22588-73-4

Usage

InChI:InChI=1/C18H30/c1-3-5-7-9-11-17-13-15-18(16-14-17)12-10-8-6-4-2/h13-16H,3-12H2,1-2H3

Upstream product

• 111-25-1 1-bromo-hexane 
• 106-37-6 1.4-dibromobenzene 
• 106-46-7 para-dichlorobenzene 
• 3761-92-0 n-hexylmagnesium bromide 
• 1077-16-3 hexylbenzene 
• 1255709-14-8 trans-1,4-dihexylcyclohexa-2,5-diene-1,4-dicarboxylic acid 
• 142-61-0 Hexanoyl chloride 
• 165727-34-4 1,4-di(1'-hydroxyhexyl)-benzene 
• 623-27-8 terephthalaldehyde, 
• 110-53-2 1-Bromopentane 
• 693-02-7 hex-1-yne 
• 624-38-4 para-diiodobenzene 
• 165727-37-7 1-(4-Hexanoyl-phenyl)-hexan-1-one 
• 165727-40-2 1,4-Bis-((E)-hex-1-enyl)-benzene 

Downstream Products

• 94306-71-5 1,4-Dihexyl-cyclohexan 
• 162715-91-5 1,4-dihexyl-2,5-diiodobenzene 
• 850497-51-7 1,4-dihexyl-2-iodo-5-(phenylethynyl)benzene 
• 850497-41-5 1-ethynyl-2,5-dihexyl-4-(phenylethynyl)benzene 
• 850497-52-8 [2-(2,5-dihexyl-4-(phenylethynyl)phenyl)ethynyl](trimethyl)silane 
• 194015-15-1 [2-(2,5-dihexyl-4-iodophenyl)ethynyl](trimethyl)silane 
• 167319-26-8 1-ethynyl-2,5-dihexyl-4-iodobenzene 
• 380428-40-0 diethyl 2,5-dihexylbenzylphosphonate 
• 380428-41-1 (E)-1-(2,5-diheyxlphenyl)-2-(2,5-dimethoxyphenyl)ethene 
• 380428-43-3 (E)-2[2-(2,5-dihexylphenyl)ethenyl]hydroquinone 
• 380428-39-7 2-bromomethyl-1,4-dihexylbenzene 
• 33104-71-1 2,5-Di-n-hexylacetophenon 
• 68640-10-8 p-dihexylbenzene sodium sulphonate 
• 117635-21-9 1,4-dibromo-2,5-di-n-hexylbenzene 

Relevant academic research and scientific papers

Ferrocene metallopolymers of intrinsic microporosity (MPIMs)

We show here that non-network metallopolymers can possess intrinsic microporosity stemming from contortion introduced by metallocene building blocks. Metallopolymers constructed from ferrocenyl building blocks linked by phenyldiacetylene bridges are synth

Fundamentally Different Distance Dependences of Electron-Transfer Rates for Low and High Driving Forces

The distance dependences of electron-transfer rates (kET) in three homologous series of donor-bridge-acceptor compounds with reaction free energies (ΔGET0) of ca. -1.2, -1.6, and -2.0 eV for thermal charge recombination after initial photoinduced charge separation were studied by transient absorption spectroscopy. In the series with low driving force, the distance dependence is normal and kET decreases upon donor-acceptor distance (rDA) elongation. In the two series with higher driving forces, kET increases with increasing distance over a certain range. This counterintuitive behavior can be explained by a weakly distance-dependent electronic donor-acceptor coupling (HDA) in combination with an increasing reorganization energy (λ). Our study shows that highly exergonic electron transfers can have distance dependences that differ drastically from those of the more commonly investigated weakly exergonic reactions.

Electron Accumulation on Naphthalene Diimide Photosensitized by [Ru(2,2′-Bipyridine)3]2+

In a molecular triad comprised of a central naphthalene diimide (NDI) unit flanked by two [Ru(bpy)3]2+ (bpy = 2,2′-bipyridine) sensitizers, NDI2- is formed after irradiation with visible light in deaerated CH3CN

Intermolecular On-Surface σ-Bond Metathesis

Silylation and desilylation are important functional group manipulations in solution-phase organic chemistry that are heavily used to protect/deprotect different functionalities. Herein, we disclose the first examples of the σ-bond metathesis of silylated alkynes with aromatic carboxylic acids on the Ag(111) and Au(111) surfaces to give the corresponding terminal alkynes and silyl esters, which is supported by density functional theory calculations and further confirmed by X-ray photoelectron spectroscopy analysis. Such a protecting group strategy applied to on-surface chemistry allows self-assembly structures to be generated from molecules that are inherently unstable in solution and in the solid state. This is shown by the successful formation of self-assembled hexaethynylbenzene at Ag(111). Furthermore, it is also shown that on the Au(111) surface this σ-bond metathesis can be combined with Glaser coupling to fabricate covalent polymers via a cascade process.

On-surface reductive coupling of aldehydes on Au(111)

On-surface synthesis of a polyphenylene vinylene oligomer via reductive coupling of a terephthalaldehyde derivative on Au(111) is reported. Scanning tunneling microscopy and photoelectron spectroscopy experiments confirmed oxygen dissociation and its deso

Glaser coupling at metal surfaces

On-surface synthesis is a promising approach for constructing covalently bound nanostructures. However, the number of reliable chemical reactions suitable for on-surface chemistry is very limited. Arylalkynes can be coupled at various surfaces in a novel

Synthesis and solid-state investigations of oligo-phenylene-ethynylene structures with halide end-groups

In the field of material science functionalization of substrate surfaces (e.g. metal, graphite) with organic molecules is of increasing interest. Desirable targets are molecules with functional groups providing for two-dimensional assembly and three-dimen

Selective synthesis of 1,4-dialkylbenzenes from terephthalic acid

Terephthalic acid reacts with alkyl halides under Birch conditions to substituted 1,4-cyclohexadienes in high yields and good stereoselectivities. Electrophiles containing ester or nitrile groups undergo a surprising fragmentation under the reaction conditions. Subsequent treatment with chlorosulfonic acid proceeds by an interesting tandem decarbonylationldecarboxylation, affording 1,4-dialkylbenzenes in excellent regioselectivity. Thus our new method is superior to classical Friedel-Crafts alkylations.

Highly fluorinated benzobisbenzothiophenes

(Figure Presented) Expedient, facile syntheses of highly fluorinated benzobisbenzothiophenes (BBBT) are reported. Defined peripheral arrangements of sulfur and fluorine atoms lead to extensive crystalline networks of edge-to-edge S-F close contacts. The e

Macrocyclic cyclophanes with two and three α,ω-dichalcogena-1, 4-diethynylaryl units: Syntheses and structural properties

(Chemical Equation Presented) By means of four- and six-component cyclization reaction various cyclophanes were synthesized. The components were the di(lithium) salts of 1,4-di(ethynyl)benzene (11), 4,4′-di(ethynyl) biphenyl (13), 1,4-di(ethynyl)-2,5-di(n-hexyl)benzene (18), and 1,4-di(ethynyl)-2,5-di(n-propyl)benzene (19). These building blocks were reacted with α,ω-dithiocyanato-n-alkanes and α,ω- diselenocyanato-n-alkanes with n = 3-6. In the case of 10 also 1,1′-di(2-thiocyanatoethyl)cyclohexane (24) was reacted to afford a cyclophane comprising three subunits of 11. From most of the resulting macrocyclic cyclophanes (4(n) (n = 3, 5), 5, 6, 7(n), 8(n) (n = 3-6), 9(n) (n = 3, 5), and 10), we were able to grow single crystals. The X-ray analysis of 4(3), 7(3), 8(3), 8(4), 6, 7(5), and 8(5) revealed close contacts between the chalcogen atoms. These chalcogen-chalcogen interactions impose a ribbon-shape arrangement of molecules in 4(3) and a mutual crossing of two perdendicular planes built of 8(4) molecules. For 4(3) we found a close contact (3.28 A) between the π planes of two neighboring C6H4 rings of different molecules, whereas in 8(4) such a close contact (3.74 A) was due to an intermolecular interaction. Tubular stacking of the macrocyclic rings was found for 7(5) and 8(5) caused by a ladder-type intermolecular chalcogen-chalcogen interaction.