3-Dodecyl-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene

Base Information

• Chemical Name: 3-Dodecyl-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene
• CAS No.: 960524-18-9
• Molecular Formula: C22H39BO2S
• Molecular Weight: 378.41986
• Mol file: 960524-18-9.mol

Synonyms:3-Dodecyl-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene

Chemical Property of 3-Dodecyl-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene

Chemical Property:

• Refractive Index: 1.4870-1.4910
• Boiling Point: 467.3±33.0 °C (760 mmHg)
• PSA: 46.70000
• Density: 0.97±0.1 g/cm3(20 °C , 760mmHg)
• LogP: 6.51070
• Storage Temp.: 0-10°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Dodecyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Dodecyl-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene

There total 3 articles about 3-Dodecyl-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 2-bromo-3-dodecylthiophene (139100-06-4) → 2-(3-dodecylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (960524-18-9)

Guidance literature:

2-bromo-3-dodecylthiophene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere; Cooling;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; Inert atmosphere; Cooling;

Reference yield:

1-dodecylbromide (143-15-7) → 2-(3-dodecylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (960524-18-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; magnesium / tetrahydrofuran / 2 h / 70 °C / Inert atmosphere

1.2: 20 °C

2.1: acetic acid; N-Bromosuccinimide / chloroform / 0 °C

3.1: iodine; magnesium / tetrahydrofuran / 2 h / 20 °C / Heating

3.2: 18 h / -78 - 20 °C

With N-Bromosuccinimide; iodine; magnesium; acetic acid; In tetrahydrofuran; chloroform;

Reference yield:

3-dodecylthiophene (104934-52-3,104934-53-4) → 2-(3-dodecylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (960524-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid; N-Bromosuccinimide / chloroform / 0 °C

2.1: iodine; magnesium / tetrahydrofuran / 2 h / 20 °C / Heating

2.2: 18 h / -78 - 20 °C

With N-Bromosuccinimide; iodine; magnesium; acetic acid; In tetrahydrofuran; chloroform;

upstream raw materials:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-bromo-3-dodecylthiophene

1-dodecylbromide

3-dodecylthiophene

Downstream raw materials:

C₅₂H₇₀O₆S₄

Refernces

• 1、 -. "Chemical synthesis and application research of cyanogroup containing functional material for modifying perovskite layer in perovskite solar cell". Paragraph 0022; 0027; 0028. . Retrieved 2017/05/23.