2-(9,9-Dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(9,9-Dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 302554-81-0
• Molecular Formula: C35H53BO2
• Molecular Weight: 516.616
• Hs Code.: 2931900090
• European Community (EC) Number: 805-568-0
• DSSTox Substance ID: DTXSID20467116
• Nikkaji Number: J2.058.938H
• Wikidata: Q72472611
• Mol file: 302554-81-0.mol

Synonyms:302554-81-0;2-(9,9-Dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;9,9-DI-N-OCTYLFLUORENE-2-BORONIC ACID PINACOL ESTER;2-(9,9-Dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;2-(9,9-Di-n-octyl-2-fluorenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(9,9-dioctylfluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;1,3,2-Dioxaborolane, 2-(9,9-dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-;MFCD16294553;C35H53BO2;9,9-Dioctyl-9H-fluorene-2-boronic Acid Pinacol Ester;SCHEMBL5095697;DTXSID20467116;VOASJDUTCQKQLE-UHFFFAOYSA-N;RB2069;AKOS016339786;AS-2455;2-(9,9-Di-n-octyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;SY047436;CS-0152269;D5371;FT-0686878;A876252;9,9-Dioctylfluorene-2-boronic acid pinacol ester, 95%;(9,9-DIOCTYL-9H-FLUOREN-2-YL)BORONIC ACID PINACOL ESTER;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dioctylfluorene

Chemical Property of 2-(9,9-Dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 50-56 °C
• Boiling Point: 606.328 °C at 760 mmHg
• Flash Point: 320.496 °C
• PSA: 18.46000
• Density: 0.994 g/cm³
• LogP: 9.75350
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 516.4138611
• Heavy Atom Count: 38
• Complexity: 670

Purity/Quality:

97% ^*data from raw suppliers

2-(9,9-Di-n-octyl-2-fluorenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C4=CC=CC=C4C3(CCCCCCCC)CCCCCCCC
• Use Description: 9,9-Di-n-octylfluorene-2-boronic acid pinacol ester is a specialized chemical compound with distinct roles in various fields. In organic electronics and materials science, it plays a critical role as an important building block for the synthesis of conjugated polymers and organic semiconductors, contributing to the development of advanced materials used in organic light-emitting diodes (OLEDs), organic solar cells, and field-effect transistors (OFETs), thereby advancing the field of flexible and lightweight electronic devices. Additionally, in chemical research and catalysis, it can serve as a valuable reagent for the formation of carbon-carbon bonds and the creation of complex organic molecules, aiding in the development of innovative chemical processes and the production of specialty chemicals. Its applications in organic electronics and catalysis underscore its significance in driving technology advancements, scientific exploration, and the creation of new materials within these diverse domains.

Technology Process of 2-(9,9-Dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 7 articles about 2-(9,9-Dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 92.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 2-bromo-9,9-dioctyl-9H-fluorene (302554-80-9) → 9,9-dioctylfluorene-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (302554-81-0)

Guidance literature:

2-bromo-9,9-dioctyl-9H-fluorene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1039/c5tc03622d

Reference yield: 78.0%

bis(pinacol)diborane (73183-34-3) + 2-bromo-9,9-dioctyl-9H-fluorene (302554-80-9) → 9,9-dioctylfluorene-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (302554-81-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 19h; Inert atmosphere;

DOI:10.1016/j.tet.2009.12.001

Reference yield: 60.0%

2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (76347-13-2) + 2-bromo-9,9-dioctyl-9H-fluorene (302554-80-9) → 9,9-dioctylfluorene-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (302554-81-0)

Guidance literature:

2-bromo-9,9-dioctyl-9H-fluorene; With n-butyllithium; In tetrahydrofuran;

2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran;

DOI:10.1002/chem.200801428

upstream raw materials:

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

2-bromo-9,9-dioctyl-9H-fluorene

1-bromo-octane

2-bromo-9H-fluorene

Downstream raw materials:

9,9,9',9'-tetraoctyl-9H,9'H-2,2'-bifluorene

2,5-bis-(9,9-dioctyl-9H-fluoren-2-yl)-terephthalic acid dimethyl ester