7314-86-5

Usage

Uses

Used in Flame Retardants:
Tricyclo[3.3.1.13,7]decane, 1,3,5,7-tetrabromis used as a key building block in the production of flame retardants. Its high thermal and chemical stability contribute to the effectiveness of these flame retardants in preventing the spread of fire in various materials.
Used in Pharmaceuticals:
In the pharmaceutical industry, Tricyclo[3.3.1.13,7]decane, 1,3,5,7-tetrabromserves as an important intermediate in the synthesis of various drugs. Its unique structure allows for the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemicals:
Tricyclo[3.3.1.13,7]decane, 1,3,5,7-tetrabromis also utilized as a building block in the synthesis of agrochemicals. Its properties make it suitable for the development of new pesticides and other agricultural chemicals that can improve crop protection and yield.
Used in Industrial Applications:
Due to its high thermal and chemical stability, Tricyclo[3.3.1.13,7]decane, 1,3,5,7-tetrabromis employed in various industrial applications. It can be used as a component in the production of materials with specific properties, such as high-temperature resistance or chemical resistance, for use in different industries.

Upstream product

• 707-34-6 1,3,5-tribromoadamantane 
• 281-23-2 adamantane 
• 768-90-1 1-Adamantyl bromide 

Downstream Products

• 16004-75-4 1,3,5,7-tetrakis(phenyl)adamantane 
• 75476-36-7 1,3,5,7-tetranitroadamantane 
• 1029302-61-1 1,3,5,7-tetrakis(4-methoxyphenyl)adamantane 
• 94616-58-7 adamantane-1,3,5,7-tetranitrate 
• 16080-28-7 1,3,5,7-Tetracyclohexyl-adamantan 

Relevant academic research and scientific papers

Synthesis and properties of multiarmed geminis

Three families of multiarmed and multicationic gemini surfactants, having pentaerythritol, dipentaerythritol, or adamantane cores, were synthesized and examined for their colloidal properties in water. Geminis with four or six six-carbon chains are highly water-soluble and do not self- assemble. But surface tension and conductivity measurements show that the geminis with four or six eight-carbon chains form micelles in the 3-6 mM range (compared to 0.5 M for a corresponding surfactant with a single chain). According to dynamic light scattering, these micelles are small (30 A diameter); no evidence of dendritic growth below 25 mM is evident. Geminis with four or six 12-carbon chains are too water-insoluble to examine for micelle formation. It is concluded the outward projection of the hydrocarbon chains in water greatly enhances the propensity of the surfactants to self- assemble. Micellar growth is seemingly restricted by chain pairing, chain looping, and associative ring formation. Since the aggregates have, despite these effects, greater residual water-hydrocarbon contact than found in typical micelles, water solubility of surfactants having longer chains is impaired.

Exhaustive One-Step Bridgehead Methylation of Adamantane Derivatives with Tetramethylsilane

A methylation protocol of adamantane derivatives was investigated and optimized using AlCl3 and tetramethylsilane as the methylation agent. Substrates underwent exhaustive methylation of all available bridgehead positions with yields ranging from 62 to 86 %, and up to six methyl groups introduced in one step. Scaling-up of the reaction was demonstrated by performing the >40 gram-scale synthesis of 1,3,5,7-tetramethyladamantane with 62 % yield. For several substrates, rearrangements were observed, as well as cleavage of functional groups or Csp3?Csp2 bonds or even cyclohexyl-adamantyl bonds. Based on mechanistic studies, it is suggested that a reactive methylation complex is formed from tetramethylsilane and AlCl3. X-ray diffraction structures of hexamethylated bis-adamantyls reveal elongation or widening of sp3 carbon bonds between adamantyl moieties to 1.585(3) ? and 125.26(9)° due to repulsive H???H contacts.

Synthesis and Properties of Tetranitro-Substituted Adamantane Derivatives

Several new nitro-substituted adamantane compounds based on adamantane-1,3,5,7-tetrol were synthesized and the previously only briefly reported tetranitrate was reinvestigated. The materials were completely characterized by spectroscopic methods including some by X-ray diffraction. The energetic properties, thermal stabilities, and sensitivities of the nitrocarbamate, nitrocarbamate salt, and nitrate were determined and compared to current composites in terms of potential high-energy dense oxidizers (HEDOs). Furthermore, the enthalpies of all compounds were calculated, and their energetic performances investigated by using the EXPLO5 code.

Tetrakis(dimethoxyphenyl)adamantane (TDA) and its inclusion complexes in the crystalline state: A versatile carrier for small molecules

Molecular storage solutions for incorporating small molecules in crystalline matrices are of interest in the context of structure elucidation, decontamination, and slow release of active ingredients. Here we report the syntheses of 1,3,5,7-tetrakis(2,4-dimethoxyphenyl)adamantane, 1,3,5,7-tetrakis(4-methoxyphenyl)adamantane, 1,3,5,7-tetrakis(4-methoxy-2-methylphenyl)adamantane, and 1,3,5,7-tetrakis(4-methoxy-2-ethylphenyl)adamantane, together with their X-ray crystal structures. All four compounds crystallize readily. Only the octaether shows an unusual level of (pseudo)polymorphism in its crystalline state, combined with the ability to include a number of different small molecules in its crystal lattices. A total of 20 different inclusion complexes with guest molecules as different as ethanol or trifluorobenzene were found. For nitromethane and benzene, schemes for uptake and release are presented.

Novel halogen-free flame retardants based on adamantane for polycarbonate

A novel series of flame retardants (FRs) containing phosphate moieties attached to a bridgehead-substituted adamantane, 1-(diphenyl phosphate) adamantane (DPAd), 1,3-bis(diphenyl phosphate) adamantane (BDPAd), 1,3,5-tris(diphenyl phosphate) adamantane (TD

Control of active semiconducting layer packing in organic thin film transistors through synthetic tailoring of dielectric materials

Apart from the development of new dielectric and semiconductor materials, the semiconductor-dielectric interface study is also very important for the optimum performance of organic thin film transistors (OTFTs). Herein, we have reported the detailed synthesis of a whole new family of dielectric materials which are 1,3,5,7-tetrabromoadamantane; 1,3,5,7-tetrachloroadamanatane; 1,3,5,7-tetraiodoadamantane and 1,3,5,7-tetrauraciladamantane (AdUr 4). The unique ability of these molecules to undergo supramolecular thin film formation at low temperature, was analysed for their potential use as an insulator in organic electronic devices. Owing to the good leakage current density property shown by AdUr4 dielectric material it was further employed as a gate dielectric in regioregular poly(3-hexylthiophene), (P3HT) based OTFT. This OTFT device which was fabricated on a flexible PI plastic substrate has shown a good on/off current ratio (e.g., 2.18 × 10 4) and high mobility (e.g., 0.15 cm2 V-1 s -1). The semiconductor-dielectric interface study, has revealed that the AdUr4 gate dielectric layer has guided the P3HT molecular chain domains to undergo edge-on orientation, which is the charge transport direction in OTFTs. In this process, the grazing incidence X-ray diffraction (GI-XRD) analysis and AFM study was also employed.

CHELATORS, PARAMAGNETIC CHELATES THEREOF AND THEIR USE AS CONTRAST AGENTS IN MAGNETIC RESONANCE IMAGING (MRI)

The present invention relates to chelators, in particular to chelators which are capable of forming complexes, i.e. paramagnetic chelates, with paramagnetic metal ions. The invention also relates to said paramagnetic chelates, said paramagnetic chelates l

Photochemical preparation of 1,3,5,7-tetracyanoadamantane and its conversion to 1,3,5,7-tetrakis(aminomethyl)adamantane

Matrix presented. New adamantane derivatives 1 and 2 that bear functionalized one-carbon extensions at all four bridgehead positions have been prepared. Radical nucleophilic substitution (SRN1) reaction of 1,3,5,7-tetrabromoadamantane with cyan

Oxidation of Primary Amines by Dimethyldioxirane

Dimethyldioxirane oxidizes primary amines rapidly, and generally in high yield, to the corresponding nitro compounds.The method can also be used to syntesize polynitro compounds.

The Isomerisation of Homoadamantane-3-carboxylic Acid into Homoadamantane-1-carboxylic Acid

It is shown by D-, 13C-, and double labelling experiments that the title isomerisation 2 -> 3 under Koch-Haaf conditions is due to reversible decarbonylation followed by intermolecular hydride transfer between the bridgehead positions of the two bridgehead homoadamantane cations and homoadamantane derivatives.The isomerisation is accompanied by complete equilibration of an isotopically labelled methylene group over all possible positions.This is due to the known adamantylmethyl-3-homoadamantyl cation rearrangement which is likewise occuring.In contrast to hydride transfer reactions in the adamantyl system the methylene groups of the homoadamantyl system are not participating in the hydride transfer between the bridgehead positions.