-BENZIMIDAZOLE(7118-65-2)

Safety Data

• Hazardous Substances Data: 7118-65-2(Hazardous Substances Data)

Upstream product

• 874-60-2 4-methyl-benzoyl chloride 
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• 104-87-0 4-methyl-benzaldehyde 
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• 622-97-9 1-ethenyl-4-methylbenzene 
• 589-18-4 4-Methylbenzyl alcohol 
• 25755-82-2 3-(4-methylphenyl)isoxazol-5(4H)-one 
• 107134-95-2 1-[Chlor(4-methylphenyl)methyl]pyridinium-chlorid 
• 6828-35-9 5-chloro-2-iodoaniline 

Relevant articles and documents

Benzimidazoles and benzothiazoles from styrenes and N-vinylimidazole via palladium catalysed oxidative C[dbnd]C and C[sbnd]N bond cleavage

Herein we report a first, palladium catalyzed, one-pot methodology for the synthesis of pharmacologically important benzimidazoles and benzothiazoles from readily available terminal aromatic olefins. The process involves sequential C[dbnd]C/C[sbnd]N bond cleavage followed by C[sbnd]N/C[sbnd]S bond formation.

Diphosphorus tetraiodide (P2I4): An efficient catalyst for synthesis of 2-Aryl-1,3-benzazoles via cyclocondensation of o-Amino/Mercaptan/Hydroxy anilines with aryl acids

An efficient and versatile approach for the synthesis of 2-substituted 1,3-benzazoles has been developed via diphosphorus tetraiodide (P2I4) catalyzed condensation reaction of ortho-substituted anilines (–NH2, –SH and –OH) with various aromatic acids to give benzimidazoles, benzothiazoles and benzoxazoles in excellent yields. Additionally, the synthetic approach reported herein has advantages such as mild reaction conditions, broad substrate scopes as well as simple one-pot operation, common for all the three 1,3-benzazoles, which makes this strategy highly attractive.

Tunable Triazole-Phosphine-Copper Catalysts for the Synthesis of 2-Aryl-1H-benzo[d]imidazoles from Benzyl Alcohols and Diamines by Acceptorless Dehydrogenation and Borrowing Hydrogen Reactions

Triazole-phosphine-copper complexes (TAP?Cu) have been synthesized and applied as tunable and efficient catalysts for the selective synthesis of fluoro-substituted 2-aryl-1H-benzo[d]imidazole and 1-benzyl-2-aryl-1H-benzo[d]imidazole derivatives from simple alcohols in only one step. TAP?Cu exhibited excellent and tunable catalytic activity for both dehydrogenation and borrowing hydrogen reactions with more than 80 examples being demonstrated for the first time. It was observed that the ligand played a critical role in catalyst activity. Mechanistic studies and deuterium labeling experiments indicated that the reactions proceeded by an initial and reversible alcohol dehydrogenation resulting in a copper hydride intermediate. This was also supported by the direct observation of a diagnostic copper hydride signal by solid-state infrared spectroscopy. The TAP?Cu-H complex showed absorptions at 912 cm?1 that could be assigned to copper?hydride stretches. Furthermore, the direct trapping of an intermediate bisimine was also successfully performed. (Figure presented.).