2,5-Bis-Thiopheneboronic acid pinacol ester

Product Name: 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
Formula Weight: 336.06
MOL File: 175361-81-6.mol

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2,5-Bis-Thiopheneboronic acid pinacol ester Property

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

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Safety

WGK Germany: 3
HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 776920
Product name: Thiophene-2,5-diboronic acid bis(pinacol) ester
Purity: 99% (GC)
Packaging: 1g
Price: $70.6
Updated: 2023/06/20

Sigma-Aldrich

Product number: 776920
Product name: Thiophene-2,5-diboronic acid bis(pinacol) ester
Purity: 99% (GC)
Packaging: 5g
Price: $281
Updated: 2023/06/20

TCI Chemical

Product number: B5871
Product name: 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $72
Updated: 2025/07/31

TCI Chemical

Product number: B5871
Product name: 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $285
Updated: 2025/07/31

TRC

Product number: B585413
Product name: 2,5-Bis-thiopheneboronicacidpinacolester
Packaging: 1g
Price: $75
Updated: 2021/12/16

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

Uses

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

Synthesis

3141-27-3

76-09-5

688-74-4

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

Raw materials

Preparation Products

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2,5-Bis-Thiopheneboronic acid pinacol ester Suppliers

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View Lastest Price from 2,5-Bis-Thiopheneboronic acid pinacol ester manufacturers

Career Henan Chemical Co

Product: 2,5-Bis-Thiopheneboronic acid pinacol ester 175361-81-6
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 1000KGS
Release date: 2019-12-20

175361-81-6, 2,5-Bis-Thiopheneboronic acid pinacol esterRelated Search:

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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