4771-06-6

Basic information

• Product Name: 1H-Indole, 3-nitro-2-phenyl-
• Synonyms: 3-nitro-2-phenylindole;3-Nitro-2-phenyl-indol;3-nitro-2-phenyl-1H-indole
• CAS NO: 4771-06-6
• Molecular Formula: C14H10N2O2
• Molecular Weight: 238.246
• Mol File: 4771-06-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 238-240 °C(Solv: ethanol (64-17-5))
• Boiling Point: 453.9±25.0 °C(Predicted)
• Density: 1.330±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1H-Indole, 3-nitro-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-nitro-2-phenyl-(4771-06-6)
• EPA Substance Registry System: 1H-Indole, 3-nitro-2-phenyl-(4771-06-6)

Safety Data

• Hazardous Substances Data: 4771-06-6(Hazardous Substances Data)

Usage

Nitro-substituted derivative

Indole The compound is derived from indole, a heterocyclic aromatic compound, by substituting a nitro group in the 3-position and a phenyl group in the 2-position.

Heterocyclic aromatic compound

Indole This refers to the structure of the compound, which is a closed ring of atoms with at least one atom being different (heteroatom) and having conjugated pi-electron systems.

Commonly found in natural products and pharmaceuticals

Indole This indicates that the parent compound, indole, is a prevalent structure in various natural and synthetic products, including some pharmaceuticals.

Potentially useful in medicinal chemistry

1H-Indole, 3-nitro-2-phenylThe presence of a nitro group and a phenyl group in the compound's structure may make it valuable in the development of new drugs and therapies.

Potentially useful in organic synthesis

1H-Indole, 3-nitro-2-phenylThe compound can be used as a building block or intermediate in the synthesis of more complex organic molecules.

Exhibits interesting pharmacological properties

1H-Indole, 3-nitro-2-phenylThe compound may have unique biological effects, making it a potential candidate for further research and development in the field of pharmacology.

Possible health and environmental hazards

1H-Indole, 3-nitro-2-phenylDue to the presence of a nitro group, this chemical may pose risks to human health and the environment if not handled or disposed of properly.

Upstream product

• 4676-99-7 2-phenyl-indol-3-one oxime 
• 948-65-2 2-phenyl-indole 
• 4677-04-7 3-(phenyldiazenyl)-2-phenyl-1H-indole 
• 591-50-4 iodobenzene 
• 116325-19-0 3-nitro-1-(phenylsulfonyl)-1H-indole 
• 62-53-3 aniline 
• 614-21-1 2-nitroacetophenone 
• 1416879-03-2 (Z)-2-bromo-N-(2-nitro-1-phenylvinyl)aniline 
• 10364-94-0 1-benzoylimidazole 
• 98-88-4 benzoyl chloride 
• 73025-54-4 (Z)-1-Anilino-2-nitro-1-phenylethylene 
• 64-19-7 acetic acid 
• 7697-37-2 nitric acid 
• 784-45-2 3-nitroso-2-phenyl indole 

Downstream Products

• 78395-72-9 1-ethyl-2-phenyl-3-nitroindole 
• 579-93-1 2-(Benzoylamino)benzoic Acid 
• 78395-71-8 1-methyl-2-phenyl-3-nitro-1H-indole 
• 85936-43-2 N-Nitroso-3-nitro-2-phenylindole 
• 4993-86-6 2-phenyl-3,6-dinitroindole 
• 33738-86-2 N-(2-phenyl-1H-indol-3-yl)acetamide 
• 519166-83-7 N-(2-phenyl-1H-indol-3-yl)benzamide 
• 153449-80-0 1-phenyl-N-(2-phenyl-1H-indol-3-yl)methanimine 
• 78395-73-0 1-methyl-2-phenyl-3,6-dinitroindole 
• 936243-94-6 N,N'-bis-Boc-N''-(2-phenyl-1H-indol-3-yl)guanidine 
• 23041-45-4 3-amino-2-phenylindole 
• 214977-19-2 Acetic acid 2-(3-nitro-2-phenyl-indol-1-ylmethoxy)-ethyl ester 

Relevant articles and documents

Synthesis of 3-nitroindoles by sequential paired electrolysis

3-Nitroindoles are synthetically versatile intermediates but current methods for the preparation hinder their widespread application. Herein, we report that nitroenamines undergo electrochemical cyclisation to 3-nitroindoles in the presence of potassium iodide. Detailed control experiments and cyclic voltammogram studies infer the reaction proceedsviaa sequential paired electrolysis process, beginning with anodic oxidation of iodide (I?) to the iodine radical (I˙), which facilitates cyclisation of the nitroenamine to give a 3-nitroindolinyl radical. Cathodic reduction and protonation generates a 3-nitroindoline that upon oxidation forms the 3-nitroindole.

Ionic Liquid Promoted Diazenylation of N-Heterocyclic Compounds with Aryltriazenes under Mild Conditions

An efficient, mild, and metal-free approach to direct diazenylation of N-heterocyclic compounds with aryltriazenes using Br?nsted ionic liquid as a promoter has been developed for the first time. Many N-heterocyclic azo compounds were synthesized in good to excellent yields at room temperature under an open atmosphere. Notably, the promoter 1,3-bis(4-sulfobutyl)-1H-imidazol-3-ium hydrogen sulfate could be conveniently recycled and reused with the same efficacies for at least four cycles.

Metal-free nitrative cyclization of N-aryl imines with tert-butyl nitrite: Dehydrogenative access to 3-nitroindoles

We describe here a new metal-free route for the synthesis of 3-nitroindoles by the nitrative cyclization of N-aryl imines with tert-butyl nitrite. The radical transformation allows the assembly of the indole framework through oxidative cleavage of multi C-H bonds, a nitration, cyclization and isomerization cascade.