36316-83-3

Basic information

• Product Name: 1,4-Diiodonaphthalene
• Synonyms: 1,4-Diiodonaphthalene
• CAS NO: 36316-83-3
• Molecular Formula: C₁₀H₆I₂
• Molecular Weight: 379.96358
• Mol File: 36316-83-3.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-Diiodonaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Diiodonaphthalene(36316-83-3)
• EPA Substance Registry System: 1,4-Diiodonaphthalene(36316-83-3)

Safety Data

• Hazardous Substances Data: 36316-83-3(Hazardous Substances Data)

Usage

Derivative of

Naphthalene

Primary use

Organic synthesis and chemical research

Physical state

Crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Common use

Reagent in the preparation of organometallic compounds and other organic chemicals

Application

Building block for the synthesis of pharmaceuticals and agrochemicals

Potential applications

Materials science, specifically in the development of organic semiconductors for electronic devices

Upstream product

• 134-32-7 1-amino-naphthalene 
• 91-20-3 naphthalene 
• 83-53-4 1,4-dibromonaphthalene 
• 90-14-2 1-Iodonaphthalene 
• 637340-74-0 naphthalene-1,4-disulfinic acid 
• 58258-66-5 1-iodo-4-nitronaphthalene 
• 776-34-1 1-amino-4-nitronaphthalene 

Downstream Products

• 1207956-93-1 1,4-bis((Z)-5-phenyl-5-((2,4,6-tri-tert-butylphenyl)phosphinylidene)penta-1,3-diynyl)naphthalene 
• 1032744-88-9 C₁₂₂H₁₇₂O₆ 
• 73888-66-1 1,4-bis(phenylglyoxaloyl)naphthalene 
• 285571-20-2 2,2'-(naphthalene-1,4-diyl)dibenzaldehyde 
• 73888-61-6 1,4-bis(phenylethynyl)naphthalene 
• 73888-65-0 1-phenylethynyl-4-iodonaphthalene 
• 80236-28-8 1,4-distyrylnaphthalene 

Relevant articles and documents

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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.

Synthesis, characterisation and optical spectroscopy of platinum(II) di-ynes and poly-ynes incorporating condensed aromatic spacers in the backbone

A series of protected and terminal dialkynes with extended π-conjugation through a condensed aromatic linker unit in the backbone, 1,4- bis(trimethylsilylethynyl)naphthalene, 2a, 1,4-bis(ethynyl)naphthalene, 2b, 9, 10-bis(trimethylsilyl-ethynyl)anthracene