168209-86-7

Basic information

• Product Name: 1-(BENZYLOXY)-2-PHENYL-1H-1,3-BENZIMIDAZOLE
• Synonyms: 1-(BENZYLOXY)-2-PHENYL-1H-1,3-BENZIMIDAZOLE;1-(benzyloxy)-2-phenyl-1H-1,3-benzodiazole
• CAS NO: 168209-86-7
• Molecular Formula: C₂₀H₁₆N₂O
• Molecular Weight: 300.35
• Mol File: 168209-86-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(BENZYLOXY)-2-PHENYL-1H-1,3-BENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(BENZYLOXY)-2-PHENYL-1H-1,3-BENZIMIDAZOLE(168209-86-7)
• EPA Substance Registry System: 1-(BENZYLOXY)-2-PHENYL-1H-1,3-BENZIMIDAZOLE(168209-86-7)

Safety Data

• Hazardous Substances Data: 168209-86-7(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 5496-07-1 N-hydroxy-2-phenylbenzimidazole 
• 936910-18-8 phosphoric acid diethyl ester 2-phenylbenzimidazol-1-yl ester 
• 94463-98-6 2-phenyl-1-[(phenylcarbonyl)oxy]-1H-benzimidazole 
• 936910-19-9 phosphoric acid diphenyl ester 2-phenylbenzimidazol-1-yl ester 
• 936910-20-2 diphenylphosphinic acid 2-phenylbenzimidazol-1-yl ester 

Relevant articles and documents

Synthesis and application of N-hydroxylamine derivatives as potential replacements for HOBt

Several heterocycles containing N-hydroxylamine were prepared and tested as coupling additives to replace the use of N-hydroxybenzolriazole (HOBt.) derivatives. On the basis of our results on coupling yield and racemization-suppressing properties, we propose N-hydroxyindolin-2-one and 6- cfiloro-N-hydroxy-2-phenylbenzimidazole as suitable substitutes for HOBt. Wiley-VCH Verlag GmbH & Co. KGaA.

N-[(diphenoxyphosphoryl)oxy]-2-phenyl-1H-benzimidazole as a versatile reagent for synthesis O-alkylhydroxamic acids

(Chemical Equation Presented) Highly efficient reagent, N-[(diphenoxyphosphoryl)oxy]-2-phenyl-1H-benzimidazole was synthesized and its applicability was demonstrated for the synthesis of O-alkyl hydroxamic acids. The efficiency of the reagent was evaluate

Organophosphorus esters of 1-hydroxy-2-phenylbenzimidazole: Synthesis and utilization as novel peptide coupling reagents

Highly efficient coupling reagents - phosphoric acid diethyl ester 2-phenylbenzimidazol-1-yl ester, diphenylphosphinic acid 2-phenylbenzimidazol-1- yl ester and phosphoric acid diphenyl ester 2-phenylbenzimidazol-1-yl ester - were designed, synthesized and successfully applied in peptide coupling reactions. Their efficiency was evaluated through the synthesis of a range of amides and peptides, and the extent of racemization was studied by HPLC and found to be negligible. The mechanism of action is probably similar to those found for organophoshorus esters of hydroxybenzotriazole: a presumption supported by the isolation and characterization by mass spectrometry and 1H NMR of some of the proposed intermediates. Georg Thieme Verlag Stuttgart.

Design, synthesis and utilization of a novel coupling reagent for the preparation of O-alkyl hydroxamic acids

An efficient novel reagent, phosphoric acid diethyl ester 2-phenyl-benzimidazol-1-yl ester, was designed, and synthesized and its applicability was demonstrated for the preparation of O-alkyl hydroxamic acids. The O-alkyl hydroxamic acids of N-protected a

Synthesis of 1-Alkoxy-2-Alkyl-Benzimidazoles from 2-Nitroanilines via Tandem N-Alkylation-Cyclization-O-Alkylation

Substituted 2-nitroanilines react with benzylic, allyl and alkyl halides to give 2-aryl-1-benzyloxy-, 1-allyloxy-2-vinyl- and 1-alkoxy-2-alkyl-benzimidazoles, in a one-pot cascade process involving 1-alkylation-cyclization-O-alkylation. 2-Aryl-1-benzyloxy- and 1-allyloxy-2-vinyl- derivatives are obtained in high yields (79-98percent), while with simple alkyl halides, yields of the benzimidazoles are substrate dependent.An X-ray crystal structure of 2,4-dimethyl-1-ethoxybenzimidazole is presented.