Hydrocarbons

thumb|upright|Ball-and-stick model of the [[methane molecule, CH. Methane is part of a homologous series known as the alkanes, which contain single bonds only.]] In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic; their odor is usually faint, and may be similar to that of gasoline or lighter fluid. They occur in a diverse range of molecular structures and phases: they can be gases (such as methane and propane), liquids (such as hexane and be

right|thumb|Chemical structure of methane, the simplest alkane

thumb|right|120px|A 3D model of ethylene, the simplest alkene

\ce{H-C#C} \ce{-H} Acetylene \ce{H-C#C}{-} \ce{\overset{\displaystyle{H} \atop |}{\underset{| \atop \displaystyle{HC \ce{-H} Propyne \ce{H-C#C}{-} \ce{\overset{\displaystyle{H} \atop |}{\underset{| \atop \displaystyle{HC{-} \ce{\overset{\displaystyle{H} \atop |}{\underset{| \atop \displaystyle{HC \ce{-H} 1-Butyne

thumb|upright=1.4|A 3-dimensional stick diagram of β-carotene thumb|Carotene is responsible for the orange colour of carrots and the colours of many other fruits and vegetables and even some animals. thumb|Lesser flamingo|Lesser flamingos in the [[Ngorongoro Crater, Tanzania. The pink colour of wild flamingos is due to astaxanthin (a carotenoid) they absorb from their diet of brine shrimp. If fed a carotene-free diet they become white.]]

Lycopene is an organic compound classified as a tetraterpene and a carotene. Lycopene (from the Neo-Latin Lycopersicon, the name of a former tomato genus) is a bright red carotenoid hydrocarbon found in tomatoes and other red fruits and vegetables.

β-Carotene (beta-carotene) is an organic, strongly colored red-orange pigment abundant in fungi, plants, and fruits. It is a member of the carotenes, which are terpenoids (isoprenoids), synthesized biochemically from eight isoprene units and thus having 40 carbons.

flammable solid similar to ice

Squalene is an organic compound. It is a triterpene with the formula C30H50. It is a colourless oil, although impure samples appear yellow. It was originally obtained from shark liver oil (hence its name, as Squalus is a genus of sharks). An estimated 12% of bodily squalene in humans is found in sebum. Squalene has a role in topical skin lubrication and protection.

thumb thumb|right|Ozokerite, Wasatch County, Utah Ozokerite or ozocerite, archaically referred to as earthwax or earth wax, is a naturally occurring odoriferous mineral wax or paraffin found in many localities. Lacking a definite composition and crystalline structure, it is not considered a mineral but only a mineraloid. The name was coined from Greek elements Όζω ozο, to stink, and κηρός keros, wax.

Caryophyllene (), more formally (−)-β-caryophyllene (BCP), is a natural bicyclic sesquiterpene that occurs widely in nature. Caryophyllene is notable for having a cyclobutane ring, as well as a trans-double bond in a 9-membered ring, both rarities in nature.

Sabinene is a natural bicyclic monoterpene with the molecular formula C10H16. It is isolated from the essential oils of a variety of plants including Marjoram, holm oak (Quercus ilex) and Norway spruce (Picea abies). It has a strained ring system with a cyclopentane ring fused to a cyclopropane ring.

Methylcyclopentane is an organic compound with the chemical formula CH3C5H9. It is a colourless, flammable liquid with a faint odor. It is a component of the naphthene fraction of petroleum usually obtained as a mixture with cyclohexane. It is mainly converted in naphthene reformers to benzene.

Bullvalene is a hydrocarbon with the chemical formula . The molecule has a cage-like structure formed by the fusion of one cyclopropane and three cyclohepta-1,4-diene rings. Bullvalene is unusual as an organic molecule due to the and bonds forming and breaking rapidly through Cope rearrangements; this property makes it a fluxional molecule.

search for hydrocarbons

Chamazulene is an aromatic chemical compound with the molecular formula C14H16 found in a variety of plants including in chamomile (Matricaria chamomilla), wormwood (Artemisia absinthium), and yarrow (Achillea millefolium). It is a blue-violet derivative of azulene formed from sesquiterpene matricin after the loss of acetate, water and carbon dioxide during the steam distillation of chamomile blossoms. Oral ingestion of matricin results in chamazulene being found in blood plasma and artificial gastric fluid is able to convert matricin to chamazulene.

Fulvene (pentafulvene) is a hydrocarbon with the formula (CH=CH)2C=CH2. It is a prototype of a cross-conjugated hydrocarbon. Fulvene is rarely encountered, but substituted derivatives (fulvenes) are numerous. They are mainly of interest as ligands and precursors to ligands in organometallic chemistry.

Fulvalene (bicyclopentadienylidene) is the member of the fulvalene family with the molecular formula C10H8. It is of theoretical interest as one of the simplest non-benzenoid conjugated hydrocarbons. Fulvalene is an unstable isomer of the more common benzenoid aromatic compounds naphthalene and azulene. Fulvalene consists of two 5-membered rings, each with two double bonds, joined by yet a fifth double bond. It has D2h symmetry.

Quadricyclane is a strained, multi-cyclic hydrocarbon with the formula CH2(CH)6. A volatile colorless liquid, it is highly strained molecule (78.7 kcal/mol). Isomerization of quadricyclane proceeds slowly at low temperatures. Because of quadricyclane's strained structure and thermal stability, it has been studied extensively.

Hexaphenylbenzene is an aromatic compound composed of a benzene ring substituted with six phenyl rings. It is a colorless solid. The compound is the parent member of a wider class of hexaarylbenzenes, which are mainly of theoretical interest.

Housane or bicyclo[2.1.0]pentane is a saturated cycloalkane with the formula C5H8. It is a colorless, volatile liquid at room temperature. It was named "housane" because of its shape, which resembles a simple drawing of a house. Structurally, the molecule consists of cyclopropane fused to cyclobutane. The synthesis of molecules containing multiple strained rings, such as housane, is a traditional endeavor in synthetic organic chemistry.

Bibenzyl is the organic compound with the formula (C6H5CH2)2. It can be viewed as a derivative of ethane in which one phenyl group is bonded to each carbon atom. It is a colorless solid.

Norcarane, or bicyclo[4.1.0]heptane, is a colorless liquid. It is an organic compound prepared using the Simmons–Smith reaction, by the action of diiodomethane and a zinc-copper couple on cyclohexene in diethyl ether.

Syntin is a hydrocarbon with the molecular formula C10H16 used as a rocket fuel. It is a mixture of four stereoisomers (see below). It has a density of 0.851 g/mL, and a boiling point of 158 °C. Due to the presence of three strained cyclopropane rings, the molecule has a highly positive enthalpy of formation: ΔfH°(l)= 133 kJ/mol (980 kJ/kg, the average value for the isomeric mixture), bringing additional energy into the combustion process. It has advantages over the traditional hydrocarbon fuels, such as RP-1, due to higher density, lower viscosity and higher specific heat of oxidation.

Pentalene is a polycyclic hydrocarbon composed of two fused cyclopentadiene rings. It has chemical formula . It is antiaromatic, because it has 4n π electrons where n is any integer. For this reason it dimerizes even at temperatures as low as −100 °C. The derivative 1,3,5-tri-tert-butylpentalene was synthesized in 1973. Because of the tert-butyl substituents this compound is thermally stable. Pentalenes can also be stabilized by benzannulation for example in the compounds benzopentalene and dibenzopentalene.

Abietane is an organic compound with the formula C20H36. It is a tricyclic, saturated hydrocarbon with an elaborate stereochemistry. It is a colorless solid. It is of little biochemical interest except as a reference structure of the abietanes.

Aristolochene is a bicyclic sesquiterpene produced by certain fungi, most notably the cheese mold Penicillium roqueforti. It is biosynthesized from farnesyl pyrophosphate by the enzyme aristolochene synthase and serves as the parent hydrocarbon for a variety of fungal toxins.

hydrocarbon compound in the shape of a Platonic polyhedron

Hopane is a natural chemical compound classified as a triterpene. It forms the central core of a variety of other chemical compounds which are collectively known as hopanoids. The first compound of the hopane family to be isolated and characterised was hydroxyhopanone, found in dammar resin. The name derives from Hopea, a tree genus from which dammar is obtained.

Ectocarpene is the rearrangement product of pre-ectocarpene, the sexual attractant, or pheromone, found with several species of brown algae (Phaeophyceae). Ectocarpene has a fruity scent and can be sensed by humans when millions of algae gametes swarm the seawater and the females start emitting the substance's precursor to attract the male gametes.

Graphane is a two-dimensional polymer of carbon and hydrogen with the formula unit (CH)n where n is large. Partial hydrogenation results in hydrogenated graphene, which was reported by Elias et al. in 2009 by a TEM study to be "direct evidence for a new graphene-based derivative". The authors viewed the panorama as "a whole range of new two-dimensional crystals with designed electronic and other properties". With the band gap ranges from 0 to 0.8 eV

Selinenes are a group of closely related isomeric chemical compounds that are classified as sesquiterpenes. The four selinenes have the formula C15H24. Selinenes have been isolated from a variety of plant sources. α-Selinene and β-selinene are the most common and are two of the principal components of the oil from celery seeds. Celery seed oil consists of a 60% and 20% of limonene and selinene, respectively.

'(Z)-9-Tricosene, known as muscalure', is an insect pheromone found in dipteran flies such as the housefly. Females produce it to attract males to mate. It is used as a pesticide, as in Maxforce Quickbayt by Bayer, luring males to traps to prevent them from reproducing.

right|400px|the first four radialenes'''''' are alicyclic organic compounds containing n cross-conjugated exocyclic double bonds. The double bonds are commonly alkene groups but those with a carbonyl (C=O) group are also called radialenes. For some members the unsubstituted parent radialenes are elusive but many substituted derivatives are known.

Thujopsene is a natural chemical compound, classified as a sesquiterpene, with the molecular formula C15H24.

Wikimedia list article

Bisabolenes are a group of closely related natural chemical compounds which are classified as sesquiterpenes. Bisabolenes are produced from farnesyl pyrophosphate (FPP) and are present in the essential oils of bisabol, and of a wide variety of other plants including cubeb, lemon, and oregano. Various derivates also function as pheromones in different insects, such as stink bugs and fruit flies. Bisabolenes are produced by several fungi, though their biological role in that group of organisms remains unclear.

'''p-Menthane' is a hydrocarbon with the formula (CH3)2CHC6H10CH3. It is the product of the hydrogenation or hydrogenolysis of various terpenoids, including p-cymene, terpinolenes, phellandrene, and limonene. It is a colorless liquid with a fragrant fennel-like odor. It occurs naturally, especially in exudates of Eucalyptus fruits. The compound is generally encountered as a mixture of the cis and trans'' isomers, which have very similar properties

Chibaite is a rare silicate mineral. It is a silica clathrate with formula (n = 3/17 (max)). The mineral is cubic (diploidal class, m) and the silica hosts or traps various hydrocarbon molecules, such as methane, ethane, propane and isobutane.

Wikimedia list article

Wikimedia list article

chemical compound

Wikimedia list article

'Tetra-tert-butylethylene' is a hypothetical organic compound, a hydrocarbon with formula C18H36, or ((H3C−)3C−)2C=C(−C(−CH3)3)2. As the name indicates, its molecular structure can be viewed as an ethylene molecule H2C=CH2 with the four hydrogens replaced by tert-butyl −C(−CH3)3 groups.

[[Image:General paddlane.svg|thumb|right|General structure of [m.n.o.p]paddlane]]

Bicyclohexyl, also known as dicyclohexyl or bicyclohexane, is an organic chemical with the formula C12H22, consisting of two cyclohexane rings joined by a single carbon-carbon bond. It is a nonvolatile liquid at room temperature, with a boiling point of .

'5-Dehydro-m-xylylene' (DMX) is an aromatic organic triradical and the first known organic molecule to violate Hund's Rule.

Capnellene is a naturally occurring tricyclic hydrocarbon derived from Capnella imbricata, a species of soft coral found in Indonesia. Since the 1970s, capnellene has been targeted for synthesis by numerous investigators due to its stereochemistry, functionality, and the interesting geometry of the carbon skeleton. Many alcohol derivatives of capnellene have demonstrated potential as a chemotherapeutic agent with antibacterial, anti-inflammatory and anti-tumor properties.

1,4-Dihydronaphthalene is an aromatic hydrocarbon with the molecular formula C10H10. The compound is a derivative of naphthalene and differs from it by having one partially saturated ring. It can be synthesized by reduction of naphthalene with sodium in ethanol.