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697400

Sigma-Aldrich

3-Hexylthiophene-2-boronic acid pinacol ester

95%

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Synonym(s):
2-(3-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 3-Hexyl-2-thienylboronic acid
Empirical Formula (Hill Notation):
C16H27BO2S
CAS Number:
Molecular Weight:
294.26
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

liquid

refractive index

n20/D 1.490-1.499

density

0.983 g/mL at 25 °C

SMILES string

CCCCCCc1ccsc1B2OC(C)(C)C(C)(C)O2

InChI

1S/C16H27BO2S/c1-6-7-8-9-10-13-11-12-20-14(13)17-18-15(2,3)16(4,5)19-17/h11-12H,6-10H2,1-5H3

InChI key

XCXAUPBHQCCWCI-UHFFFAOYSA-N

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This Item
695629
form

liquid

form

liquid

refractive index

n20/D 1.490-1.499

refractive index

n20/D 1.5

density

0.983 g/mL at 25 °C

density

0.977 g/mL at 25 °C

Quality Level

100

Quality Level

100

Application

Reagent used for
  • Suzuki-Miyaura cross-coupling reactions
  • p-type/n-type switching of ambipolar bithiazole-benzothiadiazole-based polymers in solar cells
  • Hierarchical self-assembly of semiconductor functionalized peptide a-helixes and optoelectronic properties

Reagent used in Preparation of
  • Photovoltaic materials, polymers, and thiophene-based compounds with photophysical, electrochemical, and fluorescent properties
  • Polymer solar cells for Low band gap poly(1,4-arylene-2,5-thienylene)s with benzothiadiazole units
  • Dithienothiophene-based dyes for dye-sensitized solar cells

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthetic Strategy for Large Scale Production of Oligothiophenes

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

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