50337-75-2

Basic information

• Product Name: 1-(tert-butoxy)naphthalene
• Synonyms: 1-(tert-butoxy)naphthalene;1-(1,1-Dimethylethoxy)naphthalene;1-Naphtyl tert-butyl ether
• CAS NO: 50337-75-2
• Molecular Formula: C₁₄H₁₆O
• Molecular Weight: 200.27624
• EINECS: 256-549-3
• Mol File: 50337-75-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 302.8°C at 760 mmHg
• Flash Point: 117.9°C
• Appearance: /
• Density: 1.016g/cm³
• Vapor Pressure: 0.00173mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: 1-(tert-butoxy)naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(tert-butoxy)naphthalene(50337-75-2)
• EPA Substance Registry System: 1-(tert-butoxy)naphthalene(50337-75-2)

Safety Data

• Hazardous Substances Data: 50337-75-2(Hazardous Substances Data)

Usage

General Description

1-(tert-butoxy)naphthalene is a chemical compound that consists of a naphthalene core with a tert-butoxy group attached to it. It is commonly used as a solvent, as it has low toxicity and high solvency power. The tert-butoxy group provides steric hindrance, which can make the compound more stable and less reactive. This chemical is often used in organic synthesis and as a component of specialty coatings, adhesives, and sealants. It is important to handle 1-(tert-butoxy)naphthalene with caution, as it can be harmful if it comes into contact with skin or if it is inhaled. Additionally, it has the potential to cause environmental harm, so proper disposal and handling procedures should be followed.

InChI:InChI=1/C14H16O/c1-14(2,3)15-13-10-6-8-11-7-4-5-9-12(11)13/h4-10H,1-3H3

Upstream product

• 614-45-9 tert-Butyl peroxybenzoate 
• 703-55-9 1-naphthylmagnesiumbromide 
• 90-15-3 α-naphthol 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 
• 90-11-9 1-Bromonaphthalene 
• 19616-28-5 2,2′4,4′-tetramethyldiphenylamine 
• 865-48-5 sodium t-butanolate 
• 507-19-7 t-butyl bromide 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

A convenient synthesis of tert-butyl ethers under microwave condition

Synthesis of tert-butyl ethers from various alcohols and substituted phenols can be achieved using tert-butyl bromide in the presence of basic lead carbonate as a catalyst under microwave irradiation in absence of solvent. The catalyst is easily recovered via filtration and reused up to three times without appreciable loss of activity.

Alcohols and di-tert-butyl dicarbonate: How the nature of the Lewis acid catalyst may address the reaction to the synthesis of tert-butyl ethers

The reaction between alcohols and Boc2O leads to the formation of ferf-butyl ethers and/or Boc-alcohols, depending on the nature of the Lewis acid catalyst. Product distribution is mainly tuned by the anionic part of the salt. Perchlorates and Inflates, anions with highly delocalized negative charge, give prevalent or exclusive ether formation. On the other hand, Boc alcohols are the main or exclusive products with un-delocalized isopropoxide or low-delocalized acetate ions. The metal ion influences only the reaction rate, roughly following standard parameters for calculating Lewis acidity. A reaction mechanism is supposed, and a series of experimental evidences is reported to support it. These studies allowed us to conclude that, to synthesize tert-butyl ethers, in reactions involving aliphatic alcohols, Mg(ClO4) 2 or Al(ClO4)3 represents the best compromise between costs and efficiency of the reaction, while, in reactions involving phenols, Sc(OTf)3 is the best choice, since aromatic tert-butyl ethers are not stable in the presence of perchlorates.