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Organic compound (C8H8) with a cube carbon structure
Cubane is a synthetic hydrocarbon compound with the formula C8H8. It consists of eight carbon atoms arranged at the corners of a cube, with one hydrogen
Cubane
Chemical compound
shock). The octanitrocubane molecule has the same chemical structure as cubane (C8H8) except that each of the eight hydrogen atoms is replaced by a nitro
Octanitrocubane
Organic molecule whose carbon structure is a Platonic solid
tetra(trimethylsilyl)tetrahedrane, have been produced. Cubane (C8H8) has been synthesized. Although it has high angle strain, cubane is kinetically stable, due to a lack
Platonic_hydrocarbon
Chemical compound
The Das cubane is a transition metal carboxylate complex with the formula [CoO(OAc)py]4 where OAc is acetate and py is pyridine. The compound is named
Das_cubane
Chemical compound
Oh symmetry like classic cubane C8H8. The structure is that of octamethyl cubane—a carbon attached to each corner of cubane itself—having each of those
Hypercubane
Allotrope of nitrogen
nitrogen usually occurs as the diatomic molecule N2.) It can be regarded as a cubane-type cluster, where all eight corners are nitrogen atoms bonded along the
Octaazacubane
Chemical compound
cubic eight-carbon cubane molecule and closely related to octanitrocubane. Seven of the eight hydrogen atoms at the corners of the cubane molecule are replaced
Heptanitrocubane
Molecular structure which forms a cube
A cubane-type cluster is an arrangement of atoms in a molecular structure that forms a cube. In the simplest case, the eight vertices are symmetry equivalent
Cubane-type_cluster
Chemical compound
570 Å) in octafluorocubane are consistent in length with those in the parent cubane (1.572 Å). Octafluorocubane has attracted interest from theorists because
Octafluorocubane
American chemist (1936–2023)
and his fellow researchers were the first to synthesize the "impossible" cubane molecule in 1964. Philip E. Eaton was born on June 2, 1936 in Brooklyn,
Philip_Eaton
Chemical compound
compound in which one hydrogen atom in the cubane molecule is replaced by iodine. Iodocubane can be prepared from cubane-1,4-dicarboxylic acid via at least two
Iodocubane
Chemical compound
pesticide pencycuron, and pentethylcyclanone. It is also used as a precursor to cubane-1,4-dicarboxylate, which is used to synthesize other substituted cubanes
Cyclopentanone
Chemical compound
The solid can be purified by sublimation. It crystallizes as a tetrameric cubane-type cluster. It crystallises from tetrahydrofuran/pentane at −20 °C as
Potassium_tert-butoxide
Saturated hydrocarbon compound (C8H8)
structure resembling a wedge, hence the name. Cuneane may be produced from cubane by metal-ion-catalyzed σ-bond rearrangement. Similar reactions are known
Cuneane
related to the activation of cyclopropanes by transition metals. Cyclobutane Cubane Cuneane Sigma-bond metathesis Michael B. Smith, Jerry March, March's Advanced
Metal-catalyzed σ-bond rearrangement
Metal-catalyzed_σ-bond_rearrangement
Hydrocarbon compound (C6H6)
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Benzene
Chemical compound
allotrope, but that allotrope is not composed of isolated polyhedra. A cubane-type cluster, in particular, is unlikely to form, and the closest approach
White_phosphorus
Solid with six equal square faces
Lithocubus geometricus, discovered by Ernst Haeckel, has a cubic shape. Cubane is a synthetic hydrocarbon consisting of eight carbon atoms arranged at
Cube
Chemical compound
Many adducts have been characterized including the diethyl ether complexed cubane [Li4(μ3-CH2TMS)4(Et2O)2] and [Li2(μ-CH2TMS)2(TMEDA)2]. (Trimethylsilyl)methyllithium
(Trimethylsilyl)methyllithium
Any of the five regular polyhedra
Platonic hydrocarbons have been synthesised, including cubane and dodecahedrane. Tetrahedrane Cubane Dodecahedrane For the intermediate material phase called
Platonic_solid
organic compounds. XXIV. Compounds with the formula (CH)n. (d). Synthesis of cubane, (CH)8; homocubanes". Chemie en Techniek (Amsterdam). 32 (4): 120–123. Pubchem
List of chemical compounds with unusual names
List_of_chemical_compounds_with_unusual_names
Index of chemical compounds with the same molecular formula
The molecular formula C8H8 may refer to: Barrelene Benzocyclobutene (BCB) Cubane Cuneane Cyclooctatetraene Heptafulvene Octabisvalene Polystyrene, repeating
C8H8
Chemical compound
belonging to the group of compounds polycyclic hydrocarbons. Along with cubane and cuneane, octabisvalene is one of the three possible saturated C8H8 hydrocarbons
Octabisvalene
Proteins containing iron-sulfur clusters
features a four iron ions and four sulfide ions placed at the vertices of a cubane-type cluster. The Fe centers are typically further coordinated by cysteinyl
Iron–sulfur_protein
Chemical compound
and Whalen. Some compounds are named for objects seen in everyday life. Cubane, housane, and basketane were named accordingly. One synthesis of basketane
Basketane
Group of highly reactive chemical elements
"Unprecedented participation of a four-coordinate hydrogen atom in the cubane core of lithium and sodium phenolates". Chem. Commun. 49 (100): 11809–11811
Alkali_metal
Organic molecule with one or more non-aromatic all-carbon rings
alkanes include decalin, housane, and norbornane. Polycyclic alkanes include cubane, basketane, and tetrahedrane. Spiro compounds have two or more rings that
Alicyclic_compound
Chemical compound
and a tetramer, tert-butyllithium exists exclusively as a tetramer with a cubane structure. Bonding in organolithium clusters involves sigma delocalization
Tert-Butyllithium
Class of prism-shaped hydrocarbons
changes along the reaction coordinate connecting the cyclobutadiene dimer to cubane and the benzene dimer to hexaprismane". Structural Chemistry. 18 (6): 773–783
Prismanes
Temperature at which a solid turns liquid
with diazine and triazines. Many cage-like compounds like adamantane and cubane with high symmetry have relatively high melting points. A high melting point
Melting_point
Chemical compound
is one of the three possible Platonic hydrocarbons, the other two being cubane and tetrahedrane. Dodecahedrane does not occur in nature and has no significant
Dodecahedrane
Aromatic hydrocarbon
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Toluene
Inorganic cofactor
the first synthetic Fe-S cluster. It has the geometry of an incomplete cubane-type cluster with C3v symmetry. The dark color of the complex is attributed
Iron–sulfur_cluster
Chemical compound
crystalline odorless solid is a derivative of both cyclopentadiene and cubane. It was popularized to control fire ants but by virtue of chemical robustness
Mirex
Type of double stranded polymer which resembles a ladder in structure
the 2-picoline is replaced by a tertiary phosphine, it forms a tetrameric cubane-type cluster, [CuI([[PR3]]4 (R = organic group_. In both cases, the Cu(I)
Ladder_polymer
Hydrocarbon compounds without aromatic rings
Cycloalkane C6H14 Hexane Alkane C7H14 Methylcyclohexane Cycloalkane C8H8 Cubane Prismane, Platonic hydrocarbon C8H18 Octane Alkane C10H12 Dicyclopentadiene
Aliphatic_compound
Class of organic compounds
or polymeric chains. For instance, potassium tert-butoxide consists of a cubane-like tetramer, [t-BuOK]4, that persists even in polar solvents like THF
Alcohol_(chemistry)
Chemical reaction
for the synthesis of strained cyclic compounds in the 1970s. For example, cubane synthesis proceeds by Favorskii rearrangements: The Favorskii rearrangement
Favorskii_rearrangement
Chemical compound
pressure metal organic vapour deposition (MOCVD) from alkyl gallium telluride cubane-type clusters e.g. from (t-butylGa( μ3-Te))4. The core consists of a cube
Gallium(II)_telluride
Chemical compound
directly to the corresponding prismane. Prismane C8, a C8 allotrope of carbon Cubane Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred
Prismane
Artificial process that uses sunlight energy to drive chemical synthesis
and manganese-calcium complexes have been synthesized, such as [Mn4O4] cubane-type clusters, some with catalytic activity. Some ruthenium complexes, such
Artificial_photosynthesis
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Styrene
Set with associative invertible operation
symmetry group is of order 6, generated by a 120° rotation and a reflection. Cubane C8H8 features octahedral symmetry. The tetrachloroplatinate(II) ion, [PtCl4]2−
Group_(mathematics)
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Pentadienyl
Solid forms of the element phosphorus
thermodynamically-stabler red allotrope, but that allotrope is not isolated polyhedra. Cubane, in particular, is unlikely to form, and the closest approach is the half-phosphorus
Allotropes_of_phosphorus
Elastic potential energy gained by a material under tensile or compressive stress
with unusually large strain energy include tetrahedranes, propellanes, cubane-type clusters, fenestranes and cyclophanes. March's Advanced Organic Chemistry:
Strain_energy
Type of saturated hydrocarbon compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Alkane
Materials made only out of carbon
C8 structure had been synthesized, having eight-carbon cubes similar to cubane in the Im3m space group, with eight atoms per primitive unit cell, or 16
Allotropes_of_carbon
Any chemical compound having at least one nickel atom
Ni3Cl2(OMe)4 and Ni3Cl(OMe)5 in which Nickel and oxygen appear to form a cubane-type cluster. Other alkoxy compounds known for nickel include nickel dipropoxide
Nickel_compounds
Hydrocarbon compound containing one or more C=C bonds
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Alkene
Petrochemical process to break down saturated hydrocarbons in smaller molecules
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Steam_cracking
Polarisation of a molecule through space due to localised electric charge
the bicyclo[2.2.2]octanes. XV. Dissociation constants of 4-substituted cubane-1-carboxylic acids. Evidence for the field model for the polar effect".
Field_effect_(chemistry)
Organic compound consisting entirely of hydrogen and carbon
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Hydrocarbon
Organic compounds with the formula (CH3)2C6H4
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Xylene
Bismuth ligands for transition metals
Spiro-like clusters such as [{Ru2(CO)8}(μ4-Bi){(μ-H)Ru3(CO)10} and cubane-like ones as [Bi4Co*4] are representatives as well. The former displays
Bismuth organometallic chemistry
Bismuth_organometallic_chemistry
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Azulene
Branch of organic chemistry
6-diethylphenyl-substituted tristannylene [Sn(C6H3-2,6-Et2)2]3, which affords the cubane-type cluster and a prismane. These cages contain Sn(I) and have the formula
Organotin_chemistry
Organic functional group (Si–O–Si)
(n = 8) and hexagonal prismatic (n = 12) structures. The cubic cages are cubane-type clusters, with silicon centers at the corners of a cube oxygen centres
Siloxane
C8H7NO indol-4-ol 2380–94–1 oxindole 59–48–3 5-hydroxyindole 1953–54–4 C8H8 cubane 277–10–1 C8H7N3O2 luminol 521-31-3 C8H8N2OS 2-amino-6-methoxybenzothiazole
Glossary_of_chemical_formulae
Molecule with three connected cyclohexane rings arranged in the "armchair" configuration
1039/9781849733069-FP001. ISBN 978-0-85404-182-4. The retained names adamantane and cubane are used in general nomenclature and as preferred IUPAC names. Haynes WM
Adamantane
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Housane
Chemical compound
also bearing his name. The cluster anion has the geometry of an incomplete cubane-type cluster with C3v symmetry. The dark colour of the complex is attributed
Roussin's_black_salt
Chemical compound
as a solid at a room temperature of 25 °C. (Among cyclic hydrocarbons, cubane, C8H8, norbornane, C7H12 and norbornene, C7H10 are even smaller and are
Tetramethylbutane
Chemical compound
7Li, and 13C NMR spectroscopy. The tetrameric structure is a distorted cubane-type cluster, with carbon and lithium atoms at alternate corners. The Li---Li
Methyllithium
Organic compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Cumene
Philip Eaton, famous for being the first to synthesize the "impossible" cubane molecule, has conducted studies for the synthesis of [2.2.2.2]paddlane.
Paddlane
Chemical reaction
been applied to the synthesis of a cubane. The Favorskii rearrangement established the carbon skeleton of cubane, and further synthetic manipulations
Enone–alkene_cycloadditions
Chemical Compound
the phenyl ring. Adducts of sodium phenoxide are molecular, such as the cubane-type cluster [NaOPh]4(HMPA)4. Sodium phenoxide is a moderately strong base
Sodium_phenoxide
Carbon crystalline nanomaterial
possible. Recent advance on using strained cage-like molecules such as cubane as a precursor has successfully brought down the synthesis pressure to 12
Carbon_nanothread
Lo, W.; Holm, R. H. (2014). "Developments in the Biomimetic Chemistry of Cubane-Type and Higher Nuclearity Iron–Sulfur Clusters". Chemical Reviews. 114
Transition metal thiolate complex
Transition_metal_thiolate_complex
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
O-Xylene
Topics referred to by the same term
music act Cuban eight, a type of aerobatic maneuver Cuban Missile Crisis Cubane, a synthetic hydrocarbon compound This disambiguation page lists articles
Cuban
Hydrocarbon compound containing a non-aromatic ring with a C=C bond
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Cycloalkene
American theoretical chemist
produced his senior thesis on the electronic structure of the compound cubane. After graduating from MIT, Schaefer was awarded a fellowship from the National
Henry_F._Schaefer_III
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Naphthalene
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Spiropentadiene
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Diisobutene
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Cycloheptyne
Chemical compound
tetrameric (in ether) or hexameric (in cyclohexane). The cluster is a distorted cubane-type cluster with Li and CH2R groups at alternating vertices. An equivalent
N-Butyllithium
Chemical compound
[Cr(silox)3]−. The sodium derivative, which has salt-like properties, is a cubane-type cluster. Related bulky anionic ligands include C5Me5−, (Me3Si)2N−,
Sodium_silox
Chemical compound
structure similar to that of SF4. In the solid state, it is a tetrameric cubane-type cluster, consisting of a Te4Cl4 core and three terminal chloride ligands
Tellurium_tetrachloride
Chemicals containing only nitrogen
molecular allotrope has been detected. Octaazacubane (N8), a hypothetical cubane-type cluster of eight nitrogen atoms, is predicted to be highly energetic
Allotropes_of_nitrogen
Category of chemical elements
"Unprecedented participation of a four-coordinate hydrogen atom in the cubane core of lithium and sodium phenolates", Chemical Communications, vol. 49
Nonmetal
symmetry. The formyl-MFR dehydrogenase also contains 23 and 46 iron-sulfur cubane clusters in the dimer and tetramer forms respectively. The subunit FwdA
Formylmethanofuran dehydrogenase
Formylmethanofuran_dehydrogenase
Hydrocarbon compound (C22H14) made of 5 fused benzene rings
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Pentacene
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
2,2,4-Trimethylpentane
Polyatomic ions of the form N(–R)4 (charge +1)
(August 2004). "Application of a universal force field to mixed Fe/Mo-S/Se cubane and heterocubane clusters. 1. Substitution of sulfur by selenium in the
Quaternary_ammonium_cation
Chemical compound
exploited to purification of selenium. Solid SeCl4 is actually a tetrameric cubane-type cluster, for which the Se atom of an SeCl6 octahedron sits on four
Selenium_tetrachloride
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Butadiene
Polycyclic aromatic hydrocarbon composed of three fused benzene rings
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Phenanthrene
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Twistane
British-American chemist
Soc. 2015, 137, 7160-7168 Synthetic model of the asymmetric [Mn3CaO4] cubane core of the oxygen-evolving complex of photosystem II. Mukherjee, S.; Stull
George_Christou
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Cymene
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Cyclononyne
thiocyanic acid benzyl ester 3012-37-1 C8H7N3O5 furazolidone 67-45-8 C8H8 cubane 277-10-1 C8H8 heptafulvene 539-79-7 C8H8 styrene 100-42-5 C8H8 cyclooctatetraene
List of compounds with carbon number 8
List_of_compounds_with_carbon_number_8
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
2-Methylhexane
Chemical compound whose existence is predicted, but not confirmed
(all nitrogen analog of benzene), octaazacubane N8 (all nitrogen analog of cubane), nitrogen pentafluoride NF5, tetrafluoroammonium fluoride [NF4]+F−. Despite
Hypothetical chemical compound
Hypothetical_chemical_compound
part in the nitrogen, sulfur and carbon metabolic processes. The [4Fe-4S] cubane keeps the W in the reduced W(IV) state, the most stable reduced oxidation
Acetylene_hydratase
Chemical compound
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Anthracene
Organic compounds with the empirical formula CH3C6H4CH2CH3
0]decane) Polycycloalkanes Adamantane Diamondoid Perhydrophenanthrene Sterane Cubane Prismane Dodecahedrane Basketane Churchane Pagodane Twistane Other Spiroalkanes
Ethyltoluene
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