9,9-Dioctyl-9H-fluorene-2,7-dicarbaldehyde

Base Information

• Chemical Name: 9,9-Dioctyl-9H-fluorene-2,7-dicarbaldehyde
• CAS No.: 380600-91-9
• Molecular Formula: C31H42O2
• Molecular Weight: 446.673
• DSSTox Substance ID: DTXSID10699661
• Nikkaji Number: J1.636.658G
• Wikidata: Q82630666
• Mol file: 380600-91-9.mol

Synonyms:380600-91-9;9,9-Di-n-octylfluorene-2,7-dicarboxaldehyde;9,9-Dioctyl-9H-fluorene-2,7-dicarbaldehyde;9,9-DIOCTYLFLUORENE-2,7-DICARBALDEHYDE;9,9-DIOCTYL-2,7-DIFORMYLFLUORENE;634191-15-4;SCHEMBL851336;DTXSID10699661;MFCD12022420;AKOS037646021;2,7-Diformyl-9,9-dioctyl-9H-fluorene;AS-65843;D4671;D90319;A905792

Chemical Property of 9,9-Dioctyl-9H-fluorene-2,7-dicarbaldehyde

Chemical Property:

• Melting Point: 52.0 to 56.0 °C
• Boiling Point: 582.6±43.0 °C(Predicted)
• PSA: 34.14000
• Density: 1.007±0.06 g/cm3(Predicted)
• LogP: 9.07930
• XLogP3: 10.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 446.318480578
• Heavy Atom Count: 33
• Complexity: 519

Purity/Quality:

99% ^*data from raw suppliers

9,9-Di-N-octylfluorene-2,7-dicarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCC1(C2=C(C=CC(=C2)C=O)C3=C1C=C(C=C3)C=O)CCCCCCCC

Technology Process of 9,9-Dioctyl-9H-fluorene-2,7-dicarbaldehyde

There total 6 articles about 9,9-Dioctyl-9H-fluorene-2,7-dicarbaldehyde 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: 100.0%

(9,9-dioctyl-9H-fluorene-2,7-diyl)dimethanol (222159-97-9) → 9,9-dioctyl-9H-fluorene-2,7-dicarbaldehyde (380600-91-9)

Guidance literature:

With manganese(IV) oxide; In benzene;

DOI:10.1021/ma102010s

Reference yield: 98.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2,7-dibromo-9,9-dioctylfluorene (198964-46-4) → 9,9-dioctyl-9H-fluorene-2,7-dicarbaldehyde (380600-91-9)

Guidance literature:

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

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/bkcs.12281

Reference yield:

2,7-dibromo-9H-fluorene (16433-88-8) → 9,9-dioctyl-9H-fluorene-2,7-dicarbaldehyde (380600-91-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium iodide; potassium hydroxide / dimethyl sulfoxide / 24 h / 20 °C

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

3.1: manganese(IV) oxide / benzene / Dean-Stark; Reflux

With manganese(IV) oxide; tert.-butyl lithium; potassium iodide; potassium hydroxide; In tetrahydrofuran; dimethyl sulfoxide; pentane; benzene;

DOI:10.1002/pola.26449

upstream raw materials:

N,N-dimethyl-formamide

2,7-dibromo-9,9-dioctylfluorene

(9,9-dioctyl-9H-fluorene-2,7-diyl)dimethanol

2,7-dibromo-9H-fluorene

Downstream raw materials:

(E)-7-(4-(diphenylamino)styryl)-9,9-dioctyl-9H-fluorene-2-carbaldehyde

Refernces

• 1、 Park, Seongwook,Jeong, Soyeong,Kang, Changmuk,Hong, Sukwon. "Synthesis of Conjugated Copolymer Containing Spirobifluorene Skeleton by Acyclic Diene Metathesis Polymerization for Polymer Light-Emitting Diode Applications". supporting information. p. 929 - 933. Retrieved 2021/05/07.
• 2、 Yu, Chin-Yang,Chen, Yu-Chi,Wang, Chao-Chi. "Synthesis and ring opening reaction of octaoctyl substituted [2.2.2.2](2,7)-fluorenophanetetraene by photooxidation". supporting information. p. 14116 - 14121. Retrieved 2017/11/28.