Skip to Content
Merck
CN

697400

3-Hexylthiophene-2-boronic acid pinacol ester

95%

Synonym(s):

2-(3-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 3-Hexyl-2-thienylboronic acid

Sign Into View Organizational & Contract Pricing

Select a Size

About This Item

Empirical Formula (Hill Notation):
C16H27BO2S
CAS Number:
850881-09-3
Molecular Weight:
294.26
MDL number:
MFCD11045447
UNSPSC Code:
12352103
PubChem Substance ID:
329761917
NACRES:
NA.22

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

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

Related Categories

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

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBM2423
SHBG1509V
SHBC9438V
SHBC3621V
SHBB6939V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

p/n Switching of Ambipolar Bithiazole-Benzothiadiazole-Based Polymers in Photovoltaic Cells
Balan, B.; et al.
Macromolecules, 45, 2709-2719 (2012)
Photophysical and Electrochemical Properties of Thiophene-Based 2-Arylpyridines
Coluccini, C.; et al.
European Journal of Organic Chemistry, 28, 5587-5598 (2011)
Photovoltaic response to structural modifications on a series of conjugated polymers based on 2-aryl-2H-benzotriazoles
Pasker, F. M.; et al.
Journal of Polymer Science Part A: Polymer Chemistry, 49, 5001-5011 (2011)
Tae-Hyuk Kwon et al.
The Journal of organic chemistry, 76(10), 4088-4093 (2011-04-14)
A one-pot synthesis of 2,6-dibromodithieno[3,2-b;2',3'-d]thiophene (dibromo-DTT, 4) was developed. A key step was bromodecarboxylation of DTT-2,6-dicarboxylic acid, obtained by saponification of the diester 1. The donor-acceptor dye DAHTDTT (13), based on a central 2,6-bis[2'-(3'-hexylthienyl)]dithieno[3,2-b;2',3'-d]thiophene core (9), was prepared and incorporated
Low band gap poly(1,4-arylene-2,5-thienylene)s with benzothiadiazole units: Synthesis, characterization and application in polymer solar cells
Operamolla, A.; et al.
Solar Energy Mat. and Solar Cells, 95, 3490-3503 (2011)
View All Related Papers

Articles

Synthetic Strategy for Large Scale Production of Oligothiophenes

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service