3300-17-2

Usage

Uses

Used in Organic Synthesis:
9-METHYL-9H-FLUORENE-9-CARBOXYLIC ACID is used as a building block in organic synthesis for the preparation of various organic compounds. Its unique structure and functional groups make it a versatile component in the synthesis of complex molecules and materials.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 9-METHYL-9H-FLUORENE-9-CARBOXYLIC ACID is used as a key intermediate in the development of new drugs and pharmaceutical agents. Its potential biological and pharmacological activities have been studied, and it has shown promise in the design and synthesis of novel therapeutic agents.
Used in Chemical Research:
9-METHYL-9H-FLUORENE-9-CARBOXYLIC ACID is also utilized in chemical research to explore its properties and reactivity. This knowledge can contribute to the advancement of chemical science and the development of new synthetic methods and techniques.
Overall, 9-METHYL-9H-FLUORENE-9-CARBOXYLIC ACID is an important chemical with various applications in the fields of chemistry and pharmaceuticals, making it a valuable resource for researchers and scientists.

InChI:InChI=1/C15H12O2/c1-15(14(16)17)12-8-4-2-6-10(12)11-7-3-5-9-13(11)15/h2-9H,1H3,(H,16,17)

Upstream product

• 117826-00-3 3-nitrophenyl 9-methylfluorene-9-carboxylate 
• 82102-38-3 2,4-dinitrophenyl 9-methyl-fluorene-9-carboxylate 
• 82117-96-2 4-nitrophenyl 9-methyl-fluorene-9-carboxylate 

Downstream Products

• 62731-52-6 9-Methylfluoren-9-carbonsaeureethylester 
• 2523-37-7 9-methylfluorene 
• 82102-37-2 9-methyl-9H-fluorene-9-carbonyl chloride 
• 1285695-27-3 N-hexyl-2-(4-methoxyphenyl)-2-oxoacetamide 
• 4425-82-5 9-methylene-fluorene 

Relevant academic research and scientific papers

The E1cb Route for Ester Hydrolysis; Volumes of Activation as an Additional Criterion of Mechanism

Hydrolyses of esters which possess an acidic proton at the α or vinylogous position can, in principle, hydrolyse by the E1cb route via a ketenoid intermediate.To the kinetic evidence for such a mechanism in the hydrolyses of 4-hydroxybenzoates, malonates, acetoacetates and fluorenecarboxylates is now added the further criterion of volumes of activation.Values of ΔV(excit.) for reactions proceeding by the E1cb route are positive and contrast with the negative values associated with hydrolyses by the more usual BAc2 mechanism.

EFFECT OF AN AROMATIC ESTER CONJUGATE BASE ON E1cB ESTER HYDROLYSIS. ALKALINE HYDROLYSIS OF FLUORENE-9-CARBOXYLATE ESTERS

A series of alkyl and substituted-aryl esters of fluorene-9-carboxylic acid have been synthesised and their alkaline hydrolyses studied.The pH profiles for hydrolysis indicated substrate ionisation at higher pH values (confirmed by spectral studies) and kinetic pK values for a number of these esters were obtained at 25 deg C.At high pH (pKa) the rate of hydrolysis became independent of pH with the observed rate constant in this high pH plateau region being called k'.A plot of logarithm (to base 10) of k' versus pKa of the conjugate acid of the appropriate leaving group consisted of two limbs, A and B, flanking a minimum.The slopes of the plots described above for regions A and B were -1.01+/-0.05 and +0.11+/-0.01 respectively.Region A, of high negative slope, was shown to correspond to an E1cB reaction of the title esters on the basis of linear free energy relationship arguments, the solvent deuterium kinetic isotope effect, activation parameters, and comparison with the 9-methyl-blocked analogues, as well as by the observation of saturation kinetics in aniline buffers at low pH.Region B was shown to correspond to a rate-determining step of attack of hydroxide ion on the limiting amount of ester in its neutral form.The low eliminative reactivity of fluorene ester anions was discussed along with factors considered in the literature for explaining elimination rates of ester anions.