51113-41-8

Basic information

• Product Name: 1,6-bis(isopropyl)naphthalene
• Synonyms: 1,6-bis(isopropyl)naphthalene;1,6-Bis(1-methylethyl)naphthalene;1,6-Diisopropylnaphthalene
• CAS NO: 51113-41-8
• Molecular Formula: C₁₆H₂₀
• Molecular Weight: 212.33
• EINECS: 256-971-8
• Mol File: 51113-41-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 52 °C
• Boiling Point: 305.8°Cat760mmHg
• Flash Point: 142.5°C
• Appearance: /
• Density: 0.949g/cm³
• Vapor Pressure: 0.00145mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: 1,6-bis(isopropyl)naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-bis(isopropyl)naphthalene(51113-41-8)
• EPA Substance Registry System: 1,6-bis(isopropyl)naphthalene(51113-41-8)

Safety Data

• Hazardous Substances Data: 51113-41-8(Hazardous Substances Data)

Usage

General Description

1,6-bis(isopropyl)naphthalene, also known as 1,6-bis(1-methylethyl)naphthalene, is a chemical compound with the molecular formula C20H24. It is an organic compound commonly used as a fragrance ingredient in various consumer products such as air fresheners, detergents, and cosmetic products. 1,6-bis(isopropyl)naphthalene is a white to pale yellow solid with a sweet, floral odor and is insoluble in water. It is primarily synthesized from naphthalene and isopropyl alcohol through a Friedel-Crafts alkylation reaction. The compound is known for its high stability and ability to enhance and prolong the fragrance of various products. However, it is important to handle it with care and follow safety guidelines due to its potential health hazards.

InChI:InChI=1/C16H20/c1-11(2)13-8-9-16-14(10-13)6-5-7-15(16)12(3)4/h5-12H,1-4H3

Upstream product

• 91-20-3 naphthalene 
• 67-63-0 isopropyl alcohol 
• 187737-37-7 propene 

Downstream Products

• 2089-87-4 naphthalene-1,6-dicarboxylic acid 
• 24157-81-1 2,6-diisopropylnaphthalene 
• 40458-98-8 2,7-diisopropylnaphthalene 

Relevant articles and documents

The isopropylation of naphthalene over USY zeolite with FAU topology. The selectivities of the products

The isopropylation of naphthalene (NP) over USY zeolite (FAU06, SiO2/Al2O3 = 6) gave all eight possible diisopropylnaphthalene (DIPN) isomers: β,β- (2,6- and 2,7-), α,β- (1,3-, 1,6-, and 1,7-), and α,α- (1,4- and 1,5-). Th

The isopropylation of naphthalene with propene over H-mordenite: The catalysis at the internal and external acid sites

The isopropylation of naphthalene (NP) with propene over H-Mordenite (MOR) was studied under a wide range of reaction parameters: temperature, propene pressure, period, and NP/MOR ratio. Selective formation of 2,6-diisopropylnaphthalene (2,6-DIPN) was observed at reaction conditions, such as at low reaction temperature, under high propene pressure, and/or with high NP/MOR ratio. However, the decrease in the selectivities for 2,6-DIPN was observed at reaction conditions such as at high temperature, under low propene pressure, and/or with low NP/MOR ratio. The selectivities for 2,6-DIPN in the encapsulated products were remained high and constant under all reaction conditions. These results indicate that the selective formation of 2,6-DIPN occurs through the least bulky transition state due to the exclusion of the bulky isomers by the MOR channels. The decrease in the selectivities for 2,6-DIPN are due to the isomerization of 2,6-DIPN to 2,7-DIPN at the external acid sites, directing towards thermodynamic equilibrium of DIPN isomers.

Shape-selective diisopropylation of naphthalene in H-Mordenite: Myth or reality?

Selective diisopropylation of naphthalene to 2,6-diisopropylnaphthalene is a challenging goal in sustainable catalysis. Ultrastable Y and H-Mordenite zeolites are the best catalysts reported in the literature with respect to 2,6-diisopropylnaphthalene selectivity. It is generally accepted that in the case of H-Mordenite, shape-selectivity is responsible for the observed 2,6-diisopropylnaphthalene selectivity, while on Ultrastable Y-zeolite, the observed selectivity reflects the internal thermodynamic equilibrium of positional isomers. Revisiting both the experimental and the computational work in this field now leads to the conclusion that shape-selectivity of whatever kind can be ruled out in the case of H-Mordenite. H-Mordenite catalysts produce usually a kinetically controlled mixture of diisopropylnaphthalene isomers which can shift to the direction of a thermodynamical distribution at high reaction temperatures or over more active catalysts.