32501-33-0

Upstream product

• 3002-30-0 methyl 9H-fluorene-9-carboxylate 
• 186581-53-3 diazomethane 
• 124-38-9 carbon dioxide 
• 101282-12-6 9-chloromethyl-9-ethylfluorene 
• 157757-92-1 9-(chloromethyl-d2)-9-ethylfluorene 
• 2294-77-1 9-ethyl-9-fluorenecarboxylic acid 
• 74-96-4 ethyl bromide 
• 57643-27-3 fluorene-9-carboxylic acid methyl ester; lithium enolate 
• 32501-29-4 9-Methoxy-9-vinylfluoren 
• 7029-48-3 9-ethyl-9H-fluoren-9-ol 
• 486-25-9 9-fluorenone 
• 92496-21-4 9-hydroxy-9-vinylfluorene 
• 157757-85-2 9-ethyl-9-methoxyfluorene 

Downstream Products

• 102168-23-0 3-(9-ethyl-fluoren-9-yl)-pentan-3-ol 
• 131866-15-4 9-Hydroxymethyl-9-aethyl-fluoren 

Relevant academic research and scientific papers

Carbanions 27. Rearrangements of (9-alkyl-9-fluorenyl)-methyllithium (or cesium) and 2,2-diphenyl-3,3-dimethyl-butyllithium

A study has been made upon the products from warming various (9-alkyl-9-fluorenyl)methyllithium (or cesium) compounds in THF to near 0°C followed by carbonation. When the 9-alkyl group is ethyl, the result is chiefly the protonated product (9-alkyl-9- fluorenyl)methane; a similar product evidently is formed when the 9-alkyl group is 1-norbornyl. When the 9-alkyl group is tert-butyl, the minor product is 9-neopentylfluorene-9-carboxylic acid from a [1,2]-migration of the tert-butyl group while the major product is 9-methylfluorene-9-carboxylic acid from an intramolecular elimination as shown by deuterium labeling. When the 9-alkyl is neopentyl, the major product is 9-neopentyl-9,10-dihydro-phenanthrene-9-carboxylic acid along with some 9-neopentylphenanthrene which becomes the major product in diethyl ether solution at 35°C. 2,2-Diphenyl-3,3-dimethylbutyllithium undergoes predominantly [1,2]-phenyl migration in THF at 0°C. From an x-ray crystal study upon 9-tert-butyl-9-(chloromethyl)fluorene and 9-neopentyl-9-(chloromethyl) fluorene, it is concluded that steric acceleration is responsible for the unusual reactions of (9-alkyl-9-fluorenyl)methyllithiums when the 9-alkyl groups are tert-butyl and neopentyl.

REACTIVITY OF CARBANIONS. XXI. KINETICS OF THE REACTION OF THE ALKALI-METAL SALTS OF CH ACIDS WITH 1-HALOGENOALKANES

The kinetics of the alkylation of the alkali-metal of triphenylmethane, fluorene, 1,3-diphenylindene, fluoradene, 9-methoxycarbonylfluorene, and 9-cyanofluorene by 1-halogenoalkanes with the general formula CH3(CH2)nX, where X = Cl, Br, and I and n varies between 0 and 5, were investigated in solvents of the ether type and in dipolar aprotic solvents.It was established that the rate constant for the alkylation of the carbanions decreases with increase in n from 0 to 2.The rate constant increases with further increase in the length of the alkyl chain.The observedextremal dependence of the reaction rate on n is due to the dynamic effects of the hydrocarbon chain.