9,9-Dihexylfluorene-2,7-diboronic acid

Base Information

• Chemical Name: 9,9-Dihexylfluorene-2,7-diboronic acid
• CAS No.: 203927-98-4
• Molecular Formula: C25H36 B2 O4
• Molecular Weight: 422.18
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID70403928
• Nikkaji Number: J1.201.908D
• Wikidata: Q82207828
• Mol file: 203927-98-4.mol

Synonyms:203927-98-4;9,9-Dihexylfluorene-2,7-diboronic acid;(9,9-dihexyl-9H-fluorene-2,7-diyl)diboronic acid;(7-borono-9,9-dihexylfluoren-2-yl)boronic acid;9 9-DIHEXYLFLUORENE-2 7-DIBORONIC ACID;MFCD03427279;Boronic acid, B,B'-(9,9-dihexyl-9H-fluorene-2,7-diyl)bis-;[7-(dihydroxyboranyl)-9,9-dihexyl-9H-fluoren-2-yl]boronic acid;(7-borono-9,9-dihexyl-fluoren-2-yl)boronic Acid;9,9-di-n-hexylfluorene-2,7-diboronic acid;SCHEMBL766656;Boronic acid, (9,9-dihexyl-9H-fluorene-2,7-diyl)bis-;DTXSID70403928;QFWOJNOZWMHNTK-UHFFFAOYSA-N;C25H36B2O4;AMY32910;AKOS015894288;9,9-dihexyl-fluorene-2,7-diboronic acid;AS-70321;SY316391;CS-0152301;D83811;(7-borono-9, 9-dihexylfluoren-2-yl)boronic acid;(9,9-dihexyl-9H-fluorene-2,7-diyl)diboronicacid;9,9-Dihexyl-9H-fluorene-2,7-diyldiboronic Acid;9,9-Dihexylfluorene-2,7-diboronic acid, >=95%

Chemical Property of 9,9-Dihexylfluorene-2,7-diboronic acid

Chemical Property:

• Vapor Pressure: 4.36E-17mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.568
• Boiling Point: 636.8°C at 760 mmHg
• PKA: 8.17±0.40(Predicted)
• Flash Point: 338.9°C
• PSA: 80.92000
• Density: 1.12g/cm³
• LogP: 3.25350
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 422.2799700
• Heavy Atom Count: 31
• Complexity: 484

Purity/Quality:

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

9,9-Dihexylfluorene-2,7-diboronic 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)B(O)O)(O)O
• Uses: Reactant for:Rhodium-catalyzed hydroarylationMolecular bridging of silicon nanogapsPreparation of boronate ester coordinated polymer and macrocycle for sensing and storing of benzeneSynthesis of light-emitting carbazole-based copolymers bearing cyano-substituted arylenevinylene chromophoreRhodium-catalyzed arylation

Technology Process of 9,9-Dihexylfluorene-2,7-diboronic acid

There total 10 articles about 9,9-Dihexylfluorene-2,7-diboronic 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: 86.0%

Triisopropyl borate (5419-55-6) + water (7732-18-5) + 2,7-dibromo-9,9-di-n-hexylfluorene (189367-54-2) → 9,9-dihexylfluorene-2,7-diboronic acid (203927-98-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; Br compd., n-BuLi and B compd. were reacted in THF at -78°C; mixt. was warmed to 20°C; H2O added;

DOI:10.1039/b305870k

Reference yield: 76.0%

Triisopropyl borate (5419-55-6) + 2,7-dibromo-9,9-di-n-hexylfluorene (189367-54-2) → 9,9-dihexylfluorene-2,7-diboronic acid (203927-98-4)

Guidance literature:

2,7-dibromo-9,9-di-n-hexylfluorene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

Triisopropyl borate; With hydrogenchloride; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1002/ejoc.201301290

Reference yield: 62.9%

Trimethyl borate (121-43-7,63156-11-6) + 2,7-dibromo-9,9-di-n-hexylfluorene (189367-54-2) → 9,9-dihexylfluorene-2,7-diboronic acid (203927-98-4)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; hexane; acetone;

upstream raw materials:

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

Trimethyl borate

9H-fluorene

2,7-dibromo-9H-fluorene

Downstream raw materials:

dimethyl 2,2'-(9,9-dihexyl-9H-fluorene-2,7-diyl)dibenzoate

9,9-dihexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)fluorene