871672-90-1

Basic information

• Product Name: 1-(3-phenylpropyl)-1H-benzo[d]imidazole
• Synonyms: 1-(3-phenylpropyl)-1H-benzo[d]imidazole
• CAS NO: 871672-90-1
• Molecular Weight: 236.316
• Mol File: 871672-90-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-(3-phenylpropyl)-1H-benzo[d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-phenylpropyl)-1H-benzo[d]imidazole(871672-90-1)
• EPA Substance Registry System: 1-(3-phenylpropyl)-1H-benzo[d]imidazole(871672-90-1)

Safety Data

• Hazardous Substances Data: 871672-90-1(Hazardous Substances Data)

Upstream product

• 122-97-4 3-Phenyl-1-propanol 
• 51-17-2 benzoimidazole 
• 4119-41-9 1-iodo-3-phenylpropan 
• 565442-00-4 1-cinnamyl-1H-benzo[d]imidazole 
• 27692-04-2 2-iodo-1H-benzo[d]imidazole 
• 1418363-64-0 2-iodo-1-trityl-1H-benzimidazole 

Downstream Products

• 1485287-15-7 1-(4-bromobenzyl)-3-(3-phenylpropyl)benzimidazolium bromide 
• 1485287-10-2 1-(4-chlorobenzyl)-3-(3-phenylpropyl)benzimidazolium chloride 
• 1485287-09-9 1-(4-nitrobenzyl)-3-(3-phenylpropyl)benzimidazolium chloride 
• 1485287-06-6 1-(4-methylbenzyl)-3-(3-phenylpropyl)benzimidazolium bromide 
• 1485286-99-4 1-benzyl-3-(3-phenylpropyl)benzimidazolium chloride 

Relevant articles and documents

One-Pot Deoxygenation and Substitution of Alcohols Mediated by Sulfuryl Fluoride

Sulfuryl fluoride is a valuable reagent for the one-pot activation and derivatization of aliphatic alcohols, but the highly reactive alkyl fluorosulfate intermediates limit both the types of reactions that can be accessed as well as the scope. Herein, we report the SO2F2-mediated alcohol substitution and deoxygenation method that relies on the conversion of fluorosulfates to alkyl halide intermediates. This strategy allows the expansion of SO2F2-mediated one-pot processes to include radical reactions, where the alkyl halides can also be exploited in the one-pot deoxygenation of primary alcohols under mild conditions (52-95% yield). This strategy can also enhance the scope of substitutions to nucleophiles that are previously incompatible with one-pot SO2F2-mediated alcohol activation and enables substitution of primary and secondary alcohols in 54-95% yield. Chiral secondary alcohols undergo a highly stereospecific (90-98% ee) double nucleophilic displacement with an overall retention of configuration.

Systematic Evaluation of 2-Arylazocarboxylates and 2-Arylazocarboxamides as Mitsunobu Reagents

2-Arylazocarboxylate and 2-arylazocarboxamide derivatives can serve as replacements of typical Mitsunobu reagents such as diethyl azodicarboxylate. A systematic investigation of the reactivity and physical properties of those azo compounds has revealed that they have an excellent ability as Mitsunobu reagents. These reagents show similar or superior reactivity as compared to the known azo reagents and are applicable to the broad scope of substrates. pKa and steric effects of substrates have been investigated, and the limitation of the Mitsunobu reaction can be overcome by choosing suitable reagents from the library of 2-arylazocarboxylate and 2-aryl azocarboxamide derivatives. Convenient recovery of azo reagents is available by one-pot iron-catalyzed aerobic oxidation, for example. SC-DSC analysis of representative 2-arylazocarboxylate and 2-arylazocarboxamide derivatives has shown high thermal stability, indicating that these azo reagents possess lower chemical hazard compared with typical azo reagents.

Access to aromatic ring-fused benzimidazoles using photochemical substitutions of the benzimidazol-2-yl radical

Photochemical five-, six-, and seven-membered cyclizations from 2-iodo-1-(ω-arylalkyl)-1H-benzimidazoles are described. This method of producing aromatic ring-fused benzimidazoles is significantly more efficient than literature radical protocols using chemical initiators, although 2-iodo-1-(ω-pyridin-2-ylalkyl)-1H-benzimidazoles preferentially undergo a nucleophilic ipso-substitution onto the benzimidazole-2-position. Georg Thieme Verlag Stuttgart - New York.