632961

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

97%

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₂₀H₂₉BO₂S₂
• CAS Number: 579503-59-6
• Molecular Weight: 376.38
• MDL number: MFCD05664380
• UNSPSC Code: 12352103
• PubChem Substance ID: 24882530
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• form: solid
• mp: 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
• InChI key: XTTRNSNHDCYSEL-UHFFFAOYSA-N

Description

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves