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2,5-Bis-Thiopheneboronic acid pinacol ester

CAS No.
175361-81-6
Chemical Name:
2,5-Bis-Thiopheneboronic acid pinacol ester
Synonyms
Thienyl-2,5-diborate;Thiophene-2,5-diboronic acids pinacol ester;2,5-Bis-Thiopheneboronic acid pinacol ester;2,5-Thiophenediboronic acid bis(pinacol) ester;Thiophene-2,5-diboronic acid bis(pinacol) ester;2,5-Bis-thiopheneboronic acid, pinacol ester 98%;Bis(4,4,5,5-tetramethyl-1,3-dioxaborolane)-2,5-thiophene;Thiophene-2,5-diboronic acid bis(pinacol) ester 99% (GC);2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene;2,2'-(2,5-Thiophenediyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CBNumber:
CB51177120
Molecular Formula:
C16H26B2O4S
Molecular Weight:
336.06
MDL Number:
MFCD09800563
MOL File:
175361-81-6.mol
MSDS File:
SDS
Last updated:2026-01-13 11:17:38
Product description Number Pack Size Price
Thiophene-2,5-diboronic acid bis(pinacol) ester 99% (GC) 776920 1g $70.6
Thiophene-2,5-diboronic acid bis(pinacol) ester 99% (GC) 776920 5g $281
2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene >98.0%(GC)(T) B5871 1g $72
2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene >98.0%(GC)(T) B5871 5g $285
2,5-Bis-thiopheneboronicacidpinacolester B585413 1g $75
More product size

2,5-Bis-Thiopheneboronic acid pinacol ester Properties

Melting point 216-220℃
Boiling point 434.3±30.0 °C(Predicted)
Density 1.08±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
form powder
color White to Almost white
InChI InChI=1S/C16H26B2O4S/c1-13(2)14(3,4)20-17(19-13)11-9-10-12(23-11)18-21-15(5,6)16(7,8)22-18/h9-10H,1-8H3
InChIKey AOJXAKMKFDBHHT-UHFFFAOYSA-N
SMILES C1(B2OC(C)(C)C(C)(C)O2)SC(B2OC(C)(C)C(C)(C)O2)=CC=1
UNSPSC Code 12352103
NACRES NA.23

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280-P304+P340-P305+P351+P338
WGK Germany  3
HS Code  2934999090
Storage Class 11 - Combustible Solids
Hazard Classifications Aquatic Chronic 4
NFPA 704
0
0 0

2,5-Bis-Thiopheneboronic acid pinacol ester price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 776920 Thiophene-2,5-diboronic acid bis(pinacol) ester 99% (GC) 175361-81-6 1g $70.6 2023-06-20 Buy
Sigma-Aldrich 776920 Thiophene-2,5-diboronic acid bis(pinacol) ester 99% (GC) 175361-81-6 5g $281 2023-06-20 Buy
TCI Chemical B5871 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene >98.0%(GC)(T) 175361-81-6 1g $72 2025-07-31 Buy
TCI Chemical B5871 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene >98.0%(GC)(T) 175361-81-6 5g $285 2025-07-31 Buy
TRC B585413 2,5-Bis-thiopheneboronicacidpinacolester 175361-81-6 1g $75 2021-12-16 Buy
Product number Packaging Price Buy
776920 1g $70.6 Buy
776920 5g $281 Buy
B5871 1g $72 Buy
B5871 5g $285 Buy
B585413 1g $75 Buy

2,5-Bis-Thiopheneboronic acid pinacol ester Chemical Properties,Uses,Production

Uses

Diboronic acid ester thiophene monomer for polymerization by Suzuki coupling; used for OPV and OFET applications.

Synthesis

2,5-Dibromothiophene

3141-27-3

Pinacol

76-09-5

Tributyl borate

688-74-4

2,5-Bis-Thiopheneboronic acid pinacol ester

175361-81-6

To a solution of 2,5-dibromothiophene (2.0 g, 8.3 mmol) in anhydrous THF (40 mL) was slowly added n-butyllithium (n-BuLi, 15 mL, 1.6 M hexanes solution, 25 mmol) dropwise at -78 °C and the reaction mixture was stirred for 1 hour keeping the temperature at -78 °C. Subsequently, tributyl borate (6.4 mL, 25 mmol) was added to the reaction mixture at the same temperature and the reaction system was gradually warmed to room temperature. After continued stirring for 2 hours, pinacol (3.8 g, 33 mmol) and acetic acid (1.4 mL, 25 mmol) were added sequentially and the resulting mixture was stirred and reacted for 14 hours at room temperature. After completion of the reaction, the reaction solution was filtered through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure. The residue (brown solid) was purified by recrystallization from a solvent mixture of ethyl acetate and hexane to afford the target product dipinacol ester of thiophene-2,5-diboronic acid (2.0 g, 75% yield) as a white solid.

References

[1] Chem, 2016, vol. 1, # 1, p. 91 - 101

2,5-Bis-Thiopheneboronic acid pinacol ester Preparation Products And Raw materials

Global( 101)Suppliers
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View Lastest Price from 2,5-Bis-Thiopheneboronic acid pinacol ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,5-Bis-Thiopheneboronic acid pinacol ester pictures 2019-12-23 2,5-Bis-Thiopheneboronic acid pinacol ester
175361-81-6
US $1.00 / g 1g 99% 1000KGS Career Henan Chemical Co

2,5-Bis-Thiopheneboronic acid pinacol ester Spectrum

2,5-Bis-Thiopheneboronic acid pinacol ester Thiophene-2,5-diboronic acid bis(pinacol) ester 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene 2,5-Thiophenediboronic acid bis(pinacol) ester Bis(4,4,5,5-tetramethyl-1,3-dioxaborolane)-2,5-thiophene Thiophene-2,5-diboronic acids pinacol ester Thiophene-2,5-diboronic acid bis(pinacol) ester 99% (GC) 2,2'-(2,5-Thiophenediyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane] 4,4,5,5-tetramethyl-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]-1,3,2-dioxaborolane 2,5-Bis-thiopheneboronic acid, pinacol ester 98% 1,3,2-Dioxaborolane, 2,2'-(2,5-thiophenediyl)bis[4,4,5,5-tetramethyl- Thienyl-2,5-diborate 2,2'-(2,5-Thiophenediyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane 175361-81-6 Thiophene (TH) Organoborons Thiophene