20027-95-6

Basic information

• Product Name: 1,5-DIBROMO-2,6-DIMETHYL-NAPHTHALENE
• Synonyms: 1,5-DIBROMO-2,6-DIMETHYL-NAPHTHALENE
• CAS NO: 20027-95-6
• Molecular Formula: C₁₂H₁₀Br₂
• Molecular Weight: 314.02
• Mol File: 20027-95-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 160-161 °C
• Boiling Point: 359.5±37.0 °C(Predicted)
• Appearance: /
• Density: 1.666±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1,5-DIBROMO-2,6-DIMETHYL-NAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DIBROMO-2,6-DIMETHYL-NAPHTHALENE(20027-95-6)
• EPA Substance Registry System: 1,5-DIBROMO-2,6-DIMETHYL-NAPHTHALENE(20027-95-6)

Safety Data

• Hazardous Substances Data: 20027-95-6(Hazardous Substances Data)

Usage

General Description

1,5-Dibromo-2,6-dimethyl-naphthalene is a chemical compound with the molecular formula C12H10Br2. It is a naphthalene derivative that contains two bromine atoms and two methyl groups. 1,5-DIBROMO-2,6-DIMETHYL-NAPHTHALENE is primarily used as an intermediate in the synthesis of various organic compounds and as a building block for the creation of more complex molecules. It is also used in research and development as a reagent in organic chemistry. 1,5-Dibromo-2,6-dimethyl-naphthalene is considered to be a hazardous chemical and should be handled with care, as exposure to it can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1S/C12H10Br2/c1-7-3-5-10-9(11(7)13)6-4-8(2)12(10)14/h3-6H,1-2H3

Upstream product

• 581-42-0 2.6-dimethylnaphthalene 
• 75-15-0 carbon disulfide 
• 7726-95-6 bromine 

Downstream Products

• 85477-63-0 1,5-dibromo-2,6-bis(bromomethyl)naphthalene 
• 29041-32-5 <2.2> (2,6)naphthalenophane (achiral) 
• 1228673-47-9 C₂₄H₁₈Br₂ 
• 1228673-48-0 C₂₄H₁₄Br₂O₄ 
• 1380099-45-5 C₄₀H₁₆F₁₂O₂ 
• 1357448-16-8 N,N'-bis (4-(trifluoromethyl)phenethyl)-1,2,5,6-naphthalenetetracarboxyl diimide 
• 1357448-17-9 N,N'-bis(perfluorophenethyl)-1,2,5,6-naphthalenetetracarboxyl diimide 
• 1357448-15-7 N,N'-bis-(4-(trifluoromethyl)phenyl)naphthalene-1,2,5,6-bis(dicarboxamide) 
• 59950-04-8 dimethyl 1,5-dibromonaphthalene-2,6-dicarboxylate 

Relevant articles and documents

Naphtho[1,2-c;5,6-c]difuran, a stable isobenzofuran derivative

The title compound, an interesting analog of isobenzofuran, was prepared in nine steps from 2,6-dimethylnaphthalene in an overall yield of 12%. Copyright (C) 1996 Elsevier Sciences Ltd.

Conformational studies by dynamic NMR. 42. Detection of meso and racemic conformers resulting from a chirality created by the restricted torsion of hindered carbonyls

Aromatic derivatives containing two equivalent, sterically hindered, carbonyl groups can exist either as meso or as racemic (d, l) conformers, owing to the noncoplanarity of the Ar and RC = O moieties which creates two centers of chirality.Molecular Mechanics calculations (MM-2) carried out on 2,6-dimethyl-1,5-di(2-methyl)propanoylnaphthalene (1) suggest that the meso form is only 0.5 kcal*mol-1 (1 kcal = 4.184 J) more stable than the racemic conformer.Solid-state nmr spectra on a bulk sample are not in contrast with the result of the X-ray analysis on a single crystal that the meso conformer is the only species which is present in the solid.On the other hand low-temperature nmr spectra showed that both meso and racemic conformers are present in solution (e.g., 57percent and 43percent in CD2Cl2 at -85deg), the corresponding interconversion barrier (as determined by line shape computer simulation) being 10.7 kcal * mol-1.

On-surface synthesis of super-heptazethrene

Zethrenes are model diradicaloids with potential applications in spintronics and optoelectronics. Despite a rich chemistry in solution, on-surface synthesis of zethrenes has never been demonstrated. We report the on-surface synthesis of super-heptazethrene on Au(111). Scanning tunneling spectroscopy investigations reveal that super-heptazethrene exhibits an exceedingly low HOMO-LUMO gap of 230 meV and, in contrast to its open-shell singlet ground state in the solution phase and in the solid-state, likely adopts a closed-shell ground state on Au(111). This journal is

1,2,5,6-naphthalenediimide based donor-acceptor copolymers designed from isomer chemistry for organic semiconducting materials

Two new donor-acceptor (D-A) copolymers based on 1,2,5,6- naphthalenediimides (iso-NDI) and thiophene units, iso-P(NDI2OD-T2) and iso-P(NDI2OD-TT), were designed from isomer chemistry and compared with the reported isomeric copolymers P(NDI2OD-T2) and P(NDI2DT-TT) to investigate the influence of isomeric structure on their optoelectronic properties. DFT calculations reveal that iso-P(NDI2OD-T2) and iso-P(NDI2OD-TT) have higher HOMO and LUMO energies and better backbone planarity relative to their isomeric polymers. Iso-P(NDI2OD-T2) and iso-P(NDI2OD-TT) were synthesized by the Stille coupling polymerization and characterized by elemental analysis, 1H NMR, GPC, UV-vis absorption, cyclic voltammetry, TGA, DSC, and organic thin film transistors (OTFTs). It was found that iso-P(NDI2OD-T2) and iso-P(NDI2OD-TT) had higher LUMO energies and broader band gaps than their isomeric ones and showed hole-dominated charge transport behavior, which is quite different from the electron-dominated charge transport feature of P(NDI2OD-T2) and P(NDI2DT-TT). In spite of the amorphous-like thin-film features, iso-P(NDI2OD-T2) exhibited high hole mobility of up to 0.3 cm2 V -1 s-1, and iso-P(NDI2OD-TT) showed ambipolar property with hole and electron mobility of up to 0.02 and 4 × 10-3 cm2 V-1 s-1, respectively.

Nonplanar Ladder-Type Polycyclic Conjugated Molecules: Structures and Solid-State Properties

Using an efficient intramolecular carbon-carbon cross-coupling reaction, a series of new ladder-type conjugated molecules have been prepared successfully in high yields. Such a pyran-fused polycylic structure possesses an extended π-conjugated backbone with flexible conformation, which gives these molecules interesting properties, including high solubility in common organic solvents, excellent thin film-forming abilities, blue fluorescent emission with good quantum yields, and aggregate formation in a binary solvent. The self-assembly behaviors of these molecules as well as various nanostructures can be finely tailored by varying the substituted group on the molecular periphery. The powder and single-crystal X-ray diffraction analyses revealed that the synergetic effect of π-π stacking and van der Waals interactions play a key role in controlling the morphologies of these aggregates. More importantly, self-assembled molecules exhibit good fluorescent performance, due to their twist backbone conformation. (Figure Presented).