832-80-4

Basic information

• Product Name: 9-Diazo-9H-fluorene
• Synonyms: 2-diazofluorene;9-diazofluorene
• CAS NO: 832-80-4
• Molecular Formula: C₁₃H₈N₂
• Molecular Weight: 0
• Mol File: 832-80-4.mol
• Article Data: 31

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9-Diazo-9H-fluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Diazo-9H-fluorene(832-80-4)
• EPA Substance Registry System: 9-Diazo-9H-fluorene(832-80-4)

Safety Data

• Hazardous Substances Data: 832-80-4(Hazardous Substances Data)

Usage

General Description

9-Diazo-9H-fluorene is a diazo compound that belongs to the class of organic chemicals known as diazo compounds. It is a yellow powder that is sparingly soluble in water. In terms of physical properties, 9-Diazo-9H-fluorene is stable under normal temperatures and pressures. It is also sensitive to light. 9-Diazo-9H-fluorene is mainly used as a photoaffinity labeling reagent and in the preparation of fluorinated aromatic compounds. Additionally, it has potential use in organic synthesis and chemical research. However, it is important to handle this compound with caution due to its potential hazardous properties.

InChI:InChI=1/C13H8N2/c14-15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H

Upstream product

• 13629-22-6 fluoren-9-ylidene-hydrazine 
• 141-52-6 sodium ethanolate 
• 71-43-2 benzene 
• 24040-37-7 9-azido-9H-fluorene 
• 830-72-8 9H-fluorene-9-thione 
• 1940-57-4 9H-fluoren-9-yl bromide 
• 486-25-9 9-fluorenone 
• 52341-51-2 N'-(9H-fluoren-9-ylidene)-4-methylbenzenesulfonohydrazide 
• 82222-58-0 Fluorenone 2,4,6-triisopropylbenzenesulphonyl hydrazone 
• 525-03-1 9-aminofluorene 
• 2157-52-0 9-fluorenone oxime 

Downstream Products

• 3191-81-9 3-p-tolyl-spiro[3-aza-bicyclo[3.1.0]hexane-6,9'-fluorene]-2,4-dione 
• 31859-87-7 N-phenyl-9H-fluoren-9-amine 
• 124107-84-2 6-phenoxy-quinoline-3,4-dione-3-fluoren-9-ylidenehydrazone 
• 25022-97-3 9-benzoyloxy-9H-fluorene 
• 861373-41-3 (diethyl-phenyl-phosphoranylidene)-fluoren-9-ylidene-hydrazine 
• 1530-12-7 9,9'-bifluorenyl 
• 14326-43-3 9-allyloxyfluorene 
• 92686-46-9 Spiro 
• 133649-70-4 2-(9-Fluorenyl)oxetan 
• 1064-37-5 9,9':9'9''-terfluorenyl 
• 109242-93-5 5-(9-fluorenyl)-1,3-dimethylbenzene 
• 2762-16-5 fluorenylidene 
• 12257-35-1 9-fluorenyl radical 
• 83693-17-8 C₁₂H₈CNCCH₃ 

Relevant articles and documents

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

(N-Phenylfluorenylidene)acridane (Ph-FA) compounds with electron-withdrawing and -donating substituents (H, MeO, Ph, NO2, Br, F) at the para position of the phenyl group were successfully synthesized by Barton–Kellogg reactions of N-aryl thioacridones and diazofluorene. By using the substituent on the nitrogen atom to alter the electronic properties, both the folded and twisted conformers of p-NO2-C6H4-FA could be crystallographically characterized, which enabled the charge transfer from the electron-donating acridane moiety to the electron-accepting fluorenylidene moiety to be understood. Ground-state mechanochromism, thermochromism, vapochromism, and proton-induced chromism were demonstrated between the folded and twisted conformations of the conformers. Protonation and chemical oxidation of Ph-FA gave two stable acridinium compounds, namely, the fluorenylacridinium and acridinium radical cations. The present study will contribute to the development of functional dyes and organic semiconductors.

Efficient synthesis of ferrocifens and other ferrocenyl-substituted ethylenes: Via a 'sulfur approach'

Stable and non-odorous alkyl ferrocenyl thioketones react with bis(4-methoxyphenyl)diazomethane according to the 'two-fold extrusion' reaction principles, and tetrasubstituted ethylenes obtained thereby can be demethylated to give (Fc,2OH)-ferrocifens in good yields. The method offers an alternative approach to this class of medically relevant compounds. A similar protocol with alkyl ferrocenyl thioketones and selected diaryldiazomethanes leads to ferrocenyl-substituted ethylenes including dibenzofulvenes. These products are of potential interest for electrochemical and photophysical studies.

PROTEIN DERIVATIZATION TO ENDOW CELL PENETRATION

Methods and reagents for enhancing cellular uptake of a cargo molecule by covalently bonding optionally-substituted fluorenyl groups to the cargo molecules, where cellular uptake includes at least partial uptake into the cytosol. Useful fluorenylation reagents include those of formula: and salts thereof where variables are as defined. Cargo molecules include peptides and proteins. Also provided are fluorenylated cargo molecules, including fluorenylated peptides and proteins.