28314-05-8

Basic information

• Product Name: 1-chloro-9H-fluorene
• CAS NO: 28314-05-8
• Molecular Formula: C₁₃H₉Cl
• Molecular Weight: 200.6636
• Mol File: 28314-05-8.mol

Chemical Properties

• Boiling Point: 329.5°C at 760 mmHg
• Flash Point: 154.8°C
• Density: 1.251g/cm³
• Vapor Pressure: 0.000338mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: 1-chloro-9H-fluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-9H-fluorene(28314-05-8)
• EPA Substance Registry System: 1-chloro-9H-fluorene(28314-05-8)

Safety Data

• Hazardous Substances Data: 28314-05-8(Hazardous Substances Data)

Usage

Synonyms

9H-fluoren-1-yl chloride

Chemical structure

Chlorinated derivative of fluorene

Physical appearance

White to light brown crystalline powder

Molecular weight

202.66 g/mol

Uses

Intermediate in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals

Application

Utilized in research and development processes for its unique chemical properties

Manufacturing process

Chlorination reactions of fluorene with gaseous chlorine in the presence of a catalyst

Safety precautions

Handle with caution due to potential health and environmental hazards

Upstream product

• 55341-64-5 9H-fluorene-1-carboxyl chloride 
• 36804-56-5 1-chloro-9H-fluoren-9-one 
• 6276-03-5 9H-fluorene-1-carboxylic acid 
• 1190085-15-4 3′-chloro-2-(chloromethyl)-1,1′-biphenyl 
• 42048-11-3 2-chloro-6-iodotoluene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 694-80-4 2-bromo-1-chlorobenzene 

Relevant articles and documents

Method for reducing carbonyl reduction to methylene under illumination

The invention belongs to the technical field of organic chemical synthesis. The method comprises the following steps: (1) mixing the carbonyl compound and the amine compound in a solvent, reacting 3 - 6 under the illumination of 380 - 456 nm, the reaction system is low in toxicity, high in atom utilization rate 12 - 24h. and production efficiency, safe and controllable in reaction process and capable of simplifying the operation in the preparation and production process. At the same time, the residue toxicity of the reaction is minimized, the pollution caused by the production process to the environment is reduced, and the steps and operations of removing residues after the reaction are simplified. In addition, the reactant feedstock is readily available. The reactant does not need additional modification before the reaction, can be directly used for preparing production, simplifies the operation steps, and shortens the reaction route. The production cost is obviously reduced.

Efficient palladium-catalyzed C(sp2)-H activation towards the synthesis of fluorenes

A facile protocol for the synthesis of fluorene derivatives has been developed through palladium-catalyzed cyclization of 2′-halo-diarylmethanes via activation of arylic C-H bonds. The reactions occurred smoothly and allowed both electron-rich and electron-deficient substrates to convert into their corresponding fluorenes in good to excellent yields. Studies revealed that this Pd-catalyzed cyclization was also available for the substrates of 2′-chloro-diarylmethanes and no catalyst poisoning occurred for 2′-iodo-diphenylmethane.

Br?nsted acid-mediated intramolecular cyclization of biaryl triazenes for the synthesis of fluorenes and 9,10-dihydro-phenanthrenes

The efficient synthesis of fluorenes from biaryl triazenes is successfully developed. Up to 27 examples of biaryl triazenes are converted into their corresponding fluorene derivatives in the presence of CF3COOH (4.0 equiv). Mechanism research i

Highly efficient and versatile synthesis of polyarylfluorenes via Pd-catalyzed C-H bond activation

A facile protocol for the Pd-catalyzed preparative synthesis of fluorene derivatives has been developed. While a wide range of fluorenes were easily obtained with high efficiency and selectivity under mild conditions, excellent functional group tolerance

Investigation of the Reaction between Amino Acids or Amino Acid Esters and 9-Formylfluorene and Its Equivalents. Possible Utility of the Derived Enamines as Amino Group Protectants

Treatment of 9-(hydroxymethylene)fluorene/9-formylfluorene (storable as the hemiacetal with methanol, 7) with amino acids and amino acid esters yields the corresponding enamines 8, which may be considered to be hydrocarbon analogues of N-formyl amino acid derivatives.Attempted coupling of the free acids 8 (R'=H) with amino acid esters failed, suggesting insufficient reduction in basicity of the amino group due to the enamine residue.The introduction of electron-withdrawing substituents into the fluorene ring decreases the basicity sufficiently to allow normal peptide coupling reactions, as for example with the 2,7-dichloro analogues derived from 17.Thus phenylalanine derivative 18 treated with leucine methyl ester and DCC gave dipeptide 19.The DC-FM-bar group could be removed by catalytic transfer hydrogenolysis.Mild acid hydrolysis represents a second general deblocking technique for the FM-bar function.It was demonstrated in a model study involving the highly sensitive amino acid α-phenylglycine that the FM-bar protecting group was less prone to cause racemization than the benzyloxycarbonyl function.It was demonstrated that the simple pentapeptide leucine enkephalin 29 could be synthesized using α-DC-FM-bar protection along with tert-butyl-based side chain protecting groups.