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

• 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 
• 42101-92-8 2-naphthylmethyl methyl ether 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 624-31-7 4-tolyl iodide 
• 581-96-4 2-naphthylacetic acid 
• 68299-58-1 β-naphthylmethyl phenyl ether 
• 930-69-8 sodium thiophenolate 
• 2506-41-4 1-chloromethylnaphthalene 
• 110-82-7 cyclohexane 
• 286-85-1 1H-cyclopropa[b]naphthalene 
• 114132-37-5 1-naphthylmethyl-2-naphthylmethyl sulfide 

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.

Ni-Catalyzed Iterative Alkyl Transfer from Nitrogen Enabled by the in Situ Methylation of Tertiary Amines

Current methods to achieve transition-metal-catalyzed alkyl carbon-nitrogen (C-N) bond cleavage require the preformation of ammonium, pyridinium, or sulfonamide derivatives from the corresponding alkyl amines. These activated substrates permit C-N bond cleavage, and their resultant intermediates can be intercepted to affect carbon-carbon bond-forming transforms. Here, we report the combination of in situ amine methylation and Ni-catalyzed benzalkyl C-N bond cleavage under reductive conditions. This method permits iterative alkyl group transfer from tertiary amines and demonstrates a deaminative strategy for the construction of Csp3-Csp3 bonds. We demonstrate PO(OMe)3 (trimethylphosphate) to be a Ni-compatible methylation reagent for the in situ conversion of trialkyl amines into tetraalkylammonium salts. Single, double, and triple benzalkyl group transfers can all be achieved from the appropriately substituted tertiary amines. Transformations developed herein proceed via recurring events: The in situ methylation of tertiary amines by PO(OMe)3, Ni-catalyzed C-N bond cleavage, and concurrent Csp3-Csp3 bond formation.

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.