172319-75-4

Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-2-Propylthiophene is used as a building block for the synthesis of organic molecules, particularly in the development of new drugs. Its versatile structure allows for the preparation of various biologically active compounds, making it a valuable starting material in medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 5-Bromo-2-Propylthiophene serves as a key component in the synthesis of novel agrochemicals. Its ability to be modified and incorporated into different chemical structures contributes to the creation of innovative products for agricultural applications.
Used in Materials Science:
5-Bromo-2-Propylthiophene is utilized in the field of materials science for the fabrication of organic electronic devices. Its properties make it suitable as a component in conductive and semiconductive materials, which are essential for the development of advanced electronic and optoelectronic technologies.

Upstream product

• 1551-27-5 2-propylthiophene 

Downstream Products

• 99119-52-5 5-Propyl-[2,2']bithiophenyl 
• 475996-54-4 4-(5-propylthien-2-yl)phenol 
• 851934-61-7 5''-iodo-5-propyl-[2,2';5',2'']terthiophene 
• 851934-63-9 5-propyl-[2,2';5',2'';5'',2''']quaterthiophene 
• 851934-65-1 5'''-iodo-5-propyl-[2,2';5',2'';5'',2''']quaterthiophene 
• 188917-68-2 5-Propyl-[2,2';5',2'']terthiophene 
• 867171-04-8 5'-bromo-5-propyl-[2,2']bithiophenyl 
• 1375353-48-2 2-(2-(2-(4-(5-propylthiophen-2-yl)phenoxy)ethoxy)ethoxy)ethanol 
• 1375353-54-0 sodium 2-(2-(2-(2-(4-(5-propylthiophen-2-yl)phenoxy)ethoxy)ethoxy)ethoxy)acetate 

Relevant academic research and scientific papers

Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization

An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available dimethyl sulfoxide (DMSO) and HX (X = Br, I) reagents is reported. This mild oxidative system demonstrates a versatile protocol for the synthesis of aryl halides. HX (X = Br, I) are employed as halogenating reagents when combined with DMSO which participates in the present chemistry as a mild and inexpensive oxidant. This oxidative system is amenable to late-stage bromination of natural products. The kilogram-scale experiment (>95% yield) shows great potential for industrial application.

Synthesis and mesophase behavior of phenylthiophene based amphiphilic molecules

Novel amphiphilic molecules consisting of a rigid 2-phenylthiophene core, with a polar flexible tri(oxylethylene) moiety attached to the phenyl ring and one or two alkyl chains attached to the thiophene ring at the other side have been synthesized by using Ni(II) and Pd(0) catalyzed coupling reaction as key steps. The tri(oxylethylene) moieties were terminated with hydroxyl group, sodium carboxylate group and lithium carboxylate group respectively. The thermotropic and solvent induced liquid crystalline behavior of these substances was investigated by polarized optical microscopy, differential scanning calorimetry and X-ray diffraction. Thereby the influence of the terminal groups attached to the tri(oxylethylene) moities as well as the influence of the length and the number of the alkyl chains on the mesophase behavior were investigated. The single alkyl chain Na-carboxylate termianted derivatives show smectic A phases, double alkyl chain Na-carboxylate terminated derivatives show a thermo tropic hexagonal columnar mesophase, while columnar mesophases are found in both single and double alkyl chain Li-carbonate terminated derivatives. The model for molecular organization in the hexagonal columnar mesophase is established.

Organic semiconductors with helical structure based on oligothiophene derivatives exhibiting chiral nematic phase

We have synthesized 2-[5-(4-[(S)-2-methylbutoxy]phenyl)-3-methyl]-2'''- propyl-2:5'-2':5''-2'':5'''-quaterthiophene (10), a liquid crystalline semiconductor that exhibits a chiral nematic phase, and used the time-of-flight technique to determine its carrier mobility behavior. In the chiral nematic phase, the positive carrier mobility was 210-4cm2/Vs at 120C and the negative carrier mobility was 110-4cm2/Vs, both of which we attribute to electronic processes. For the negative carrier, in addition to the fast electronic process, we also observed a slow carrier transport, having mobility on the order of 10-5cm2/Vs, which we attribute to ionic conduction. Chiral dimers containing binaphthyl group exhibited stable glassy cholesteric phase and cholesteric thin films with selective reflection band in visible light area could be fabricated. They emitted circularly polarized light with dichroic parameter of 1.3 when UV light was illuminated.

Mesomorphic behaviors and charge carrier transport in terthiophene derivatives

We synthesized dialkylterthiophene derivatives ω-substituted with cyclohexylethyl moiety, which exhibit smectic mesophases at room temperature, and investigated their charge carrier transport properties. In particular, transpentylcyclohexylethyl-propylterthiophene (3-TTP-C2CH-5) held SmB phase at room temperature. Furthermore, a 3:1 mixture of 3-TTP-C2CH-5 and (2-methylbutyl)-dodecylterthiophene (5*-TTP-12) showed the SmB phase between 101°C and -15°C, and the highly ordered smectic phase below -15°C. In the SmB phase of the mixture, hole and electron mobility was 10-3 cm2/Vs, and independent of temperature and electric field over room temperature. However, below room temperature, the mobility depended on both temperature and electric field, as is often observed in organic amorphous solids and formarized by Gaussian disorder model, suggesting that the carrier transport in the smectic mesophase can be explained by the hopping conduction in disordered molecular sites.

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.