2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dihexylfluorene

Base Information

• Chemical Name: 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dihexylfluorene
• CAS No.: 254755-24-3
• Molecular Formula: C37H56B2O4
• Molecular Weight: 586.471
• Hs Code.: 29319090
• Mol file: 254755-24-3.mol

Synonyms:2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dihexylfluorene

Chemical Property of 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dihexylfluorene

Chemical Property:

• Melting Point: 186-189℃
• PSA: 36.92000
• Density: 1.03
• LogP: 8.49230
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

2-[9,9-dihexyl-7-(tetramethyl-1,3,2-dioxaborolan-2-yl)fluoren-2-yl]-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:

Technology Process of 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dihexylfluorene

There total 8 articles about 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dihexylfluorene 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: 91.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 2,7-dibromo-9,9-di-n-hexylfluorene (189367-54-2) → 9,9-dihexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)fluorene (254755-24-3)

Guidance literature:

2,7-dibromo-9,9-di-n-hexylfluorene; With n-butyllithium; In tetrahydrofuran;

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

DOI:10.1021/acs.macromol.6b00020

Reference yield: 75.0%

bis(pinacol)diborane (73183-34-3) + 2,7-dibromo-9,9-di-n-hexylfluorene (189367-54-2) → 9,9-dihexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)fluorene (254755-24-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; N,N-dimethyl-formamide; at 80 ℃; for 12h;

DOI:10.1021/ma902573d

Reference yield: 34.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 9,9-dihexylfluorene-2,7-diboronic acid (203927-98-4) → 9,9-dihexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)fluorene (254755-24-3)

Guidance literature:

In diethyl ether; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02504

upstream raw materials:

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

2,7-dibromo-9,9-di-n-hexylfluorene

1-bromo-hexane

2,7-dibromo-9H-fluorene

Downstream raw materials:

C₃₇H₄₀N₆

C₃₇H₄₄N₂

C₈₇H₇₈N₄O₂

C₆₉H₆₂O₆

Refernces

• 1、 Jahnke, Ashlee A.,Howe, Graeme W.,Seferos, Dwight S.. "Polytellurophenes with properties controlled by tellurium-coordination". . p. 10140 - 10144. Retrieved 2010.
• 2、 Guo, Xiaofei,Zhang, Yihan,Hu, Yongxu,Yang, Jiaxin,Li, Yang,Ni, Zhenjie,Dong, Huanli,Hu, Wenping. "Molecular Weight Engineering in High-Performance Ambipolar Emissive Mesopolymers". supporting information. p. 14902 - 14908. Retrieved 2021/06/11.
• 3、 Sicard, Lambert,Lucas, Fabien,Jeannin, Olivier,Bouit, Pierre-Antoine,Rault-Berthelot, Jo?lle,Quinton, Cassandre,Poriel, Cyril. "[n]-Cyclo-9,9-dibutyl-2,7-fluorene (n=4, 5): Nanoring Size Influence in Carbon-Bridged Cyclo-para-phenylenes". supporting information. p. 11066 - 11072. Retrieved 2020/05/04.