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Merck
CN

632961

5′-己基-2,2′-联噻吩-5-硼酸频哪醇酯

97%

别名:

5-(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)-5′-N-己基-2,2′-联噻吩, 5-己基-5′-(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)-2,2′-联噻吩, 5′-N-己基-2,2′-联噻吩-5-硼酸频哪醇酯

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关于此项目

经验公式(希尔记法):
C20H29BO2S2
化学文摘社编号:
分子量:
376.38
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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产品名称

5′-己基-2,2′-联噻吩-5-硼酸频哪醇酯, 97%

InChI

1S/C20H29BO2S2/c1-6-7-8-9-10-15-11-12-16(24-15)17-13-14-18(25-17)21-22-19(2,3)20(4,5)23-21/h11-14H,6-10H2,1-5H3

SMILES string

CCCCCCc1ccc(s1)-c2ccc(s2)B3OC(C)(C)C(C)(C)O3

InChI key

XTTRNSNHDCYSEL-UHFFFAOYSA-N

assay

97%

form

solid

mp

36-40 °C (lit.)

Quality Level

Application

Reagent use for
  • Suzuki-Miyaura cross-coupling reactions and shape-shifting in contorted dibenzotetrathienocoronenes
  • Oligothiophene self-assembly induction into fibers with tunable shape and function
  • Stille coupling and p-conjugated packing structure and hole mobility of bithiophene-bithiazole copolymers with alkyl-thiophene side chains

Reagent used in Preparation of
  • Solution-processed ambipolar field-effect transistor
  • Light harvesting small molecules for use in solution-processed small molecule bulk heterojunction solar cell devices
  • Light-emitting diode (OLED) materials
  • Unsymmetric substituted benzothiadiazole-containing vinyl monomers for RAFT polymerization
  • Pd-catalyzed condensations and synthesis of isoindigo-based oligothiophenes for molecuar bulk heterojunction solar cells
  • Thiophene-benzothiadiazole based donor-acceptor-donor materials

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Benzothiadiazole-Containing Pendant Polymers Prepared by RAFT and Their Electro-Optical Properties
Haussler, M.; et al.
Macromolecules, 43, 7101-7110 (2010)
A modular molecular framework for utility in small-molecule solution-processed organic photovoltaic devices
Welch, G. C.; et al.
Journal of Materials Chemistry, 21, 12700-12709 (2011)
Solution-Processed Ambipolar Field-Effect Transistor Based on Diketopyrrolopyrrole Functionalized with Benzothiadiazole
Zhang, Y.; et al.
Advances in Functional Materials, 22, 97-105 (2012)
Bithiophene-bithiazole alternating copolymers with thiophene side chains: Synthesis by organometallic polycondensation and chemical properties of the copolymers
Yamamoto, T.; et al.
Journal of Polymer Science Part A: Polymer Chemistry, 49, 1508-1512 (2011)
Francesca Di Maria et al.
Journal of the American Chemical Society, 133(22), 8654-8661 (2011-04-30)
Functional supramolecular architectures for bottom-up organic nano- and microtechnology are a high priority research topic. We discovered a new recognition algorithm, resulting from the combination of thioalkyl substituents and head-to-head regiochemistry of substitution, to induce the spontaneous self-assembly of sulfur

商品

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

Oligothiophenes are important organic electronic materials which can be produced using synthetic intermediates and Suzuki coupling.

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