21969-45-9

Basic information

• Product Name: 1,2-Bis(2-naphtyl)ethane
• Synonyms: 1,2-Bis(2-naphtyl)ethane;2,2'-(1,2-Ethanediyl)bisnaphthalene;2,2'-Ethylenebisnaphthalene
• CAS NO: 21969-45-9
• Molecular Formula: C₂₂H₁₈
• Molecular Weight: 0
• Mol File: 21969-45-9.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Bis(2-naphtyl)ethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Bis(2-naphtyl)ethane(21969-45-9)
• EPA Substance Registry System: 1,2-Bis(2-naphtyl)ethane(21969-45-9)

Safety Data

• Hazardous Substances Data: 21969-45-9(Hazardous Substances Data)

Usage

Appearance

White to off-white powder

Solubility

Insoluble in water, soluble in organic solvents

Physical state

Solid

Uses

Building block in the synthesis of other organic compounds

Applications

Potential use in the development of materials such as liquid crystals and organic electronic devices

Significance

Unique molecular structure and properties make it valuable in organic chemistry and materials science

Chemical properties

Primarily used as a starting material for the synthesis of other compounds

Stability

Stable under normal conditions

Safety

May require specific handling and storage procedures due to its chemical nature

Upstream product

• 81263-85-6 C₃₄H₃₂S₆ 
• 1518-16-7 7,7',8,8'-tetracyanoquinodimethane 
• 91-57-6 2-Methylnaphthalene 
• 1076-67-1 2-(mercaptomethyl)naphthalene 
• 114132-36-4 Bis(2-naphthylmethyl)sulphide 
• 210759-18-5 [2]naphthylmethyl-o-tolyl ether 
• 939-26-4 2-bromomethylnaphthyl bromide 
• 186828-50-2 2-(1-bromodifluoromethyl)benzo-1,3-oxazole 
• 3017-70-7 2-bromo-3-methylbut-2-ene 
• 1592-38-7 2-Naphthalenemethanol 
• 10378-56-0 β-naphthyldiazomethane 
• 68299-58-1 β-naphthylmethyl phenyl ether 
• 67168-91-6 2-naphthylmethyl benzyl sulfone 
• 110-82-7 cyclohexane 

Relevant articles and documents

A novel Suzuki-type cross-coupling reaction of cyclopropylboronic esters with benzyl bromides

The Suzuki-type coupling reaction of cyclopropylboronic acids (esters) with benzyl bromides readily takes place by using Ag2O with KOH as the base. The reaction rate and the cross-coupling product yields of cyclopropylboronate esters of ethylene glycol or propane-1,3-diol were higher and better than those of cyclopropylboronic acids. However, the coupling reaction of the cyclopropylboronate esters of glycol with larger substituents was sluggish. The highly optically active benzyl-substituted cyclopropanes could be obtained by the coupling reactions of corresponding optically active cyclopropylboronate esters with benzyl bromides. A novel, ideal method for preparing stereo-defined benzyl-substituted cyclopropanes, especially optically active benzyl-substituted cyclopropanes, is described here.

Photolysis of naphtho[b]cyclopropene. Detection of a diradical intermediate

Photolysis of naphtho[b]cyclopropene in hydrocarbons leads to products derived from hydrogen abstraction by a diradical. Photolysis in a cryogenic matrix allows ESR detection of this diradical, which has zero field splitting parameters D/hc = 0.057, E/hc -1.

One-Shot Radical Cross Coupling Between Benzyl Alcohols and Alkenyl Halides Using Ni/Ti/Mn System

A “one-shot” cross coupling between benzyl alcohols and alkenyl halides has been established. A combination of low-valent Ti-mediated C?OH homolysis and the prominent chemistry of Ni-based radical catalysis afforded the desired cross-coupled product with good efficiency. The reaction proceeded regardless of the electronic property of benzyl alcohols, and Ar?B bond remained intact throughout the reaction. Alkenyl bromides with various substitution patterns were applicable to this reaction. Attempts for utilizing sterically demanding tri-substituted alkenes indicated that the steric hinderance mainly inhibited the radical-trapping by Ni species. This reaction can be a simple and efficient strategy for synthesizing densely substituted allylbenzene derivatives. (Figure presented.).

Low-Valent Titanium-Mediated Radical Conjugate Addition Using Benzyl Alcohols as Benzyl Radical Sources

A concise method to directly generate benzyl radicals from benzyl alcohol derivatives has been developed. The simple and inexpensive combination of TiCl4(collidine) (collidine = 2,4,6-collidine) and manganese powder afforded a low-valent titanium reagent, which facilitated homolytic cleavage of benzylic C-OH bonds. The application to radical conjugate addition reactions demonstrated the broad scope of this method. The reaction of various benzyl alcohol derivatives with electron-deficient alkenes furnished the corresponding radical adducts.