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Sigma-Aldrich

5′-Hexyl-2,2′-bithiophen-5-Boronsäurepinakolester

97%

Synonym(e):

5′-N-Hexyl-2,2′-bithiophen-5-boronsäure-pinakolester, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5′-N-hexyl-2,2′-bithiophen, 5-Hexyl-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophen

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About This Item

Empirische Formel (Hill-System):
C20H29BO2S2
CAS-Nummer:
579503-59-6
Molekulargewicht:
376.38
MDL-Nummer:
MFCD05664380
UNSPSC-Code:
12352103
PubChem Substanz-ID:
24882530
NACRES:
NA.22

Assay

97%

Form

solid

mp (Schmelzpunkt)

36-40 °C (lit.)

SMILES String

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

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

InChIKey

XTTRNSNHDCYSEL-UHFFFAOYSA-N

Anwendung

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

Synthesis and light-emitting properties of solution-processable oligothiophene derivatives containing triazole moiety
Kim, B.; et al.
Materials Science Forum, 663-665 (2011)
Shape-shifting in contorted dibenzotetrathienocoronenes
Chiu, C-Y.; et al.
Chemical Science, 2, 1480-1486 (2011)
Synthesis, characterization and comparative study of thiophene-benzothiadiazole based donor-acceptor-donor (D-A-D) materials
Sonar, P.; et al.
Journal of Materials Chemistry, 19, 3228-3237 (2009)
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)
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)
Alle zugehörigen Dokumente anzeigen

Artikel

Synthetic Strategy for Large Scale Production of Oligothiophenes

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

Suzuki-Miyaura Cross-Coupling Reagents

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

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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