695178-89-3

Basic information

• Product Name: 3-azido-4-fluorobenzoic acid
• Synonyms: 3-azido-4-fluorobenzoic acid
• CAS NO: 695178-89-3
• Molecular Weight: 181.126
• Mol File: 695178-89-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-azido-4-fluorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-azido-4-fluorobenzoic acid(695178-89-3)
• EPA Substance Registry System: 3-azido-4-fluorobenzoic acid(695178-89-3)

Safety Data

• Hazardous Substances Data: 695178-89-3(Hazardous Substances Data)

Upstream product

• 2365-85-7 3-amino-4-fluorobenzoic acid 
• 456-22-4 4-Fluorobenzoic acid 
• 367-80-6 ethyl 4-fluoro-3-nitrobenzoate 
• 455-75-4 ethyl 3-amino-4-fluorobenzoate 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 934611-69-5 ethyl 3-azido-4-fluorobenzoate 

Downstream Products

• 934611-70-8 3-azido-4-fluorobenzoic acid 2,5-dioxopyrrolidin-1-yl ester 
• 934611-68-4 C₁₈H₂₅FN₆O₅S₂ 
• 934611-67-3 N-[3-(2-aminooxyacetylamino)-propyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide 
• 934611-66-2 N-[2-(2-aminooxyacetylamino)-ethyl]-N-tert-butoxycarbonyl-3-azido-4-fluorobenzamide 
• 934611-78-6 N-{2-[2-(2-aminooxy-acetylamino)-ethyldisulfanyl]-ethyl}-3-azido-4-fluoro-benzamide 
• 934611-77-5 N-[3-(2-aminooxy-acetylamino)-propyl]-3-azido-4-fluoro-benzamide 
• 934611-76-4 N-[2-(2-aminooxy-acetylamino)-ethyl]-3-azido-4-fluoro-benzamide 
• 934611-73-1 N-(2-aminoethyldisulfide-2'-ethyl)-3-azido-4-fluorobenzamide 
• 934611-72-0 N-(3-aminopropyl)-3-azido-4-fluorobenzamide 
• 934611-71-9 N-(2-aminoethyl)-3-azido-4-fluorobenzamide 

Relevant articles and documents

Aromatic triazole foldamers induced by C-H...X (X = F, Cl) intramolecular hydrogen bonding

Aryl-triazole oligomers based on isobutyl 4-fluorobenzoate and isobutyl 4-chlorobenzoate were designed and synthesized. Crystal structure and 1H-1H NOESY experiments demonstrate that the oligomers adopt stable helical conformation, which are induced by C5-H...X-C (X = F, Cl) intramolecular hydrogen bonding between triazole protons and halogen atoms. The stabilities of the folded conformations are confirmed by DFT calculations, which show that each C5-H...F-C planar interaction lowers the energy by ～3 kcal mol-1 on average, and by ～1 kcal mol-1 when C5-H...Cl-C bridges are formed. The hydrogen-bonding networks are disrupted in competitive hydrogen-bonding media such as DMSO, generating the unfolded oligomers.