200713-92-4

Usage

Physical state

Solid

Solubility

Soluble in organic solvents

Uses

a. Precursor in organic synthesis
b. Production of pharmaceuticals and agrochemicals
c. Building block in the development of advanced materials
d. Manufacturing of specialty chemicals

Chemical structure

a. Derivative of benzene
b. Two bromine substituents
c. Two n-butyl groups

Modification

Useful in the modification of various organic compounds

Safety

Handle with care due to potential health and environmental risks if not properly managed

Upstream product

• 1571-86-4 1,4-dibutyl-benzene 
• 106-46-7 para-dichlorobenzene 

Downstream Products

• 380626-37-9 2,5-di-n-butyl-1,4-di(2'-thienyl)benzene 
• 200713-94-6 2,5-dibutylbenzene-1,4-dicarbaldehyde 
• 1373042-28-4 dibenzyl 3,3'-(2,5-dibutylbenzene-1,4-diyl)bis(2,4,8,15-tetraoxa-12-azadispiro[5.2.5.2]hexadecane-12-carboxylate) 
• 1373042-30-8 3,3'-(2,5-dibutylbenzene-1,4-diyl)dipropanoic acid 
• 1373042-37-5 4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane] 
• 294674-99-0 1,4-Diethynyl-2,5-di-n-butylbenzene 

Relevant academic research and scientific papers

Dynamic covalent assembly of tribenzotriquinacenes into molecular cubes

Molecular cubes constructed from catechol-functionalized tribenzotriquinacenes and 1,4-phenylene diboronic acids were synthesized in a one-pot procedure by crosslinking 20 individual components through a dynamic covalent approach. Structural identity of t

Gas Adsorption in R2-MOF-5 Difunctionalized with Alkyl Groups

Zinc terephthalate metal?organic framework (MOF) MOF-5 and some of its dialkylated derivatives (R2-MOF-5; R=Me, Et, Pr, Bu) were obtained from a solvothermal synthesis using 2,5-dialkyl-1,4-benzenedicarboxylic acids with zinc nitrite. The effect of the solvent on the solvothermal synthesis of R2-MOF-5 was investigated. For R=H and Me, interpenetrating or non-interpenetrating MOFs obtained depending on the choice of reaction solvent, while for R=Et, Pr, and Bu, no such solvent effect was observed, and only jungle-gym-type MOFs were generated. All compounds were fully characterized using powder X-ray diffraction analysis (PXRD), Fourier-transform infrared (FT-IR) spectroscopy, and thermogravimetric analysis (TGA). After activation, all these compounds exhibit significant porosity, as confirmed by N2-, H2-, and CO2-sorption experiments. The N2-adsorption capacity of these compounds depends on the size of the attached alkyl groups, while the H2-uptake values tend to increase for the alkyl-functionalized MOFs relative to the unfunctionalized parent MOFs and exhibit a maximum value for Pr2-MOF-5.

Isoreticular Crystallization of Highly Porous Cubic Covalent Organic Cage Compounds**

Modular frameworks featuring well-defined pore structures in microscale domains establish tailor-made porous materials. For open molecular solids however, maintaining long-range order after desolvation is inherently challenging, since packing is usually governed by only a few supramolecular interactions. Here we report on two series of nanocubes obtained by co-condensation of two different hexahydroxy tribenzotriquinacenes (TBTQs) and benzene-1,4-diboronic acids (BDBAs) with varying linear alkyl chains in 2,5-position. n-Butyl groups at the apical position of the TBTQ vertices yielded soluble model compounds, which were analyzed by mass spectrometry and NMR spectroscopy. In contrast, methyl-substituted cages spontaneously crystallized as isostructural and highly porous solids with BET surface areas and pore volumes of up to 3426 m2 g?1 and 1.84 cm3 g?1. Single crystal X-ray diffraction and sorption measurements revealed an intricate cubic arrangement of alternating micro- and mesopores in the range of 0.97–2.2 nm that are fine-tuned by the alkyl substituents at the BDBA linker.

Polymer compound and light emitting element using same

A polymer compound is provided having constitutional units of formula (1) and formula (2), and a constitutional unit of formula (3) and/or (4′): wherein Ar1 to Ar4, Ar20, Ar30′ and Ar40 represent aryl

Molecular rods based on oligo-spiro-thioketals

We report on an extension of the previously established concept of oligospiroketal (OSK) rods by replacing a part or all ketal moieties by thioketals leading to oligospirothioketal (OSTK) rods. In this way, some crucial problems arising from the reversible formation of ketals are circumvented. Furthermore, the stability of the rods toward hydrolysis is considerably improved. To successfully implement this concept, we first developed a number of new oligothiol building blocks and improved the synthetic accessibility of known oligothiols, respectively. Another advantage of thioacetals is that terephthalaldehyde (TAA) sleeves, which are too flexible in the case of acetals can be used in OSTK rods. The viability of the OSTK approach was demonstrated by the successful preparation of some OSTK rods with a length of some nanometers.

METAL COMPLEX AND LIGHT EMITTING ELEMENT PREPARED USING THE SAME

PROBLEM TO BE SOLVED: To provide a metal complex useful for the production of a light emitting element having excellent external quantum yields. SOLUTION: The metal complex is represented by the formula (1), where n1 represents 1, 2 or 3, A1-G1-A2 represents an anionic bidentate ligand, R5-R9 represent an aryl group or the like, and a ring A represents an aromatic heterocycle. COPYRIGHT: (C)2015,JPOandINPIT

Building blocks for oligospiroketal (OSK) rods and evaluation of their influence on rod rigidity

We report on the synthesis of three new sleeves and their incorporation in OSK rods. The structures of these sleeves are based on neo-inositol, terephthalaldehyde diacetals, and indacene. To quantify the influence of the sleeves on rod rigidity, we applied the worm-like chain (WLC) model on the new rods and found that this approach is rather disappointing. As the chief cause of this result, we assume that the rigidity of typical molecular rods largely exceeds the rigidity of polymers, which were successfully described by the WLC model. Alternatively, we suggest quantifying the rigidity of molecular rods by fitting an empirical function on the end-to-end distance distribution curve obtained by MD simulations. After checking various function types, the Levy-Martin function proved to be most suitable for this purpose. On the basis of this function, we defined the Levy-Martin parameter and suggest using this parameter for the characterization of the rigidity of molecular rods.

The preparations and some properties of mixed aryl-thienyl oligomers and polymers

The syntheses by transition metal coupling reactions of a large number of oligomers constructed from benzene and thiophene rings are described. The first use of arylcadmium chlorides for such coupling reactions is reported. The routes chosen allow for rational variation in the modes of linkage, the substitution and the proportions of the two units. The benzene and thiophene rings are always joined in a known order and may bear a wide variety of regularly spaced functional groups. Additionally the shape of the oligomers may be varied at will. In all cases p-type doping with iodine or ferric chloride leads to large enhancements in conductivity.