2,2'-(9,9-Dioctyl-9h-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane)

Base Information

• Chemical Name: 2,2'-(9,9-Dioctyl-9h-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane)
• CAS No.: 317802-08-7
• Molecular Formula: C35H52B2O4
• Molecular Weight: 558.417
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40402605
• Nikkaji Number: J1.318.584K
• Wikidata: Q82206031
• Mol file: 317802-08-7.mol

Synonyms:317802-08-7;2,2'-(9,9-dioctyl-9h-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane);9,9-Dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester;9,9-Dioctylfluorene-2,7-bis(trimethylborate);2-[7-(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluoren-2-yl]-1,3,2-dioxaborinane;1,3,2-Dioxaborinane, 2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis-;9 9-DIOCTYLFLUORENE-2 7-BIS(TRIMETHYLBO&;2-[7-(1,3,2-dioxaborinan-2-yl)-9,9-dioctyl-fluoren-2-yl]-1,3,2-dioxaborinane;SCHEMBL793599;DTXSID40402605;MFCD03701607;AKOS015894295;AS-55594;CS-0175006;9,9-dioctylfluorene-2,7-bis(trimethyleneborate);J-018532;9,9-dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol)ester;9,9-Dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester, 97%;2-[7-(1,3,2-dioxaborinan-2-yl)-9,9-dioctyl-9H-fluoren-2-yl]-1,3,2-dioxaborinane

Chemical Property of 2,2'-(9,9-Dioctyl-9h-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane)

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 126-130oC(lit.)
• Refractive Index: 1.534
• Boiling Point: 697.869oC at 760 mmHg
• Flash Point: 375.858oC
• PSA: 36.92000
• Density: 1.048g/cm3
• LogP: 7.71850
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 558.4051705
• Heavy Atom Count: 41
• Complexity: 665

Purity/Quality:

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

9,9-Dioctylfluorene-2,7-bis(trimethylborate) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OCCCO1)C2=CC3=C(C=C2)C4=C(C3(CCCCCCCC)CCCCCCCC)C=C(C=C4)B5OCCCO5

Technology Process of 2,2'-(9,9-Dioctyl-9h-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane)

There total 11 articles about 2,2'-(9,9-Dioctyl-9h-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane) 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: 81.0%

9,9-dioctyl-9H-fluorene-2,7-diyldiboronic acid (258865-48-4) + trimethyleneglycol (504-63-2) → 2,7-bis(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene (317802-08-7)

Guidance literature:

In toluene; for 11h; Inert atmosphere; Reflux;

DOI:10.1002/pola.24852

Reference yield:

2,7-dibromo-9,9-dioctylfluorene (198964-46-4) → 2,7-bis(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene (317802-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Mg; iodine / tetrahydrofuran

1.2: tetrahydrofuran / -78 - 20 °C

2.1: 4.3 g / aq. H₂SO₄ / cooling

3.1: 72 percent / toluene / 10 h / Heating

With sulfuric acid; iodine; magnesium; In tetrahydrofuran; toluene;

DOI:10.1002/chem.200501095

Reference yield:

1-bromo-octane (111-83-1) → 2,7-bis(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene (317802-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 60 °C

1.2: 75.3 percent / tetrahydrofuran / Heating

2.1: magnesium; iodine / tetrahydrofuran / Heating

2.2: 31 percent / triethyl borate / tetrahydrofuran / 48 h / 20 °C

3.1: 76 percent / toluene / 10 h / Heating

With iodine; sodium hydride; magnesium; In tetrahydrofuran; toluene;

DOI:10.1021/ja0211151

upstream raw materials:

9,9-dioctyl-9H-fluorene-2,7-diyldiboronic acid

trimethyleneglycol

9H-fluorene

1-bromo-octane

Downstream raw materials:

9,9-dioctylfluorene-2,7-bis(5-salicylaldehyde)

FBal

2,7''-bis(4-cyanophenyl)-9,9,9',9',9'',9''-hexa-(n-octyl)-2',2'',7,7''-terfluorene

C₄₇H₆₆Si₂

Refernces

• 1、 Bera, Manas Kumar,Chakraborty, Chanchal,Malik, Sudip. "Salen-based enantiomeric polymers for enantioselective recognition". . p. 8074 - 8080. Retrieved 2016/09/12.
• 2、 Bera, Manas Kumar,Chakraborty, Chanchal,Singh, Pradeep Kumar,Sahu, Chandan,Sen, Kaushik,Maji, Samir,Das, Abhijit Kumar,Malik, Sudip. "Fluorene-based chemodosimeter for "turn-on" sensing of cyanide by hampering ESIPT and live cell imaging". . p. 4733 - 4739. Retrieved 2014/07/21.