27715-44-2

Basic information

• Product Name: 1,5-Diiodonaphthalene
• Synonyms: 1,5-Diiodonaphthalene
• CAS NO: 27715-44-2
• Molecular Formula: C₁₀H₆I₂
• Molecular Weight: 379.96358
• Mol File: 27715-44-2.mol
• Article Data: 16

Chemical Properties

• Melting Point: 147 °C
• Boiling Point: 384.2±15.0 °C(Predicted)
• Appearance: /
• Density: 2.265±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,5-Diiodonaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Diiodonaphthalene(27715-44-2)
• EPA Substance Registry System: 1,5-Diiodonaphthalene(27715-44-2)

Safety Data

• Hazardous Substances Data: 27715-44-2(Hazardous Substances Data)

Usage

General Description

1,5-Diiodonaphthalene is a chemical compound with the molecular formula C10H6I2. It is a pale yellow solid that is primarily used in organic synthesis as a building block for the preparation of various other organic compounds. 1,5-Diiodonaphthalene is known for its ability to undergo substitution reactions with a variety of nucleophiles, which makes it a valuable tool for the introduction of iodine-containing functional groups into organic molecules. It is also used in the preparation of certain pharmaceuticals and agrochemicals. The compound has a characteristic odor and is considered to be a hazardous material, so appropriate precautions should be taken when handling it.

Upstream product

• 2243-62-1 1,5-naphthalenediamine 
• 7351-74-8 1,5-dibromonaphthalene 
• 1928-01-4 naphthalene-1,5-disulphonyl chloride 
• 605-71-0 1,5-dinitronaphthalene 

Downstream Products

• 17580-24-4 1,5-bis(phenylethynyl)naphthalene 
• 599187-71-0 1,5-bis[(3,5-bis-trimethylsilylethynylphenyl)ethynyl]naphthalene 
• 599187-73-2 1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene 
• 91059-42-6 5-Iod-naphthoesaeure-1 
• 1416785-73-3 1,5-bis[4-(1,2,2-triphenylvinyl)phenyl]naphthalene 
• 1422760-99-3 1,5-di(2-azidophenyl)naphthalene 
• 1422761-01-0 1,8-di(4-butylphenyl)carbazolo[4,3-c]carbazole 
• 1444820-03-4 1,5-bis((diphenylphosphino)ethynyl)naphthalene 

Relevant articles and documents

Chains, layers, channels, and more: Supramolecular chemistry of potent diphosphonic tectons with tuned flexibility. the generation of pseudopolymorphs, polymorphs, and adducts

Naphthalene-1,5-diphosphonic acid [C10H6(PO 3H2)2, H4NDP(1,5), 1] and its more flexible counterpart, naphthalene-1,5-bis(methylphosphonic) acid [C 10H6(CH2PO3H2) 2, H4NDP(1C,5C), 2], have been synthesized, characterized, and used as building blocks in supramolecular assemblies with 4-(N,N-dimethylamino)pyridine (DMAP) and morpholine. The two acids generate two distinct solvatomorphs each, with and without dimethyl sulfoxide (DMSO) molecules. The two adducts of H4NDP(1,5) with DMAP (3A and 3B) reveal conformational polymorphism caused by the rotation of phosphonic groups. The two adducts of H4NDP(1C,5C) show unexpected structural diversity, generating a symmetric hydrogen bond and creating a layered structure, 4A, or a channel structure, 4B. The adducts of both acids with morpholine (5A and 5B) allow for observing the influence of the conformational flexibility of the acids on the dimensionality of a final hydrogen bond network, which is in general higher for H4NDP(1C,5C). The structural motifs and trends are analyzed in terms of the geometric criteria of these interactions. For the first time, Hirshfeld surface analysis has also been applied for the investigation of supramolecular interactions of phosphonic acids in different protonation states.

Net-Clipping: An Approach to Deduce the Topology of Metal-Organic Frameworks Built with Zigzag Ligands

Herein we propose a new approach for deducing the topology of metal-organic frameworks (MOFs) assembled from organic ligands of low symmetry, which we call net-clipping. It is based on the construction of nets by rational deconstruction of edge-transitive

Modular Approach to the Synthesis of Two-Dimensional Angular Fused Acenes

Herein, we present a modular approach to pristine angularly fused planar acenes. The approach includes the Pd-catalyzed fusion of several building blocks and implements a dehydrative ?-extension (DPEX) reaction as a key step enabling facile access to diverse two-dimensional acenes. The scope was demonstrated on nine examples with up to quantitative yield.

Self-assembled supramolecular clusters based on phosphines and coinage metals: Tetrahedra, helicates, and mesocates

An array of coordination-driven supramolecular metal-ligand clusters has been synthesized using polytopic phosphine ligands and coinage metals (Cu +, Ag+, Au+). Rigid 3-fold or 2-fold symmetric phosphine ligands have been prepared: 1,3,5-tris((4-(diphenylphosphino)ethynyl) phenyl)benzene) (tppepb, L1), 1,4-bis((diphenylphosphino)ethynyl) benzene (1,4-dppeb, L2), 1,3-bis((diphenylphosphino)ethynyl)benzene (1,3-dppeb, L3), 2,6-bis((diphenylphosphino)ethynyl)pyridine (2,6-dppep, L4), and 1,5-bis((diphenylphosphino)ethynyl)naphthalene (1,5-dppen, L5). Self-assembly of these ligands with coinage metals produces four different types of metal-ligand clusters, or in some cases coordination polymers, depending on number and relative geometry of the phosphine donor atoms. Supramolecular tetrahedral clusters of the formula M 4(L1)4I4 (M = Cu+, Ag+, Au+) were obtained with the tppepb ligand, encapsulating solvent molecules (either CH2Cl2 or DMF) as guests within the central cavity of the clusters. The ligands 1,3-dppeb (L 3) and 2,6-dppep (L4) give achiral, triple-stranded, dinuclear mesocates with the formula M2(L)3I2 (M = Cu+ or Au+). In contrast, the ligand 1,4-dppeb (L2) generates a triple-stranded, dinuclear helicate with Cu +, but a coordination polymer with Au+ (both with the empirical formula M2(L2)3I2). Finally, coordination polymers were obtained from 1,5-dppen (L5) with Cu+. The clusters have been fully characterized by single crystal X-ray crystallography, high-resolution mass spectrometry, 1H NMR, and 31P NMR.