Passa al contenuto
Merck
Tutte le immagini(3)

Documenti

632961

Sigma-Aldrich

5′-Hexyl-2,2′-bithiophene-5-boronic acid pinacol ester

97%

Sinonimo/i:

2-(5′-Hexyl-2,2′-bithien-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-[5′-hexyl-2,2′-bithien-5-yl]-1,3,2-dioxaborolane, 5′-N-Hexyl-2,2′-bithiophene-5-boronic acid pinacol ester, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5′-N-hexyl-2,2′-bithiophene, 5-Hexyl-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali
Tutte le immagini(3)

About This Item

Formula empirica (notazione di Hill):
C20H29BO2S2
Numero CAS:
579503-59-6
Peso molecolare:
376.38
Numero MDL:
MFCD05664380
Codice UNSPSC:
12352103
ID PubChem:
24882530
NACRES:
NA.22

Saggio

97%

Forma fisica

solid

Punto di fusione

36-40 °C (lit.)

Stringa SMILE

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
XTTRNSNHDCYSEL-UHFFFAOYSA-N

Applicazioni

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

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)
Visualizza tutti i documenti correlati

Articoli

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.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.