101471-08-3

Basic information

• Product Name: 6-Azido-1-phenyl-1-cyclohexene
• Synonyms: 6-Azido-1-phenyl-1-cyclohexene
• CAS NO: 101471-08-3
• Molecular Weight: 199.255
• Mol File: 101471-08-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 6-Azido-1-phenyl-1-cyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Azido-1-phenyl-1-cyclohexene(101471-08-3)
• EPA Substance Registry System: 6-Azido-1-phenyl-1-cyclohexene(101471-08-3)

Safety Data

• Hazardous Substances Data: 101471-08-3(Hazardous Substances Data)

Upstream product

• 771-98-2 1-Phenylcyclohexene 
• 116316-18-8 Phenylselenenyl azide 
• 100-58-3 phenylmagnesium bromide 
• 507237-57-2 6-bromo-2,3,4,5-tetrahydro-1,1'-biphenyl 
• 32363-86-3 2-phenylcyclohex-2-enol 
• 40940-63-4 1-phenyl-2-bromo-1-hydroxycyclohexane 
• 563-63-3 silver(I) acetate 
• 40940-64-5 (±)-6-bromo-1-phenylcyclohex-1-ene 

Relevant articles and documents

Structure of the IN3 Adduct of 1-Phenylcyclohexene. Its Chemistry and CH Coupling as a Diagnostic Tool

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Nucleophilic Attack on Iodonium Ion Intermediate. "Real" Regiochemistry of the Iodo Azide Adduct of 1-Phenylcyclohexene and of Its Dehydrohalogenation Product

The regiochemistry of the anti iodo azide adduct (IAA) of 1-phenylcyclohexene (1), originally reported as 3, was reexamined and proposed to be the reversed one 4 on the basis of its dehydrohalogenation to an unsaturated compound, which was supposed to be the azido olefin 8.Structural data on the anti iodo isocyanate adduct of 1 (5) prompted us to further verify the regiochemistry of the IAA.Comparison of NMR data (1H and 13C) of the IAA with corresponding ones of analogous compounds of proved structures and the absence of any coupling in the 15N NMR of the IAA led us to reverse further the regiochemistry of the IAA to the original one 3.The dehydrohalogenation product of the IAA was proven to be different from 8 and was unequivocally shown to be the isomeric azido olefin 14.The formation of 14 from 3 (IAA) was rationalized through the initial formation of the azido olefin 16, followed by a sigmatropic rearrangement to the more stable isomeric 14.

Enantioselective Copper Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

The copper(I) catalyzed alkyne-azide cycloaddition (CuAAC), a click reaction, is one of the most powerful catalytic reactions developed during the last two decades. Conducting CuAAC enantioselectively would add a third dimension to this reaction and would

Efficient synthesis and in vitro antitubercular activity of 1,2,3-triazoles as inhibitors of Mycobacterium tuberculosis

Efficient and rapid synthesis of 1,2,3-triazole derivatives has been achieved via Huisgen's 1,3-dipolar cycloaddition between alkyl/arylazides and diethyl/dimethyl acetylenedicarboxylate in excellent yields under solvent-free conditions. The environmentally friendly solvent-free protocol overcomes the limitations associated with the prevailing time-consuming solution phase protocols and affords the triazoles just in 1-3 min. In vitro antitubercular activity of these triazoles was screened against Mycobacterium tuberculosis H37Rv strain. Four of the compounds showed MIC in the range of 1.56-3.13 μg/mL proving their potential activity.