172033-75-9

Usage

Common uses

Fragrance and flavoring agent in perfumes, soaps, and cosmetics
Intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds

Potential applications

Antimicrobial agent
Precursor for the production of various polymers

Health and environmental risks

May pose potential risks, requiring proper handling and disposal methods.

Upstream product

• 139-02-6 sodium phenoxide 
• 172033-73-7 4-fluoro-1-naphthalenecarbaldehyde 
• 111-34-2 -butyl vinyl ether 
• 666829-63-6 phenyl 2-ethynylbenzoate 
• 23084-88-0 diphenylmethyl vinyl ether 
• 7770-45-8 4-hydroxy-1-naphthaldehyde 
• 98-80-6 phenylboronic acid 
• 205250-12-0 2-[(trimethylsilanyl)ethynyl]benzoic acid 
• 108-95-2 phenol 
• 666829-81-8 phenyl 2-(2-trimethylsilylethynyl)benzoate 
• 321-38-0 1-Fluoronaphthalene 

Downstream Products

• 788825-55-8 4-phenoxynaphthalenylmethanol 
• 192213-94-8 4-phenoxynaphthalenylacetonitrile 

Relevant academic research and scientific papers

Synthesis of naphthalene derivatives through platinum(II)-catalyzed reaction of 2-alkynylbenzoates with vinyl ethers

A concise method for the preparation of 1-acyl-4-alkoxy- or 1-acyl-4-alkylsulfanylnaphthalenes has been developed by the PtCl 2-catalyzed reaction of o-ethynylbenzoates or benzothioates with vinyl ethers. Treatment of o-alkynylbenzoate derivatives with PtCl2 generated the platinum(II)-containing carbonyl ylides as a key reactive intermediate and these species reacted with vinyl ethers to give substituted naphthalenes in good yields. The presence of the platinum-containing carbonyl ylide was confirmed by NMR analyses of the mixture of o-ethynylbenzoate and [PtCl2(H2C=CH2)]2. Furthermore, it was suggested that the naphthalene derivatives were produced by [3+2] cycloaddition of the ylide species with vinyl ethers, followed by 1,2-alkyl migration of the generated platinum-carbene intermediates. Georg Thieme Verlag Stuttgart.

Exploring the structure-activity relationship of the ethylamine portion of 3-iodothyronamine for rat and mouse trace amine-associated receptor 1

3-Iodothyronamine (1, T1AM) is a naturally occurring derivative of thyroid hormone that can potently activate the orphan G protein-coupled receptor (GPCR) known as the trace amine-associated receptor 1 (TAAR 1). We have previously found that modifying the outer ring of the phenoxyphenethylamine core scaffold of 1 can improve potency and provide potent agonists. In this study, we explored the tolerance of rat and mouse TAAR 1 (rTAAR1 and mTAAR1) for structural modifications in the ethylamine portion of 1. We found that incorporating unsaturated hydrocarbon substituents and polar, hydrogen-bond-accepting groups were beneficial for rTAAR1 and mTAAR1, respectively, providing compounds that were equipotent or more potent than 1. Additionally, we have discovered that a naphthyl group is an excellent isosteric replacement for the iodophenyl ring of 1.

Platinum(II)-Catalyzed Reaction of 2-Alkynylbenzoates or Benzothioates with Vinyl Ethers: A Concise Method for Synthesis of 1-Acyl-4-alkoxy- or 1-Acyl-4-alkylsulfanylnaphthalene Derivatives

(Matrix presented) A concise method for the preparation of 1-acyl-4-alkoxy- or 1-acyl-4-alkylsulfanylnaphthalenes has been developed by the reaction of o-ethynylbenzoates or benzothioates with vinyl ethers, in the presence of a catalytic amount of PtCl2. It is proposed that the reaction proceeds through [3 + 2]-cycloaddition of the platinum-containing carbonyl ylides followed by 1,2-alkyl migration.