676267-06-4

Basic information

• Product Name: 1-Amino-2-iodonaphthalene
• Synonyms: 1-Amino-2-iodonaphthalene;2-iodonaphthalen-1-aMine
• CAS NO: 676267-06-4
• Molecular Formula: C10H8IN
• Molecular Weight: 269.08169
• Mol File: 676267-06-4.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Amino-2-iodonaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Amino-2-iodonaphthalene(676267-06-4)
• EPA Substance Registry System: 1-Amino-2-iodonaphthalene(676267-06-4)

Safety Data

• Hazardous Substances Data: 676267-06-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-Amino-2-iodonaphthalene is used as a versatile intermediate for the synthesis of various organic compounds due to its ability to participate in a range of chemical reactions, including substitution, addition, and oxidation.
Used in Pharmaceutical Research:
1-Amino-2-iodonaphthalene is used as a key building block in the development of pharmaceutical compounds, leveraging its unique structure and reactivity to create complex molecules with potential therapeutic applications.
Used in Chemical Reactions:
1-Amino-2-iodonaphthalene is used as a reactant in various chemical processes, taking advantage of its capacity for substitution, addition, and oxidation to form new compounds with desired properties.
Used in Material Science:
1-Amino-2-iodonaphthalene may be utilized in the development of new materials, given its potential to form complex organic molecules that could have applications in material science.

Upstream product

• 7501-00-0 2-iodo-1-nitronaphthalene 
• 134-32-7 1-amino-naphthalene 

Downstream Products

• 33555-17-8 2-phenyl-1H-benzo[g]indole 
• 1449218-57-8 2-[N-(2-iodo-1-naphthyl)-N-methylaminomethyl]benzaldehyde 
• 860593-01-7 4-hydroxy-3-phenylbenzo[h]quinolin-2(1H)-one 
• 1131397-85-7 2-(2-phenylethynyl)-1-naphthalenamine 

Relevant articles and documents

Modular counter-Fischer?indole synthesis through radical-enolate coupling

A single-electron transfer mediated modular indole formation reaction from a 2-iodoaniline derivative and a ketone has been developed. This transition-metal-free reaction shows a broad substrate scope and unconventional regioselectivity trends. Moreover, important functional groups for further transformation are tolerated under the reaction conditions. Density functional theory studies reveal that the reaction proceeds by metal coordination, which converts a disfavored 5-endo-trig cyclization to an accessible 7-endo-trig process.

5, 10-dihydroindolo [3, 2-b] indole derivative and synthesis method and application thereof

The invention discloses a synthesis method of a 5, 10-dihydroindolo [3, 2-b] indole derivative, the method comprises the following steps: mixing a 2-((2-halogen phenyl) ethynyl)-N, N-dimethylaniline derivative (II), N, N-di-tert-butyl diazacycloketone (III), a palladium catalyst, a monophosphine ligand, alkali and a first organic solvent, and carrying out a diamidation reaction under the protection of inert gas to realize the synthesis of the 5, 10-dihydroindolo [3, 2-b] indole derivative(I). The method is easy to operate, mild in reaction condition and high in reaction yield, and the synthesized 5, 10-dihydroindolo [3, 2-b] indole derivative can be used for preparing an organic light-emitting device.

Remarkable switch in the regiochemistry of the iodination of anilines by N-iodosuccinimide: Synthesis of 1,2-dichloro-3,4-diiodobenzene

Direct iodination of anilines by NIS in polar solvents (such as DMSO) affords p-iodinated products with up to >99% regioselectivity. Switching to less polar solvents (such as benzene) in the presence of AcOH inverts this outcome toward dramatically increased or preferential generation of the o-isomers, also with up to >99% regioselectivity. This finding was exploited in the synthesis of 1,2-dichloro-3,4-diiodobenzene. Georg Thieme Verlag Stuttgart - New York.