1556-99-6

Basic information

• Product Name: 4-Methylfluorene
• Synonyms: Fluorene,4-methyl- (6CI,7CI,8CI); 4-Methyl-9H-fluorene; 4-Methylfluorene
• CAS NO: 1556-99-6
• Molecular Formula: C₁₄H₁₂
• Molecular Weight: 0
• EINECS: 216-313-2
• Mol File: 1556-99-6.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 310.3°Cat760mmHg
• Flash Point: 146.1°C
• Appearance: /
• Density: 1.095g/cm³
• Vapor Pressure: 0.0011mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: 4-Methylfluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylfluorene(1556-99-6)
• EPA Substance Registry System: 4-Methylfluorene(1556-99-6)

Safety Data

• Hazardous Substances Data: 1556-99-6(Hazardous Substances Data)

Usage

Chemical Description

4-methylfluorene is a condensed aromatic nucleus obtained from the cyclodehydrogenation of 2,2’-dimethylbiphenyl.

InChI:InChI=1/C14H12/c1-10-5-4-7-12-9-11-6-2-3-8-13(11)14(10)12/h2-8H,9H2,1H3

Upstream product

• 4269-05-0 4-methyl-9H-fluoren-9-one 
• 874530-20-8 4-methyl-1,4,4a,9a-tetrahydro-fluorene 
• 605-39-0 2,2'-dimethyl-1,1'-biphenyl 
• 1859-10-5 4-methylfluoren-9-ol 
• 57568-95-3 2’,6-dimethyl-[1,1’-biphenyl]-2-amine 
• 954-16-5 2,4,6-Trimethylbenzophenon 
• 91612-00-9 2,7-bis(tert-butyl)-4-methyl fluorene 
• 86659-18-9 4a-methyl-4aH-fluorene 
• 6954-55-8 fluorene-4-carboxylic acid 
• 107456-41-7 4-Chlormethylfluoren 
• 694-80-4 2-bromo-1-chlorobenzene 
• 21450-64-6 (2,6-dimethylphenyl)magnesium bromide 
• 615-41-8 2-iodochlorobenzene 
• 136859-32-0 toluene-4-sulfonic acid 2-iodo-phenyl ester 

Downstream Products

• 186131-58-8 bis-(4-methyl-9H-fluoren-9-yl)-diphenyl-silane 

Relevant articles and documents

Annulative tandem reactions based on Pd0/tBu3P- catalyzed cross-coupling and C(sp3)-H bond activation

(Chemical Equation Presented) All together now: Pd0/tBu 3P-catalyzed annulative tandem reactions of 1,2-dihalobenzenes were carried out with hindered Grignard reagents. This new type of tandem reaction is believed to occur through cross-coupling followed by cyclization with C(sp 3)-H bond activation as the key step and allows one-step access to potentially useful substituted fluorenes in high yield from readily available 1,2-dibromobenzenes and 1-bromo-2-iodobenzene.

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.

Synthesis of Fluorenes Starting from 2-Iodobiphenyls and CH2Br2 through Palladium-Catalyzed Dual C-C Bond Formation

A facile and efficient approach is developed for the synthesis of fluorene and its derivatives starting from 2-iodobiphenyls and CH2Br2. A range of fluorene derivatives can be synthesized under relatively mild conditions. The reaction proceeds via a tandem palladium-catalyzed dual C-C bond formation sequence through the key dibenzopalladacyclopentadiene intermediates, which are obtained from 2-iodobiphenyls through palladium-catalyzed C-H activation.