10509-15-6

Basic information

• Product Name: tricyclo[3.3.1.1~3,7~]decane, 1,1'-(1,4-phenylene)bis-
• Synonyms: 1,1'-(1,4-phenylene)diadamantane;tricyclo[3.3.1.1~3,7~]decane, 1,1'-(1,4-phenylene)bis-;MFCD00220386;1,4-DI(ADAMANTAN-1-YL)BENZENE
• CAS NO: 10509-15-6
• Molecular Formula: C₂₆H₃₄
• Molecular Weight: 346.56
• Mol File: 10509-15-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tricyclo[3.3.1.1~3,7~]decane, 1,1'-(1,4-phenylene)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: tricyclo[3.3.1.1~3,7~]decane, 1,1'-(1,4-phenylene)bis-(10509-15-6)
• EPA Substance Registry System: tricyclo[3.3.1.1~3,7~]decane, 1,1'-(1,4-phenylene)bis-(10509-15-6)

Safety Data

• Hazardous Substances Data: 10509-15-6(Hazardous Substances Data)

Usage

General Description

Tricyclo[3.3.1.1~3,7~]decane, 1,1'-(1,4-phenylene)bis- is a bicyclic compound that consists of three fused cyclohexane rings and a 1,4-phenylene linker connecting two carbons in a cis configuration. It is a colorless liquid with a molecular formula of C20H24 and a molecular weight of 264.407 g/mol. This chemical compound is primarily used in the production of fragrances and flavors due to its unique structure and aromatic properties. It is also commonly used as a building block in organic synthesis and pharmaceutical research to create new compounds with diverse properties and applications.

Upstream product

• 768-95-6 1-adamanthanol 
• 71-43-2 benzene 
• 768-90-1 1-Adamantyl bromide 
• 1257309-12-8 1,4-bis(1-adamantyl)cyclohex-2-ene-1,4-diol 
• 780-68-7 1-phenyladamantane 

Downstream Products

• 768-95-6 1-adamanthanol 
• 32314-61-7 1-nitroxyadamantane 

Relevant articles and documents

Indium-catalyzed Friedel-crafts Alkylation of monosubstituted benzenes by 1-bromoadamantane

Indium salts such as InCl3 and InBr3 (ca. 1-5 mol%) efficiently catalyzed the Friedel-Crafts reaction of 1-bromoadamantane with benzene and monosubstituted benzenes to give 1-adamantyl benzenes. Indium bromide enabled faster reaction

Palladium-Catalyzed Coupling Reactions of 1-Bromoadamantane with Styrenes and Arenes

The palladium-catalyzed reaction of 1-bromoadamantane (1-Br) with styrene and donor-substituted styrenes gave the corresponding Heck-type coupling products 3a and b, and 5a and b in moderate yields (15-41percent), while the reaction of 1-Br with various arenes 6a-p under palladium catalysis gave the corresponding adamantyl-substituted arenes 7a-p in good to excellent yields (35-98percent). - Keywords: cross-coupling reactions; metal-catalyzed/adamantylation of styrene and alkenes/arylation of 1-bromoadamantane/Heck reaction; palladium catalysis