9-Diazo-9H-fluorene

Base Information

• Chemical Name: 9-Diazo-9H-fluorene
• CAS No.: 832-80-4
• Molecular Formula: C13H8 N2
• Molecular Weight: 192.22
• Hs Code.: 2927000090
• Mol file: 832-80-4.mol

Synonyms:Fluorene,9-diazo- (6CI,7CI,8CI); 9-Diazo-9H-fluorene; 9-Diazofluorene; Diazofluorene;NSC 167093

Chemical Property of 9-Diazo-9H-fluorene

Chemical Property:

• PSA: 37.39000
• LogP: 2.81526

Purity/Quality:

97% ^*data from raw suppliers

9-DIAZO-9H-FLUORENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-Diazo-9H-fluorene

There total 15 articles about 9-Diazo-9H-fluorene 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%

fluoren-9-ylidene-hydrazine (13629-22-6) → 9-diazofluorenone (832-80-4)

Guidance literature:

With manganese(IV) oxide; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/jo500411z

Reference yield: 100.0%

C22H20N2O2S → 9-diazofluorenone (832-80-4)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In dichloromethane; formamide; at 75 ℃;

DOI:10.1002/anie.201608444

Reference yield: 98.0%

N'-(9H-fluoren-9-ylidene)-4-methylbenzenesulfonohydrazide (52341-51-2) → 9-diazofluorenone (832-80-4)

Guidance literature:

With sodium hydroxide; In water; at 75 ℃; for 4h;

DOI:10.1016/j.tetlet.2011.01.116

upstream raw materials:

9-fluorenone oxime

fluoren-9-ylidene-hydrazine

9-fluorenone

9-aminofluorene

Downstream raw materials:

3-phenyl-spiro[3-aza-bicyclo[3.1.0]hexane-6,9'-fluorene]-2,4-dione

(+/-)-5'-phenyl-(3'ar,6'ac)-3'a,6'a-dihydro-spiro[fluorene-9,3'-pyrrolo[3,4-c]pyrazole]-4',6'-dione

3-p-tolyl-spiro[3-aza-bicyclo[3.1.0]hexane-6,9'-fluorene]-2,4-dione

1-methyl-3-phenyl-spiro[3-aza-bicyclo[3.1.0]hexane-6,9'-fluorene]-2,4-dione

Refernces

Mechanochromism, Twisted/Folded Structure Determination, and Derivatization of (N-Phenylfluorenylidene)acridane

10.1002/anie.201902636

The study focuses on the synthesis and properties of N-phenyl fluorenylidene-acridane (Ph-FA) compounds, which are bistryclic aromatic enes (BAEs) with potential applications in functional dyes and organic semiconductors. These compounds were synthesized using the Barton-Kellogg reaction of N-aryl thioacridones and diazofluorene, with various electron-withdrawing and -donating substituents at the para position of the phenyl group, such as H, MeO, Ph, NO2, Br, and F. The purpose of these substituents is to alter the electronic properties of the Ph-FA compounds, affecting their folded and twisted conformers, which in turn influence their charge transfer, light absorption, and chromic behavior. The study investigates ground state mechanochromism, thermochromism, vapochromism, and proton-induced chromism, demonstrating how these properties can be controlled through conformational changes between the folded and twisted conformers. The research also explores the protonation and chemical oxidation of Ph-FA to produce stable acridinium cations, which have potential use in future research and applications.