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Cyclobutane, C4H8, with a molecular mass of 56.107g/mol, is a four carbon alkane in which all the carbon atoms are arranged cyclically, hence cyclobutane. Cyclobutane is a gas and commercially available as a liquefied gas. IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ...
A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ...
The molecular mass (abbreviated MM) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ...
The melting point of a solid is the temperature at which it changes state from solid to liquid. ...
The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ...
Density (symbol: Ï - Greek: rho) is a measure of mass per volume. ...
CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ...
The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ...
Image File history File links 75px-Cyclobutan. ...
In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals) and 25 degrees Celsius (298. ...
General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ...
An alkane is an acyclic saturated hydrocarbon. ...
General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ...
Properties In chemistry and physics, an atom (Greek ἄτομος or átomos meaning indivisible) is the smallest particle of a chemical element that retains its chemical properties. ...
Liquid Petroleum Gas (LPG or LP Gas) is a mixture of hydrocarbon gases used as a fuel in heating appliances and vehicles, and increasingly replacing fluorocarbons as an aerosol propellant and a refrigerant to reduce damage to the ozone layer. ...
Cyclobutanes are cyclobutane derivatives.
Conformation
The 90 degree bond angles between carbon atoms are significantly strained and as such have greater bond energies than either linear butane molecules or larger homocyclic alkanes such as cyclohexane. As such, cyclobutane is unstable above about 500 °C. General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ...
Properties In chemistry and physics, an atom (Greek ἄτομος or átomos meaning indivisible) is the smallest particle of a chemical element that retains its chemical properties. ...
The presence of angle strain in a molecule indicates that in a specific chemical conformation there exists a bond angle that deviates from the bond angle required to archieve maximum bond strength. ...
In chemistry, bond energy (E) is a measure of bond strength in a chemical bond. ...
Butane, also called n-butane, is the unbranched alkane with four carbon atoms, CH3CH2CH2CH3. ...
Cyclohexane is a cycloalkane with the molecular formula C6H12. ...
The chemical conformation of cyclobutane is not planar but folded or puckered. One of the carbon atoms makes a 25° angle with the plane formed by the other three carbons. In this way some of the hydrogen eclipsing interactions are reduced. In chemistry, a chemical conformation is the spatial arrangement of atoms in a molecule. ...
In chemistry an eclipsed conformation is a chemical conformation that exists in any open chain single chemical bond connecting two sp3 hybridised atoms as a conformational energy maximum due to steric hindrance. ...
In substituted cycloalkanes both planar and puckered conformations exist. Because the energy difference between the two states can be small they can interconvert.
Cyclobutanes in nature
 Despite inherent strain the cyclobutane motif is not an alien to molecules found in nature. One unusual example is pentacycloanammoxic acid which is a ladderane comprised of 5 fused cyclobutane units. The estimated strain in this compound is 3 times that of cyclobutane. The compound is found in bacteria performing the anammoxprocess where it forms part of a tight and very dense membrane believed to protect the organism from toxic hydroxylamine and hydrazine involved in the production of nitrogen and water from nitrite ions and ammonia [1]. Some related fenestranes are also found in nature. Image File history File links PentacycloanammoxicAcid. ...
Anammox -acronym for anaerobic ammonium oxidation- is the latest addition to the knowledge on the nitrogen cycle. ...
Hydroxylamine is a reactive chemical with formula NH2OH. It can be considered a hybrid of ammonia and water due to parallels it shares with each. ...
Hydrazine is the chemical compound with formula N2H4. ...
// Definition The nitrite ion is NO2−. A nitrite compound is one that contains this group, either an ionic compound, or an analogous covalent one. ...
Ammonia is a compound of nitrogen and hydrogen with the formula NH3. ...
A fenestrane in organic chemistry is a type of chemical compound with a central quaternary carbon atom which serves as a common vertex for four fused carbocycles [1]. They can be regarded as spiro compounds twice over. ...
External links - Datasheet: Link
- Datasheet Link
- 3D dynamic model from classes.yale.edu Link
References - ↑ Enantioselective Synthesis of Pentacycloanammoxic Acid Vincent Mascitti and E. J. Corey J. Am. Chem. Soc.; 2006; 128(10) pp 3118 Abstract Authors state that mode of biosynthesis is quite mysterious
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