1455-20-5

Usage

Uses

Used in Pharmaceutical Industry:
2-N-Butylthiophene is used as a Glutathione S-transferase inducer for its potential role in enhancing the body's detoxification processes. Glutathione S-transferases are enzymes that help neutralize harmful substances and protect cells from damage.
Used in Cancer Research:
2-N-Butylthiophene is used as an inhibitor of DMH-induced aberrant crypt formation, which is a biomarker for colorectal cancer. By inhibiting this process, it may contribute to the prevention or reduction of colorectal cancer risk.
Used in Anticancer Applications:
2-N-Butylthiophene inhibits tumorigenesis in vivo, making it a potential candidate for the development of anticancer drugs. Its ability to suppress the formation of tumors could lead to new treatments for various types of cancer.
Used as a Chemical Intermediate:
2-N-Butylthiophene serves as a primary and secondary intermediate in the synthesis of various chemicals and materials. Its unique structure allows it to be a valuable building block for creating more complex molecules with specific properties and applications.

InChI:InChI=1/C8H12S/c1-2-3-5-8-6-4-7-9-8/h4,6-7H,2-3,5H2,1H3

Upstream product

• 188290-36-0 thiophene 
• 109-65-9 1-bromo-butane 
• 106-99-0 buta-1,3-diene 
• 3437-95-4 2-Iodothiophene 
• 5333-83-5 2-butyrylthiophene 
• 59594-93-3 4-(thiophen-2-yl)butan-2-one 
• 1003-09-4 2-bromothiophene 
• 693-03-8 n-butyl magnesium bromide 
• 3141-27-3 2,5-dibromothiophen 
• 111-65-9 octane 
• 138767-12-1 α-Propylthiophenmethanol 
• 542-69-8 1-iodo-butane 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 110-52-1 1,4-dibromo-butane 

Downstream Products

• 98954-25-7 5-n-butylthiophene-2-carbaldehyde 
• 128619-83-0 2-bromo-5-n-butyl-thiophene 
• 63068-74-6 5-n-butylthiophene-2-carboxylic acid 
• 1042318-42-2 2-n-butyl-5-(4-methoxyphenyl)thiophene 
• 64964-19-8 5-Butyl-2-thiophencarbonsaeurechlorid 
• 33566-59-5 methyl 4-oxo-dodecanoate 
• 132215-49-7 5-Butyl-thiophene-2-carboxylic acid 4-carboxy-phenyl ester 
• 143-08-8 nonyl alcohol 
• 337980-73-1 5-(5-butylthiophen-2-yl)-3-(4-octylphenyl)-isoxazole 
• 1044231-43-7 2-butyl-5-(2-fluorophenyl)thiophene 
• 1005758-97-3 2-n-butyl-5-phenylthiophene 
• 1044231-41-5 2-butyl-5-(4-tert-butylphenyl)thiophene 
• 1044231-44-8 2-butyl-5-(o-tolyl)thiophene 

Relevant academic research and scientific papers

Thiophene-containing thiolato dimers, oxygen inserted Cu(II) complex, crystal structures, molecular docking and theoretical studies

Reactions of n-butyl- and n-octyl-thiophene with CS2 at 0?°C resulted in thiolate dimers 1 and 2, respectively. The reaction of 1 with Cu(NO3)2·3H2O in methanol under ambient reaction conditions yielded monomeric [CuII{(n-C4H9(C4H2S)CS2O}2] (3). 1 and 3 were authenticated by their single-crystal X-ray crystal structures. Crystal structure of 3 revealed cleavage of the S-S bond of 1 followed by insertion of O-atom, forming a new five-membered Cu–O–S–C–S metallacycle. 1, 2, and 3 were further investigated for their bioactivity through molecular docking with nine different proteins having medicinal implications. Molecular docking of 1, 2 and 3 revealed considerable interaction with different proteins viz. cancer protein Tankyrase 2, influenza viral protein Polymerase subunit PAC–PB1N complex (H5N1), Polymerase subunit PA endonuclease (H1N1), Polymerase subunit PAn Apo(avian influenza), and FTSZ (Bacillus subtilis). Comparatively, 1 has promising application in therapeutics as compared to 2 and 3 based on its inhibitory constant and binding energy. Density functional theory calculations were performed to better understand the bonding of complex using MO diagram in 1–3. Moreover, TDDFT calculations were performed to facilitate the assignment of electronic transitions of UV–Vis spectra.

Ligand assessment for the suzuki-miyaura cross coupling reaction of aryl and heteroaryl bromides with n-butylboronic acid. The advantages of buchwald's s-phos

An investigation of biarylphosphine ligands for the Suzuki-Miyaura cross coupling reaction of aryl and heteroaryl bromides with n-butylboronic acid is presented. The results obtained on ligand modification and aryl as well as heteroaryl bromides variation represent a significant improvement in the state of the art of alkylboronic acid cross coupling methodology.

CATALYST COMPOSITION INCLUDING NOVEL TRANSITION METAL COMPOUND

The present invention relates to a catalyst composition including a transition metal compound represented by the following Formula 1; and one or more of a compound represented by the following Formula 2, a compound represented by the following Formula 3 and a compound represented by the following Formula 4. The catalyst composition according to the present invention has excellent copolymerization properties, and can be usefully used as a catalyst for a polymerization reaction for preparing an olefin-based polymer having a high molecular weight.

Palladium-catalyzed regioselective allylation of five-membered heteroarenes with allyltributylstannane

Palladium-catalyzed allylation reactions of 2-(chloromethyl)thiophenes, 2-(chloromethyl)furans, and N-protected 2-(chloromethyl)-1H-pyrroles with allyltributylstannane were described in this study. This type of allylation reaction regioselectively occurred on the heteroarene rings to produce allylated dearomatization products or allylated heteroarenes with satisfactory yields.

Functional group tolerant Kumada-Corriu-Tamao coupling of nonactivated alkyl halides with aryl and heteroaryl nucleophiles: Catalysis by a nickel pincer complex permits the coupling of functionalized Grignard reagents

A nickel(II) pincer complex [(MeNN2)NiCl] (1) catalyzes Kumada-Corriu-Tamao cross coupling of nonactivated alkyl halides with aryl and heteroaryl Grignard reagents. The coupling of octyl bromide with phenylmagnesium chloride was used as a test reaction. Using 3 mol % of 1 as the precatalyst and THF as the solvent, and in the presence of a catalytic amount of TMEDA, the coupling product was obtained in a high yield. The reaction conditions could be applied to cross coupling of other primary and secondary alkyl bromides and iodides. The coupling is tolerant to a wide range of functional groups. Therefore, alkyl halides containing ester, amide, ether, thioether, alcohol, pyrrole, indole, furan, nitrile, conjugated enone, and aryl halide moieties were coupled to give high isolated yields of products in which these units stay intact. For the coupling of ester-containing substrates, O-TMEDA is a better additive than TMEDA. The reaction protocol proves to be efficient for the coupling of Knochel-type functionalized Grignard reagents. Thus aryl Grignard reagents containing electron-deficient and/or sensitive ester, nitrile, amide, and CF3 substituents could be successfully coupled to nonactivated and functionalized alkyl iodides. The catalysis is also efficient for the coupling of alkyl iodides with functionalized heteroaryl Grignard reagents, giving rise to pyridine-, thiophene-, pyrazole-, furan-containing molecules with additional functionalities. Concerning the mechanism of the catalysis, [(MeNN2)Ni-(hetero)Ar] was identified as an intermediate, and the activation of alkyl halides was found to take place through a radical-rebound process.

Synthesis and the effect of alkyl chain length on optoelectronic properties of diarylethene derivatives

Photochromic symmetrical diarylethene derivatives 1a-6a bearing different long alkyl chains at 2-position of thiophene rings have been synthesized and their structures have been determined by single-crystal X-ray diffraction analysis. The effect of alkyl chain length on their optoelectronic properties, such as photochromism in solution as well as in the crystalline phase and electrochemical performance was investigated in detail. These diarylethenes have showed good photochromic behavior both in solution and in the single crystalline phase. Introduction of the long alkyl chains at 2-position of bis(5-formyl-3-thienyl)perfluorocyclopentene increased the absorption coefficients of both open- and closed-ring isomers and induced bathochromic shifts of the maximal wavelength absorption of the closed-ring isomers. The long alkyl chains can also decrease the cyclization/cycloreversion quantum yields and the oxidation potentials. The cyclic voltammetry indicated that the band gap of these diarylethene derivatives was significantly affected by the alkyl chain length.

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.

1,4-DITHIENYLBENZENE DERIVATIVE

A novel compound having a mesophase forming property or liquid crystallinity and a high level of electric charge mobility, a liquid crystal composition comprising said compound and a charge transfer material comprising the same, and various element using said charge transfer material. The novel compound is a 1,4-dithienylbenzene derivative represented by general formula (I): (I) wherein R1 and R2 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, provided that R1 and R2 do not simultaneously represent a hydrogen atom; and A represents a benzene ring optionally having a substituent.

Synthesis of C3-symmetric nano-sized polyaromatic compounds by trimerization and Suzuki-Miyaura cross-coupling reactions

Various C3-symmetric molecules were prepared by trimerization of acetyl aromatic compounds and subsequently coupled with various boronic acids under Pd0 catalysis conditions to generate oligoaryl/-heteroaryl C3-symmetric molecules. Several furan- and thiophene-containing star-shaped molecules were prepared by the use of Suzuki-Miyaura cross-coupling as a key step. Structural and conformational details were explored by semi-empirical molecular orbital theory using the AM1 method. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.