6861-64-9

Basic information

• Product Name: 5-IODO-1,2-DIHYDROACENAPHTHYLENE
• Synonyms: 5-IODO-1,2-DIHYDROACENAPHTHYLENE;5-IODOACENAPHTHENE
• CAS NO: 6861-64-9
• Molecular Formula: C₁₂H₉I
• Molecular Weight: 280.1
• Mol File: 6861-64-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 64.3°C
• Boiling Point: 211.35°C (rough estimate)
• Flash Point: 162.7°C
• Appearance: /
• Density: 1.6696 (rough estimate)
• Vapor Pressure: 5.18E-05mmHg at 25°C
• Refractive Index: 1.7600 (estimate)
• CAS DataBase Reference: 5-IODO-1,2-DIHYDROACENAPHTHYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-IODO-1,2-DIHYDROACENAPHTHYLENE(6861-64-9)
• EPA Substance Registry System: 5-IODO-1,2-DIHYDROACENAPHTHYLENE(6861-64-9)

Safety Data

• Hazardous Substances Data: 6861-64-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H9I/c13-11-7-6-9-5-4-8-2-1-3-10(11)12(8)9/h1-3,6-7H,4-5H2

Upstream product

• 83-32-9 acenaphthene 
• 2051-98-1 5-bromoacenaphthene 
• 64-17-5 ethanol 
• 7553-56-2 iodine 
• 67-56-1 methanol 
• 60989-58-4 5-(trimethylsilyl)acenaphthene 
• 80287-49-6 4,5-bis(trimethylsilyl)-4,5-dihydroacenaphthene 

Downstream Products

• 56252-14-3 5-phenylacenaphthene 
• 80464-89-7 acenaphthen-5-yl-p-tolyl sulfone 

Relevant articles and documents

Synthesis and study of antiproliferative, antitopoisomerase II, DNA-intercalating and DNA-damaging activities of arylnaphthalimides

A series of arylnaphthalimides were designed and synthesized to overcome the dose-limiting cytotoxicity of N-acetylated metabolites arising from amonafide, the prototypical antitumour naphthalimide whose biomedical properties have been related to its ability to intercalate the DNA and poison the enzyme Topoisomerase II. Thus, these arylnaphthalimides were first evaluated for their antiproliferative activity against two tumour cell lines and for their antitopoisomerase II in vitro activities, together with their ability to intercalate the DNA in vitro and also through docking modelization. Then, the well-known DNA damage response in Saccharomyces cerevisiae was employed to critically evaluate whether these novel compounds can damage the DNA in vivo. By performing all these assays we conclude that the 5-arylsubstituted naphthalimides not only keep but also improve amonafide's biological activities.

Synthesis of New Functional Acenaphthylene Derivatives. 2. Regioselective Electrophilic Substitution of Silylated Acenaphthenes and Acenaphthylenes

New silylated derivatives have been synthesized in the acenaphthylene series by appropriate silylation reactions, followed by oxidation in the case of 3a. 1a and 3a as well as 1-(trimethylsilyl)-and 1,2-and 1,5-bis(trimethylsilyl)acenaphthylenes (2a, 4a, and 5a, respectively) have been used as regioselective precursors of 5-functional acenaphthenes and 1-monofunctional and 1,2-and 1,5-bifunctional acenaphthylenes by electrophilic substitution of the trimethylsilyl group(s).Mono- and bisulfonations succeeded in all cases as well as the acylation or iodination of monosilyl derivatives and 1,2-diodination of 4a.Thus, various novel functional acenaphthenes and acenaphthylenes could be prepared by a convenient route.In contrast, attempts at diodination of 5a and diacylation of 4a and 5a were unsuccessful.