6301-40-2

Usage

Chemical structure

A naphthalene ring with a carboxylic acid and an acetoxy group attached at different positions.

Classification

Aromatic carboxylic acid derivative.

Functional groups

Carboxylic acid and acetoxy group.

Applications

Used as a building block for the synthesis of various pharmaceuticals and agrochemicals.

Biological activities

Exhibits a variety of biological activities.

Role

Valuable intermediate in the production of other organic compounds.

Importance

Plays a crucial role in the development of new drugs and materials in the pharmaceutical and chemical industries.

InChI:InChI=1/C13H10O4/c1-8(14)17-12-10-5-3-2-4-9(10)6-7-11(12)13(15)16/h2-7H,1H3,(H,15,16)

Upstream product

• 108-24-7 acetic anhydride 
• 86-48-6 1-hydroxy-2-naphthoic acid 

Downstream Products

• 64-19-7 acetic acid 
• 86-48-6 1-hydroxy-2-naphthoic acid 

Relevant academic research and scientific papers

Membrane-permeable Mn(III) complexes for molecular magnetic resonance imaging of intracellular targets

Intracellular compartments make up roughly two-thirds of the body, but delivery of molecular imaging probes to these spaces can be challenging. This situation is particularly true for probes designed for detection by magnetic resonance imaging (MRI), a hi

Importance of equilibrium fluctuations between most stable conformers in the control of the reaction mechanism

Hydrolysis of closely related compounds show how subtle structural differences markedly change reaction mechanisms. While in the hydrolysis of 3-acetoxy-2-naphthoic acid (3AC2NA) the reacting groups rotate freely, favoring intramolecular general base catalysis, the 1-acetoxy-2-naphthoic acid (1AC2NA) isomer is caged in an energy wall that freezes a conformation suitable for intramolecular nucleophilic attack, in contrast to the results expected for reactions governed largely by electronic effects. The results highlight the importance of the dynamics of equilibrium fluctuations between most stable conformers in the control of the reaction mechanism, (i) promoting the nucleophilic attack in 1AC2NA by allowing the most stable conformers to equilibrate only via rotation in a direction that intercepts the reaction coordinate and (ii) favoring a general base-catalyzed water attack in 3AC2NA by favoring equilibration via rotation that allows inclusion of a water molecule in a proper position for reaction.