14093-86-8

Usage

Uses

Used in Flavor and Fragrance Industry:
Naphthalene, 1-methoxy-2-methyl(6CI,7CI,8CI,9CI) is used as a flavoring agent for its distinctive sweet scent and taste, enhancing the sensory experience of various foods and beverages. Its unique aromatic properties make it a valuable ingredient in creating complex and appealing flavor profiles.
Used in Perfumery:
In the perfumery industry, Naphthalene, 1-methoxy-2-methyl(6CI,7CI,8CI,9CI) is utilized as a component in the formulation of fragrances and perfumes. Its strong, sweet odor contributes to the creation of long-lasting and pleasant scents, adding depth and character to perfume compositions.
Used as a Precursor in Organic Synthesis:
Naphthalene, 1-methoxy-2-methyl(6CI,7CI,8CI,9CI) also serves as a precursor in the synthesis of other organic compounds. Its chemical structure allows for further reactions and modifications, making it a versatile building block in the production of various chemical products, including pharmaceuticals, agrochemicals, and specialty chemicals.

Upstream product

• 7469-77-4 2-methylnaphthalen-1-ol 
• 77-78-1 dimethyl sulfate 
• 90-15-3 α-naphthol 
• 36336-08-0 methyl hypofluorite 
• 91-57-6 2-Methylnaphthalene 
• 2216-69-5 1-Methoxynaphthalene 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 

Downstream Products

• 59340-13-5 4-Benzoyl-1-methoxi-2-methyl-naphthalin 
• 59340-15-7 1-Acetoxy-4-benzyl-2-methyl-naphthalin 
• 59340-14-6 4-Benzyl-1-methoxy-2-methylnaphthalin 
• 56381-60-3 4-Benzyl-2-methyl-1-naphthol 
• 58-27-5 menadione 

Relevant academic research and scientific papers

Synthesis and C 14 labeling of mitoclomine

N,N di-2-chloroethyl 4-amino 2-methyl 1-methoxy naphthalene is labelled with 14C on two different positions: uniformly on the four carbons of the dichloroethyl group by means of radioactive ethylene oxide; and on the carbon of the methoxy group

NMR and calculational studies on the regioselective lithiation of 1-methoxynaphthalene

1-Methoxynaphthalene (1) undergoes regioselective lithiation in position 2 (n-BuLi/TMEDA) or in position 8 (t-BuLi), respectively. The detected formation of a n-BuLi/1 complex (1:1 n-BuLi/1 mixture) appears to have only minor influence on the regioselectivity (both products are obtained). The exchange of hydrogen atom H2 by deuterium results in a remarkably reduced reaction rate for the lithiation with n-BuLi in THF-d8. This isotope effect and the formation of the thermodynamically less favorable 2-lithio compound suggest a kinetically controlled mechanism. The lack of an isotope effect for the reaction of 8-deuterio-1-methoxynaphthalene with t-BuLi and the formation of the thermodynamically preferred 8-lithiated product indicate a thermodynamically controlled mechanism. Slow conversion of the 2- into the 8-lithiated species (at higher temperatures) gives further evidence that n-BuLi and t-BuLi afford the kinetically and thermodynamically preferred products, respectively.

Preparation of 2-Alkyl-1-naphthols and 1-Alkyl-2-naphthols

C-Alkylation of 1-naphthol and 2-naphthol with n-butyllithium and dialkyl sulphate easily afford 2-alkyl-1-naphthols and 1-alkyl-2-naphthols respectively in relatively good yields.