2-Hexylthiophene
(Synonyms: 2-己基噻吩) 目录号 : GC60473
2-Hexylthiophene是一种弱碱性异芳香族化合物。2-Hexylthiophene可以增加钌增感剂的摩尔吸收系数。
Cas No.:18794-77-9
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
2-Hexylthiophene is an extremely weak basic heteroaromatic compound. 2-Hexylthiophene can be used to modify and improve the molar absorption coefficient of ruthenium sensitizer[1]
2-Hexylthiophene is introduced to the 5-position of the terpyridine derivative ligand. And thereby, it helps to improve the molar absorption coefficient of ruthenium sensitizer.
[1]. Ozawa H, et al. Ruthenium sensitizers with a hexylthiophene-modified terpyridine ligand for dye-sensitized solar cells: synthesis, photo- and electrochemical properties, and adsorption behavior to the TiO2 surface.ACS Appl Mater Interfaces. 2015 Feb 11;7(5):3152-61.
| Cas No. | 18794-77-9 | SDF | |
| 别名 | 2-己基噻吩 | ||
| Canonical SMILES | CCCCCCC1=CC=CS1 | ||
| 分子式 | C10H16S | 分子量 | 168.3 |
| 溶解度 | DMSO : 100 mg/mL (594.18 mM; Need ultrasonic) | 储存条件 | 4°C, stored under nitroge |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 5.9418 mL | 29.7089 mL | 59.4177 mL |
| 5 mM | 1.1884 mL | 5.9418 mL | 11.8835 mL |
| 10 mM | 0.5942 mL | 2.9709 mL | 5.9418 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Synthesis and photophysical properties of 2,5,8,11-tetrakis(5-hexylthiophen-2-yl)tetrathieno[2,3-a:3',2'-c:2'',3''-f:3''',2'''-h]naphthalene
Acta Crystallogr C 2013 Jun;69(Pt 6):634-7.PMID:23744385DOI:10.1107/S0108270113010895.
The title compound, C58H64S8, has been prepared by Pd-catalysed direct C-H arylation of tetrathienonaphthalene (TTN) with 5-hexyl-2-iodothiophene and recrystallized by slow evaporation from dichloromethane. The crystal structure shows a completely planar geometry of the TTN core, crystallizing in the monoclinic space group P2(1)/c. The structure consists of slipped π-stacks and the interfacial distance between the mean planes of the TTN cores is 3.456 (5) Å, which is slightly larger than that of the comparable derivative of tetrathienoanthracene (TTA) with 2-Hexylthiophene groups. The packing in the two structures is greatly influenced by both the aromatic core of the structure and the alkyl side chains.
Benzodithiophene-Fused Cyclopentannulated Aromatics via a Palladium-Catalyzed Cyclopentannulation and Scholl Cyclodehydrogenation Strategy
J Org Chem 2021 Sep 17;86(18):12569-12576.PMID:34464132DOI:10.1021/acs.joc.1c01004.
We report the synthesis of a new class of cyclopenta-fused polyaromatic hydrocarbon (CP-PAH) incorporating fused benzodithiophene subunits. These CP-PAHs were prepared utilizing a two-step process involving a palladium catalyzed cyclopentannulation followed by a Scholl cyclodehydrogenation. This work broadens the scope of annulation chemistry by employing 1,2-bis(5-hexylthiophen-3-yl)ethyne and dibromoaryl derivatives based on anthracene, pyrene, and perylene to give 4,4',4'',4'''-(cyclopenta[hi]aceanthrylene-1,2,6,7-tetrayl)tetrakis(2-Hexylthiophene), 4,4',4'',4'''-(dicyclopenta[cd,jk]pyrene-1,2,6,7-tetrayl)tetrakis(2-Hexylthiophene), and 1,2,7,8-tetrakis(5-hexylthiophen-3-yl)-1,2,7,8-tetrahydrodicyclopenta[cd,lm]perylene. Scholl cyclodehydrogenation of the pendant thiophene units provided access to the π-extended polyaromatic systems 2,5,11,14-tetrahexylrubiceno[5,4-b:6,7-b':12,11-b'':13,14-b''']tetrathiophene, 2,5,11,14-tetrahexyldithieno-[4,5:6,7]indeno[1,2,3-cd]dithieno[4,5:6,7]indeno-[1,2,3-jk]pyrenes, and 2,9,12,19-tetrahexyldithieno[4,5:6,7]indaceno[1,2,3-cd]dithieno[4,5:6,7]indaceno[1,2,3-lm]perylene that possess helicene-like fragments. The anthracene-based CP-PAH was contorted owing to [5]helicene-like arrangements, while the pyrene- and perylene-based systems were essentially planar. The fully conjugated small molecules give low optical gaps (1.7-2.1 eV) with broad light absorption. The HOMO and LUMO energies of the CP-PAHs were found to be in the range of -5.48 to -5.05 eV and -3.48 to -3.14 eV, respectively. Finally, the anthracene-based CP-PAH was found to be a p-type semiconductor when tested in an organic field effect transistor.
Electronic and optical properties' tuning of phenoxazine-based D-A2-π-A1 organic dyes for dye-sensitized solar cells. DFT/TDDFT investigations
Heliyon 2021 Apr 20;7(4):e06827.PMID:33981890DOI:10.1016/j.heliyon.2021.e06827.
Modulation of molecular features of metal free organic dyes is important to present sensitizers with competing electronic and optical properties for dye sensitized solar cells (DSSCs). The D-A2-π-A1 molecular design based on phenothiazine skeleton (D) connected with benzothiadiazole (A2) linked with furan π-spacer and acceptor unit of cynoacrylic acid (A1) were fabricated and examined theoretically for possible use as DSSCs. Density functional theory (DFT) and time dependent density functional theory TDDFT were used to study the effect of additional donors on the photophysical properties of the dyes. Eight (8) different donor subunits were introduced at C7 of phenoxazine based dye skeleton to extend the π-conjugation, lower HOMO-LUMO gap (Eg) and improve photo-current efficiency of the dye sensitizer. All the dye sensitizers (except P3 and P4) exhibited capability of injecting electrons into the conduction band of the semiconductor (TiO2) and regenerated via redox potential (I-/I3 -) electrode. Attachment of 2-Hexylthiophene (P2) remarkably lowered the Eg, extended π-electron delocalization, hence, gives higher absorption wavelength (λmax) at 752 nm. The donor subunit containing 2-Hexylthiophene (P2) presented the best chemical hardness, open circuit voltage (Voc), and other comparable electronic properties, making P2 the best DSSC candidate amongst the optimized dyes. The reported dyes would be interesting for further experimental research.
Self-assembled monolayers made of 6-(5-((6-((5-hexylthiophen-2-yl)ethynyl)-9,10-bis(phenylethynyl)anthracen-2-yl)ethynyl)thiophen-2-yl)hexyl 3-(triethoxysilyl)propylcarbamate for ultrathin film transistors
Langmuir 2012 Jul 24;28(29):10948-55.PMID:22746296DOI:10.1021/la3020942.
A new functionalized triethoxysilane bearing an X-shaped, anthracene-based semiconducting molecule on one arm was designed and synthesized as a precursor for the preparation of a self-assembled monolayer (SAM) on a SiO(2) substrate. 3-Isocyanatopropyl triethoxysilane was reacted with a monohydroxyl-terminated X-shaped, anthracene-based semiconducting molecule in the presence of tin catalyst. The 6-(5-((6-((5-hexylthiophen-2-yl)ethynyl)-9,10-bis(phenylethynyl)anthracen-2-yl)ethynyl)thiophen-2-yl)hexyl 3-(triethoxysilyl)propylcarbamate (BATHT-TEOS) was found to be stable and sufficiently reactive to form organic monolayers on hydroxylated SiO(2) surfaces. The structures and properties of these SAMs were investigated using X-ray photoelectron spectroscopy, UV-vis absorption spectroscopy, photoluminescence (PL) spectroscopy, laser scanning confocal microscopy-PL spectrometry, and spectroscopic ellipsometry. In this work, BATHT-SAM was employed as an interfacial layer on SiO(2) to fabricate ultrathin film transistors (UTFTs, active layer thickness ∼ 16.09 nm). The device UTFT-I, made of 0.06 wt % 5,5'-(9,10-bis(phenylethynyl)anthracene-2,6-diyl)bis(ethyne-2,1-diyl)bis(2-Hexylthiophene) (BATHT) solution on an n-octyltrichlorosilane-SAM/SiO(2) layer, showed no gate effect for the carrier transport behavior; however, the device UTFT-II, fabricated on BATHT-SAM/SiO(2), exhibited field effect mobilities of 0.04 cm(2) V(-1) s(-1) (I(on/off) ∼ 6.3 × 10(3) to 1.0 × 10(4)). This can be attributed to the effect of BATHT-SAM inducing uniform coverage and ordering of BATHT molecules as an upper layer.
Effect of beef tallow, phospholipid and microwave combined ultrasonic pretreatment on Maillard reaction of bovine bone enzymatic hydrolysate
Food Chem 2022 May 30;377:131902.PMID:34974407DOI:10.1016/j.foodchem.2021.131902.
The effects of beef tallow, phospholipid, microwave, and ultrasonic pretreatment (MUP) on the Maillard reaction process, the sensory characteristics of Maillard reaction products (MRPs), and the composition and content of volatile compounds were studied. Maillard reaction of the sample was more intense after MUP, but more hydrophobic amino acids were generated, resulting in relatively high sourness in MRPs. Beef tallow encapsulation has no significant effect on the sensory characteristics of MRPs. The content of volatile compounds in MRPs added with phospholipids increased significantly, and the content of sulfur compounds (especially furan and furanthiol) increased most significantly. Hexanal, Nonanal, 2-Hexylfuran, 2-Hexylthiophene, and 1-Octanol were positively correlated with the value of umami and saltiness of MRPs. The addition of phospholipids after MUP and beef tallow encapsulation helps to increase the saltiness and umami of MRPs, reduce astringency, and produce more sulfur and other flavor compounds.