90016-93-6

Basic information

• Product Name: 2-AMINO-1-IODONAPHTHALENE
• Synonyms: 1-iodonaphthalen-2-aMine;2-AMINO-1-IODONAPHTHALENE
• CAS NO: 90016-93-6
• Molecular Formula: C₁₀H₈IN
• Molecular Weight: 269.08
• Mol File: 90016-93-6.mol

Chemical Properties

• Boiling Point: 364.6°C at 760 mmHg
• Flash Point: 174.3°C
• Appearance: /
• Density: 1.819g/cm³
• Vapor Pressure: 1.67E-05mmHg at 25°C
• Refractive Index: 1.766
• CAS DataBase Reference: 2-AMINO-1-IODONAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-1-IODONAPHTHALENE(90016-93-6)
• EPA Substance Registry System: 2-AMINO-1-IODONAPHTHALENE(90016-93-6)

Safety Data

• Hazardous Substances Data: 90016-93-6(Hazardous Substances Data)

Usage

General Description

2-AMINO-1-IODONAPHTHALENE, also known as 1-amino-2-iodonaphthalene, is a chemical compound with the molecular formula C10H7IN. It is a derivative of naphthalene and contains an amino group and an iodine atom attached to the naphthalene ring. 2-AMINO-1-IODONAPHTHALENE is primarily used as a precursor in organic synthesis, particularly in the formation of various functionalized naphthalene derivatives. It is also utilized in the production of dyes, pharmaceuticals, and other organic compounds. Additionally, 2-AMINO-1-IODONAPHTHALENE has been investigated for its potential application in organic light-emitting diodes (OLEDs) and other optoelectronic devices. However, it is important to handle this compound with care, as it is considered hazardous due to its toxicity and potential environmental impact.

InChI:InChI=1/C10H8IN/c11-10-8-4-2-1-3-7(8)5-6-9(10)12/h1-6H,12H2

Upstream product

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Downstream Products

• 90016-95-8 2-(p-tolyl)naphtho[2,1-d]thiazole 
• 90016-94-7 2-phenylnaphtho[2,1-d]thiazole 
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• 38829-78-6 2-phenyl-3H-benzo(e)indole 
• 63077-00-9 12,13-dihydro-7H-dibenzo[a,g]carbazole 
• 128942-81-4 ethyl 3-[(2-iodophenyl)amino]but-2-enoate 
• 1449218-56-7 2-[N-(1-iodo-2-naphthyl)-N-methylaminomethyl]benzaldehyde 
• 1454880-68-2 1-(2,5-bimethylphenyl)naphthalen-2-amine 
• 17931-26-9 naphtho[2,1-d]thiazole-2(3H)-thione 
• 29601-75-0 1-phenyl-2-aminonaphthalene 

Relevant articles and documents

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Under catalyst-free and additive-free conditions, a novel, convenient, eco-friendly method for the synthesis of benzothiazolethiones has been developed. The three-component reaction of o-iodoanilines and K2S with DMSO proceeded smoothly and the corresponding benzothiazolethiones were obtained with good isolated yields. Meanwhile, this method could be used for the synthesis of thioureas from primary diamines. Furthermore, mechanism research showed that DMSO not only functioned as a carbon source, but also as a mild oxidant in this reaction.

A High-Throughput Assay for Arylamine Halogenation Based on a Peroxidase-Mediated Quinone-Amine Coupling with Applications in the Screening of Enzymatic Halogenations

Arylhalides are important building blocks in many fine chemicals, pharmaceuticals and agrochemicals, and there has been increasing interest in the development of more "green" halogenation methods based on enzyme catalysis. However, the screening and development of new enzymes for biohalogenation has been hampered by a lack of high-throughput screening methods. Described herein is the development of a colorimetric assay for detecting both chemical and enzymatic arylamine halogenation reactions in an aqueous environment. The assay is based on the unique UV/Vis spectrum created by the formation of an ortho-benzoquinone-amine adduct, which is produced by the peroxidase-catalysed benzoquinone generation, followed by Michael addition of either a halogenated or non-halogenated arylamine. This assay is sensitive, rapid and amenable to high-throughput screening platforms. We have also shown this assay to be easily coupled to a flavin-dependent halogenase, which currently lacks any convenient colorimetric assay, in a "one-pot" workflow.

Reaction of 2-naphthylamine with sodium iodate/sodium sulfite: Synthesis of 2-amino-1-iodonaphthalene

The reaction of 2-naphthylamine with NaIO3/Na2SO 3/HCl yields exclusively 2-amino-1-iodonaphthalene and not regioisomer 2-amino-3-iodonaphthalene as was previously reported. The assigned structure is supported by spectroscopic data. Taylor & Francis Group, LLC.

Coarctate versus pericyclic reactivity in naphthalene-fused azo-ene-ynes: Synthesis of benzocinnolines and benzoisoindazoles

The cyclization reactions of naphthalene-fused azo-ene-yne compounds are explored both computationally and experimentally. Calculations reveal that naphtho-fusion to an azo- ene-yne scaffold does not significantly alter the transition state energies compared to the benzene-based systems; however, fusing the naphthalene in an angular fashion leads to lower energy intermediates due to the creation of arenes possessing greater aromaticity. Experimentally, the cyclization of the angular systems yields not only the expected monomeric benzocinnolines and benzoisoindazoles, but also several dimeric structures, including one that readily isomerizes in the presence of light and/or trace acid. Copyright

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A mixture of potassium chlorate and potassium iodide was found to be a good iodinating agent for various aromatic amines and phenols with excellent yields in the presence of mineral acid in aqueous medium. Copyright Taylor & Francis Group, LLC.

A convenient procedure for the iodination of arenes

Two different procedures for the iodination of various arenes using potassium bromate and potassium iodide in the presence of hydrochloric acid are presented. Iodination of benzene, naphthalene and deactivated arenes were carried out in aqueous acetic acid medium and good yields of iodoarenes were obtained. Activated arenes, such as anisole, substituted phenols and anilines underwent excellent conversion to their iodinated products in an aqueous methanol medium.