9,9-Dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester

Base Information

• Chemical Name: 9,9-Dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester
• CAS No.: 250597-29-6
• Molecular Formula: C31H44 B2 O4
• Molecular Weight: 502.31
• DSSTox Substance ID: DTXSID90393958
• Nikkaji Number: J1.201.910F
• Wikidata: Q72464462
• Mol file: 250597-29-6.mol

Synonyms:250597-29-6;9,9-Dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester;9,9-Dihexylfluorene-2,7-bis(trimethyleneborate);2,2'-(9,9-dihexyl-9h-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane);2-[7-(1,3,2-dioxaborinan-2-yl)-9,9-dihexylfluoren-2-yl]-1,3,2-dioxaborinane;SCHEMBL793157;DTXSID90393958;1,3,2-Dioxaborinane, 2,2'-(9,9-dihexyl-9H-fluorene-2,7-diyl)bis-;MFCD03427281;AKOS015916556;FT-0709357;9,9-Dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester, 97%

Chemical Property of 9,9-Dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester

Chemical Property:

• Vapor Pressure: 1.16E-16mmHg at 25°C
• Melting Point: 121-125 ºC
• Boiling Point: 662.1°C at 760 mmHg
• Flash Point: 354.2°C
• PSA: 36.92000
• Density: 1.07g/cm³
• LogP: 6.15810
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 502.3425702
• Heavy Atom Count: 37
• Complexity: 610

Purity/Quality:

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

9,9-DIHEXYLFLUORENE-2,7-DIBORONIC ACID BIS(1,3-PROPANEDIOL) ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OCCCO1)C2=CC3=C(C=C2)C4=C(C3(CCCCCC)CCCCCC)C=C(C=C4)B5OCCCO5
• Uses: Building block for polyfluorene-based, light emitting copolymers.

Technology Process of 9,9-Dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester

There total 7 articles about 9,9-Dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester 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: 88.0%

9,9-dihexylfluorene-2,7-diboronic acid (203927-98-4) + trimethyleneglycol (504-63-2) → 9,9-dihexylfluorene-2,7-bis(trimethylene boronate) (250597-29-6)

Guidance literature:

In toluene; Heating;

DOI:10.1021/ma034362d

Reference yield:

2,7-dibromo-9,9-di-n-hexylfluorene (189367-54-2) → 9,9-dihexylfluorene-2,7-bis(trimethylene boronate) (250597-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Mg / tetrahydrofuran

1.2: tetrahydrofuran / -78 - 20 °C

2.1: toluene / Heating

With magnesium; In tetrahydrofuran; toluene;

DOI:10.1021/ma049057m

Reference yield:

2,7-dibromo-9H-fluorene (16433-88-8) → 9,9-dihexylfluorene-2,7-bis(trimethylene boronate) (250597-29-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 96 percent / triethylbenzylammonium chloride; aq. NaOH / dimethylsulfoxide

2.1: Mg; I₂ / tetrahydrofuran / Heating

2.2: tetrahydrofuran / -78 °C

3.1: aq. H₂SO₄

4.1: 88 percent / toluene / Heating

With sodium hydroxide; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; iodine; magnesium; In tetrahydrofuran; dimethyl sulfoxide; toluene;

DOI:10.1021/ma034362d

upstream raw materials:

9,9-dihexylfluorene-2,7-diboronic acid

trimethyleneglycol

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

1-bromo-hexane

Refernces

• 1、 Padalkar, Vikas S.,Sakamaki, Daisuke,Tohnai, Norimitsu,Akutagawa, Tomoyuki,Sakai, Ken-Ichi,Seki, Shu. "Highly emissive excited-state intramolecular proton transfer (ESIPT) inspired 2-(2′-hydroxy)benzothiazole-fluorene motifs: Spectroscopic and photophysical properties investigation". . p. 80283 - 80296. Retrieved 2015/10/05.
• 2、 Ling,Kang,Neoh,Huang, Wei. "Synthesis and nearly monochromatic photoluminescence properties of conjugated copolymers containing fluorene and rare earth complexes". . p. 6995 - 7003. Retrieved 2007/10/03.