128619-83-0

Basic information

• Product Name: 5-bromo-2-n-butylthiophene
• Synonyms: 2-bromo-5-n-butylthiophene;5-bromo-2-n-butylthiophene;2-Bromo-5-butylthiophene
• CAS NO: 128619-83-0
• Molecular Formula: C₈H₁₁BrS
• Molecular Weight: 219
• Mol File: 128619-83-0.mol

Chemical Properties

• Boiling Point: 237.1±20.0 °C(Predicted)
• Appearance: /
• Density: 1.361±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 5-bromo-2-n-butylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-2-n-butylthiophene(128619-83-0)
• EPA Substance Registry System: 5-bromo-2-n-butylthiophene(128619-83-0)

Safety Data

• Hazardous Substances Data: 128619-83-0(Hazardous Substances Data)

Upstream product

• 1455-20-5 2-butylthiophene 

Downstream Products

• 1042318-42-2 2-n-butyl-5-(4-methoxyphenyl)thiophene 

Relevant articles and documents

Synthesis of end-blocked thienyl oligomers incorporating benzo[c]thiophene

A straightforward synthesis of end-capped bithienyl, quaterthienyl and sexithienyl systems incorporating benzo[c]thiophene units is presented.

Large area liquid crystal monodomain field-effect transistors

Butyl, hexyl, and decyl derivatives of the liquid-crystalline organic semiconductor 5,5″-bis(5-alkyl-2-thienylethynyl)-2,2′:5′, 2″-terthiophene were synthesized and studied with respect to their structural, optical, and electrical properties. By means of an optimized thermal annealing scheme the hexyl and decyl compounds could be processed into self-assembled monodomain films of up to 150 mm in diameter. These were investigated with X-ray diffractometry, which revealed a clearly single-crystalline monoclinic morphology with lamellae parallel to the substrate. Within the lamellae the molecules were found to arrange with a tilt of about 50° with the rubbing direction of the polyimide alignment layer. The resulting, close side-to-side packing was confirmed by measurements of the UV/vis absorption, which showed a dichroic ratio of 19 and indicated H-aggregation. AFM analyses revealed self-affinity in the surface roughness of the monodomain. The compounds showed bipolar charge transport in TOF measurements, with hole mobilities reaching up to 0.02 cm2/Vs and maximum electron mobilities around 0.002 cm2/Vs. The hexyl derivative was processed into large-area monodomain top-gate field-effect transistors, which were stable for months and showed anisotropic hole mobilities of up to 0.02 cm2/Vs. Compared to multidomain bottom-gate transistors the monodomain formation allowed for a mobility increase by 1 order of magnitude.

Controllable morphology and self-assembly of one-dimensional luminescent crystals based on alkyl-fluoro-substituted dithienophenazines

A class of dithienophenazine derivatives, 9,10-difluoro-2,5-dialkyldithieno[3,2-a:2′,3′-c]phenazine (F-n, n = 4, 5, 6, 7 and 8), modified with various lengths of linear alkyl chains were synthesized and used as building blocks to assemble luminescent one-dimensional (1D) nano/microcrystals. It was demonstrated that the side-chain length can dramatically influence the self-assembled morphologies of the 1D nano/micromaterials. The self-assembly behaviors of F-n have been studied based on the methods of crystallization in the solution phase and solvent evaporation on a substrate. For F-4, F-6 and F-7 molecules, well-defined 1D twisted microstructures (including ribbons, fibers and bundles) were obtained. F-5 molecules can self-assemble into nearly criss-cross (orthogonal) network patterns interconnected by 1D wires. F-8 molecules with longer alkyl chains predominantly formed flattened wires. Single crystal X-ray structure studies of F-n (n = 4, 5 and 8) demonstrated that alkyl chains with different lengths result in distinctly different intermolecular interactions and molecular packing modes, which provides a reasonable explanation for the alkyl chain length-dependent assembly morphologies and emission of F-n-based nano/micromaterials. It has been demonstrated that anisotropic noncovalent interactions and mirror-symmetrical crystallization dominated the 1D assembly behaviors of this class of molecules.

NOVEL PORPHYRAZINE DERIVATIVE AND INTERMEDIATE THEREOF, METHOD FOR PRODUCTION OF NOVEL PORPHYRAZINE DERIVATIVE AND INTERMEDIATE THEREOF, AND USE OF PORPHYRAZINE DERIVATIVE

A porphyrazine derivative in which porphyrazine forms a condensed ring with thiophene and a skeleton of the thiophene has a functional group such as an alkyl group at position 2 has a high solubility in an organic solvent and exhibits a high crystallinity. Therefore, the porphyrazine derivative is suitably used in crystalline thin-film formation using a solution process. This provides a novel porphyrazine derivative and an intermediate thereof, which porphyrazine derivative has a high solubility in an organic solvent and is excellent in molecular orientation, a method for production of the porphyrazine derivative and the intermediate, and use of the porphyrazine derivative and the intermediate.

Synthesis and properties of butyl-capped dehydrothieno[14]annulenes and their conversion into terthiophenes

(Chemical Equation Presented) A series of butyl end-capped dehydrothieno[14]annulenes (DTAs) has been prepared. These compounds were further transformed into electronrich terthiophenes (3TPs) by reaction with sodium sulfide. The DTA and 3TP macrocycles we

Nematic 2,5-disubstituted thiophenes

A large number of new liquid crystals incorporating the 2,5-disubstituted thiophene ring have been prepared and their mesomorphic behaviour studied in order to systematically investigate the correlation between the molecular structure and mesomorphism of thiophene derivatives with different shapes, polarisability and polarity. As a consequence of these investigations we have prepared a new class of liquid crystals incorporating a 2,5-disubstituted thiophene ring and a conjugated trans-carbon-carbon double bond in the terminal chain. These novel thiophene derivatives are the first liquid crystals incorporating a 2,5-disubstituted thiophene ring to exhibit a nematic phase at room temperature. This enables the flexoelectric coefficients of a bent-shaped molecule to be measured directly and at room temperature for the first time to the authors' knowledge. Many of these new thiophenes exhibit a high birefringence and a high nematic clearing point and are of potential use as components of nematic mixtures in LCDs.

Nematic thiophenes for STN-LCDS and flexoelectric LCDS

We report anew class of liquid crystals incorporating a 2,5-disubstituted thiophene ring and one or two conjugated trans-carbon-carbon double bonds in the terminal chain for use as components of nematic mixtures for TN-LCDs and STN-LCDs. The combination of these molecular elements contribute towards generating a high birefringence, a high nematic clearing point as well as a low viscosity for these materials. Several of these compounds exhibit a melting point below room temperature. This is the first time a room temperature nematic phase has been reported for phenyl thiophene derivatives. The new thiophene compounds can be used to induce a high birefringence in nematic mixtures for LCDs with short response times.

CHROMANES AND THEIR PHARMACEUTICAL COMPOSITIONS AND METHODS

Racemic Compounds of the formula I and their enantiomer and salts thereof are described. The compounds of formula I exhibit activity as inhibitors of 5-lipoxygenase and inhibit lipid peroxidation. They are, therefore, useful in the treatment of diseases caused or aggravated by excess oxidative metabolism of arachidonic acid via the 5-lipoxygenase pathway and in the treatment of inflammation, arthritis, allergies, asthma and psoriasis. The compounds of formula I can also be used to prevent peroxidation of lipids and thus protect lipid membranes from oxidative stress