67013-64-3

Usage

Uses

Used in Perfumery and Cosmetics Industry:
1-(1-hydroxynaphthalen-2-yl)pentan-1-one is used as a fragrance ingredient for its pleasant odor and aromatic properties, contributing to the creation of various scents in perfumes.
Used in Pharmaceutical Industry:
1-(1-hydroxynaphthalen-2-yl)pentan-1-one is used as a potential medicinal compound due to its pharmacological properties, which are being explored for their therapeutic applications.
Used in Asymmetric Synthesis:
1-(1-hydroxynaphthalen-2-yl)pentan-1-one is used as a chiral auxiliary in asymmetric synthetic processes, aiding in the development of enantiomerically pure compounds, which are essential in various chemical and pharmaceutical applications.

Upstream product

• 4298-98-0 α-Naphthyl valerate 
• 90-15-3 α-naphthol 
• 109-52-4 valeric acid 
• 109-72-8 n-butyllithium 
• 86-48-6 1-hydroxy-2-naphthoic acid 
• 638-29-9 n-valeryl chloride 

Downstream Products

• 7469-77-4 2-methylnaphthalen-1-ol 
• 1076-26-2 1-methyl-2-naphthol 

Relevant academic research and scientific papers

Nucleophilic addition reaction with dearomatization of naphthalene ring

Various aromatic lactones have been synthesized and their regioselectivity (1,2-addition vs. 1,4- or 1,6-addition) investigated in reactions with organolithium species, particularly n-BuLi and sec-BuLi. The regioselectivity varied greatly depending on various factors, such as the bulkiness of both substrates and organolithium species, and types of solvent and cosolvent. In particular, 1,4-addition with dearomatization occurred preferentially using sec-BuLi as the nucleophile in tetrahydrofuran (THF) with hexamethylphosphoramide (HMPA) or N,N′-dimethylpropyleneurea (DMPU) as cosolvent. For sec-BuLi, the reaction was estimated to proceed through a single-electron transfer mechanism.

Stereoselective synthesis of disubstituted naphthalene-1,2- oxides

Spiroepoxy naphthalenones, obtained from the stereoselective oxidation of 2-hydroxyalkyl-1-naphthols with sodium periodate, were converted to naphthalene-1,2-oxides by reaction with methyllithium followed by Payne rearrangement.