25022-99-5

Basic information

• Product Name: 9-chloro-9-phenyl-9H-fluorene
• CAS NO: 25022-99-5
• Molecular Formula: C₁₉H₁₃Cl
• Molecular Weight: 276.7595
• Mol File: 25022-99-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 388.8°C at 760 mmHg
• Flash Point: 175.2°C
• Density: 1.26g/cm³
• Vapor Pressure: 6.69E-06mmHg at 25°C
• Refractive Index: 1.689
• CAS DataBase Reference: 9-chloro-9-phenyl-9H-fluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 9-chloro-9-phenyl-9H-fluorene(25022-99-5)
• EPA Substance Registry System: 9-chloro-9-phenyl-9H-fluorene(25022-99-5)

Safety Data

• Hazardous Substances Data: 25022-99-5(Hazardous Substances Data)

Usage

General Description

9-chloro-9-phenyl-9H-fluorene, also known as 9-chloro-9-phenyl-9H-dibenzofuran, is a chemical compound with the molecular formula C19H11Cl. It is a polycyclic aromatic hydrocarbon that consists of a fluorene core with a chlorine atom and a phenyl group attached to it. 9-chloro-9-phenyl-9H-fluorene is commonly used in organic synthesis as a building block for the production of various materials, pharmaceuticals, dyes, and other organic compounds. It is important to handle this chemical with care as it is considered to be hazardous, toxic, and potentially harmful to the environment. Additionally, 9-chloro-9-phenyl-9H-fluorene has the potential to cause skin and eye irritation, and it should be stored and disposed of in accordance with proper safety protocols and regulations.

Upstream product

• 55135-66-5 9-bromo-9-phenyl-9H-fluorene 
• 486-25-9 9-fluorenone 
• 25603-67-2 9-phenyl-fluoren-9-ol 
• 75-36-5 acetyl chloride 
• 789-24-2 9-Phenylfluorene 
• 76-84-6 triphenylmethyl alcohol 

Downstream Products

• 102469-11-4 N-(9-phenyl-9-fluorenyl)acetamide 
• 167147-53-7 5'-O-(9-phenylfluoren-9-yl)thymidine 
• 1610617-14-5 (S)-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylic acid 
• 482632-06-4 2-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid 4-tert-butyl ester 
• 195244-96-3 N-(9-phenylfluoren-9-yl)-L-phenylalanine 

Relevant articles and documents

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The Reaction between Acyl Halides and Alcohols: Alkyl Halide vs. Ester Formation

In the reaction between an acyl halide and an alcohol the thermodynamically favoured products are the free carboxylic acid and the alkyl halide.The initial reaction is, generally, the formation of an ester and HHal.When the alcohol is very prone to yield an alkyl cation upon protonation by HHal, formed H2O exhibited a superior reactivity and competed successfully with the alcohol for the acyl halide making, therefore, ester formation practically confined to a triggering role.But, in those cases where the cation is less easily formed, ester formation was favoured and, consequently, became the necessary elementary step towards alkyl halide formation.Tis final product, on the other hand, might be extremely slow to form in an SN2 reaction between the protonated ester function and the halide ion.In these instances, therefore, as well as in the cases when a basic solvent competes for the proton of HHal, the ester is the final product.A notable exception of the situation above outlined, is given by α-hydroxy-α-phenylbenzeneacetic acid (2y), which appears to undergo direct chlorine-hydroxyl interchange through a quaternary intermediate (E), in the end collapsing to α-chloro-α-phenyl-benzeneacetic acid (4y).Different systems were compared using CH2Cl2 as a solvent under strictly similar conditions.Some 28 different substrates were tested for reaction with AcCl (1a), whereas the action of eight acyl halides (a) against (RS)-α-methylbenzenemethanol (2n) and α-phenylbenzenemethanol (2p), as well as the effect of five different solvents on the reaction between two alcohols (2p and 2-methyl-2-propanol, 2c) with 1a, were observed.