7-Bromo-9,9-dihexylfluoren-2-YL-boronic acid

Base Information

• Chemical Name: 7-Bromo-9,9-dihexylfluoren-2-YL-boronic acid
• CAS No.: 934762-26-2
• Molecular Formula: C25H34BBrO2
• Molecular Weight: 457.259
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID10697844
• Nikkaji Number: J2.455.230F
• Wikidata: Q72454531
• Mol file: 934762-26-2.mol

Synonyms:7-BROMO-9,9-DIHEXYLFLUOREN-2-YL-BORONIC ACID;934762-26-2;(7-bromo-9,9-dihexylfluoren-2-yl)boronic acid;(7-bromo-9,9-dihexyl-9H-fluoren-2-yl)boronic acid;3,7-bromo-9,9-di-n-hexylfluoren-2-ylboronic acid;DTXSID10697844;AKOS015919545;AM85978;7-bromo-9,9-dihexylfluoren-2-yl-boronicacid;7-Bromo-9,9-dihexylfluoren-2-ylboronic acid;2-Dihydroxyboryl-7-bromo-9,9-dihexyl 9H-fluorene;B-(7-BROMO-9,9-DIHEXYL-9H-FLUOREN-2-YL)BORONIC ACID

Chemical Property of 7-Bromo-9,9-dihexylfluoren-2-YL-boronic acid

Chemical Property:

• Boiling Point: 578℃
• Flash Point: 304℃
• PSA: 40.46000
• Density: 1.23
• LogP: 6.33620
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 456.18352
• Heavy Atom Count: 29
• Complexity: 473

Purity/Quality:

97% ^*data from raw suppliers

7-Bromo-9,9-dihexylfluoren-2-yl-boronic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=C(C=C1)C3=C(C2(CCCCCC)CCCCCC)C=C(C=C3)Br)(O)O
• Use Description: 7-bromo-9,9-dihexylfluoren-2-yl-boronic acid is a chemical compound with applications in various fields. In the field of organic chemistry and materials science, it serves as a valuable reagent for the synthesis of organic compounds and functional materials. Its boronic acid group allows it to participate in Suzuki-Miyaura cross-coupling reactions, enabling the creation of complex organic molecules and polymers. 7-bromo-9,9-dihexylfluoren-2-yl-boronic acid's role is fundamental in the development of advanced materials, including organic semiconductors, conducting polymers, and optoelectronic devices. Its significance varies within these fields, but it consistently plays a pivotal role in advancing chemical synthesis and materials innovation across diverse scientific and industrial applications, particularly in the development of electronic and photonic materials.

Technology Process of 7-Bromo-9,9-dihexylfluoren-2-YL-boronic acid

There total 5 articles about 7-Bromo-9,9-dihexylfluoren-2-YL-boronic acid 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: 52.0%

2,7-dibromo-9,9-di-n-hexylfluorene (189367-54-2) → 3,7-bromo-9,9-di-n-hexylfluoren-2-ylboronic acid (934762-26-2)

Guidance literature:

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

In hexane;

With hydrogenchloride; In hexane; water; at -78 ℃;

DOI:10.1039/c0sm01385d

Reference yield:

2,7-dibromo-9H-fluorene (16433-88-8) → 3,7-bromo-9,9-di-n-hexylfluoren-2-ylboronic acid (934762-26-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / dimethyl sulfoxide; water / 12 h / 70 °C

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

2.2: -78 - 20 °C

3.1: hydrogenchloride / water

With hydrogenchloride; n-butyllithium; sodium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide;

DOI:10.14233/ajchem.2013.oh66

Reference yield:

1-bromo-hexane (111-25-1) → 3,7-bromo-9,9-di-n-hexylfluoren-2-ylboronic acid (934762-26-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / dimethyl sulfoxide; water / 12 h / 70 °C

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

2.2: -78 - 20 °C

3.1: hydrogenchloride / water

With hydrogenchloride; n-butyllithium; sodium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide;

DOI:10.14233/ajchem.2013.oh66

upstream raw materials:

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

2,7-dibromo-9H-fluorene

1-bromo-hexane

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