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Why is adamantane so stable?

Why is adamantane so stable?

Adamantane is the most stable isomer of C10H16. The spatial arrangement of carbon atoms in the adamantane molecule is the same as in the diamond crystal. This similarity led to the name adamantane, which is derived from the Greek adamantinos (relating to steel or diamond).

What is the point group of adamantane?

Adamantane is a small hydrocarbon molecule with pure sp3 hybridized carbon atoms arranged in a tetrahedral point group, often referred to as a diamondoid.

Is adamantane aromatic?

Degeneracy in energy of the bridged atoms, uniformity and magnitude of their shared charge distinguish the dications 1,3-adamantyl and the 1,3-dehydro-5,7-adamantanediyl. However, both are aromatic as well as the 1,3-dehydro-5,7-diboroadamantane.

Who discovered adamantane?

Adamantane (formally tricyclo[3.3. 1.13,7]decane) is an exquisitely symmetrical hydrocarbon that was originally isolated from petroleum in 1933 by the Czech researchers S. Landa and V. Machacek.

How do you make cubane?

Synthesis. Allylic bromination with N-bromosuccinimide in carbon tetrachloride followed by addition of molecular bromine to the alkene gives a 2,3,4-tribromocyclopentanone. Treating this compound with diethylamine in diethyl ether causes elimination of two equivalents of hydrogen bromide to give the diene product.

How many signals do you expect in 13C NMR spectrum of adamantane?

How many signals do you expect in 13C NMR spectrum of adamantane? The nuclear magnetic resonance (NMR) spectrum of adamantane consists of two poorly resolved signals, which correspond to sites 1 and 2 (see picture below).

How many rings does adamantane have?

three chair
Adamantane (Fig. 1) is comprised of three chair cyclohexane rings. [Although you may see four, formation of three rings consumes all of the carbon atoms.

What is c10h160?

The molecular formula C10H16O (molar mass : 152.24 g/mol) may refer to: Camphor. Carveol. Citral, or the related neral or gerania.

What is the mechanism of action of amantadine?

Mechanism of Action Amantadine is a weak, non-competitive antagonist of the NMDA receptor, which increases dopamine release and prevents dopamine reuptake.

Why is cubane so unstable?

Before its synthesis, researchers believed that cubic carbon-based molecules could only exist in theory. It was believed that cubane would be impossible to synthesize because the unusually sharp 90-degree bonding angle of the carbon atoms would be too highly strained and hence unstable.

Is cubane real?

Cubane (C8H8) is a synthetic hydrocarbon molecule that consists of eight carbon atoms arranged at the corners of a cube, with one hydrogen atom attached to each carbon atom. A solid crystalline substance, cubane is one of the Platonic hydrocarbons and a member of the prismanes.

How many nuclear spin states are allowed for the 13C nucleus?

½ spin states
Most of the section will discuss mainly 1H or ‘proton’ spectroscopy but the most popular nuclei in NMR are 13C, 1H, 19F, 14N, 17O, 31P. These are nuclei of particular interest because they have ½ spin states. Nuclei with spin, or an angular moment, have an associated magnetic moment.

What is the solubility of adamantane in methanol?

The adamantane-containing amphiphilic ionic liquids with [FSA]− and [NTf 2] − counterions have excellent solubilities in organic solvents, such as DMSO, methanol, acetone, ethyl acetate, chloroform, and benzene, with different polarities.

What is the structure of adamantane?

Adamantane (tricyclo [3,3,1,1]decane, C10 H 16) has a saturated hydrocarbon cyclic tetrahedral structure with its 10 carbons bonded as in diamond. Adamantane has many useful chemical and physical properties owing to its peculiar structure.

How do you prepare clear aqueous solutions of adamantane?

Clear aqueous solutions of the adamantane-containing amphiphilic ionic liquids and compounds (0.050–0.020 wt%) were prepared by dissolving them in hot water and incubating the obtained solution in a refrigerator at ~5 °C for at least 24 h.

How to prepare 1-aminoadamantane from methanol?

1-Aminoadamantane hydrochloride was added to 200 mL of methanol containing 8 g of sodium hydroxide, and the solution was stirred with heating for 2 h. Then, the solvent was removed by rotary evaporation and the residue was washed at least thrice with water to recover 1-aminoadamantane as a white solid.