Heptadecane

Last updated
Heptadecane
Heptadecane.svg
Heptadecane 3D ball.png
Names
Preferred IUPAC name
Heptadecane [1]
Other names
n-Heptadecane [2]
Identifiers
3D model (JSmol)
3DMet
1738898
ChEBI
ChemSpider
ECHA InfoCard 100.010.100 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 211-108-4
KEGG
MeSH heptadecane
PubChem CID
RTECS number
  • MI3550000
UNII
  • InChI=1S/C17H36/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h3-17H2,1-2H3 Yes check.svgY
    Key: NDJKXXJCMXVBJW-UHFFFAOYSA-N Yes check.svgY
  • CCCCCCCCCCCCCCCCC
Properties
C17H36
Molar mass 240.475 g·mol−1
AppearanceColorless liquid
Odor Odorless
Density 777 mg mL−1
Melting point 21.1 to 22.9 °C; 69.9 to 73.1 °F; 294.2 to 296.0 K
Boiling point 301.9 °C; 575.3 °F; 575.0 K
Vapor pressure 100 Pa (at 115 °C)
180 nmol Pa−1 kg−1
1.436
Viscosity 4.21 mPa·s (20 °C) [3]
Thermochemistry
2.222 J K−1 g−1
652.24 J K−1 mol−1
−481.9–−477.1 kJ mol−1
−11.3534–−11.3490 MJ mol−1
Hazards
GHS pictograms GHS-pictogram-silhouette.svg
GHS Signal word Danger
H304
P301+310, P331
Flash point 149 °C (300 °F; 422 K)
Related compounds
Related alkanes
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Heptadecane is an organic compound, an alkane hydrocarbon with the chemical formula C17H36. The name may refer to any of 24894 theoretically possible structural isomers, or to a mixture thereof.

The unbranched isomer is normal or n-heptadecane, CH3(CH2)15CH3. In the IUPAC nomenclature, the name of this compound is simply heptadecane, since the other isomers are viewed and named as alkyl-substituted versions of smaller alkanes.

The most compact and branched isomer would be tetra-tert-butylmethane, but its existence is believed to be impossible due to steric hindrance. Indeed, it is believed to be the smallest "impossible" alkane. [4]

Related Research Articles

Alkane Class of simple organic hydrocarbons

In organic chemistry, an alkane, or paraffin (a historical trivial name that also has other meanings), is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in which all the carbon–carbon bonds are single. Alkanes have the general chemical formula CnH2n+2. The alkanes range in complexity from the simplest case of methane (CH4), where n = 1 (sometimes called the parent molecule), to arbitrarily large and complex molecules, like pentacontane (C50H102) or 6-ethyl-2-methyl-5-(1-methylethyl) octane, an isomer of tetradecane (C14H30).

Alkene Chemical compound

In chemistry, an alkene is a hydrocarbon that contains a carbon–carbon double bond.

Heptane Chemical compound

Heptane or n-heptane is the straight-chain alkane with the chemical formula H3C(CH2)5CH3 or C7H16, and is one of the main components of gasoline (petrol). When used as a test fuel component in anti-knock test engines, a 100% heptane fuel is the zero point of the octane rating scale (the 100 point is 100% iso-octane). Octane number equates to the anti-knock qualities of a comparison mixture of heptane and isooctane which is expressed as the percentage of isooctane in heptane and is listed on pumps for gasoline (petrol) dispensed globally.

Porphyrin

Porphyrins are a group of heterocyclic macrocycle organic compounds, composed of four modified pyrrole subunits interconnected at their α carbon atoms via methine bridges (=CH−). The parent of porphyrin is porphine, a rare chemical compound of exclusively theoretical interest. Substituted porphines are called porphyrins. With a total of 26 π-electrons, of which 18 π-electrons form a planar, continuous cycle, the porphyrin ring structure is often described as aromatic. One result of the large conjugated system is that porphyrins typically absorb strongly in the visible region of the electromagnetic spectrum, i.e. they are deeply colored. The name "porphyrin" derives from the Greek word πορφύρα (porphyra), meaning purple.

Cycloalkane

In organic chemistry, the cycloalkanes are the monocyclic saturated hydrocarbons. In other words, a cycloalkane consists only of hydrogen and carbon atoms arranged in a structure containing a single ring, and all of the carbon-carbon bonds are single. Cycloalkanes are named analogously to their normal alkane counterparts of the same carbon count: cyclopropane, cyclobutane, cyclopentane, cyclohexane, etc. The larger cycloalkanes, with more than 20 carbon atoms are typically called cycloparaffins.

Carbocation Ion with a positively charged carbon atom

A carbocation is an ion with a positively charged carbon atom. Among the simplest examples are the methenium CH+
3
, methanium CH+
5
and vinyl C
2
H+
3
cations. Occasionally, carbocations that bear more than one positively charged carbon atom are also encountered.

Decane is an alkane hydrocarbon with the chemical formula C10H22. Although 75 structural isomers are possible for decane, the term usually refers to the normal-decane ("n-decane"), with the formula CH3(CH2)8CH3. All isomers, however, exhibit similar properties and little attention is paid to the composition. These isomers are flammable liquids. Decane is a component of gasoline (petrol) and kerosene. Like other alkanes, it is a nonpolar solvent, does not dissolve in water, and is readily combustible. Although it is a component of fuels, it is of little importance as a chemical feedstock, unlike a handful of other alkanes.

In chemical nomenclature, the IUPAC nomenclature of organic chemistry is a method of naming organic chemical compounds as recommended by the International Union of Pure and Applied Chemistry (IUPAC). It is published in the Nomenclature of Organic Chemistry. Ideally, every possible organic compound should have a name from which an unambiguous structural formula can be created. There is also an IUPAC nomenclature of inorganic chemistry.

Pentane Alkane with 5 carbon atoms

Pentane is an organic compound with the formula C5H12—that is, an alkane with five carbon atoms. The term may refer to any of three structural isomers, or to a mixture of them: in the IUPAC nomenclature, however, pentane means exclusively the n-pentane isomer; the other two are called isopentane (methylbutane) and neopentane (dimethylpropane). Cyclopentane is not an isomer of pentane because it has only 10 hydrogen atoms where pentane has 12.

Dodecane (also known as dihexyl, bihexyl, adakane 12, or duodecane) is a liquid alkane hydrocarbon with the chemical formula CH3(CH2)10CH3 (or C12H26), an oily liquid of the paraffin series. It has 355 isomers.

Tridecane or n-tridecane is an alkane with the chemical formula CH3(CH2)11CH3 Tridecane is a combustible colourless liquid. In industry, they have no specific value aside from being components of various fuels and solvents. In the research laboratory, tridecane is also used as a distillation chaser.

Neopentane Chemical compound

Neopentane, also called 2,2-dimethylpropane, is a double-branched-chain alkane with five carbon atoms. Neopentane is a flammable gas at room temperature and pressure which can condense into a highly volatile liquid on a cold day, in an ice bath, or when compressed to a higher pressure.

(<i>E</i>)-Stilbene Chemical compound

(E)-Stilbene, commonly known as trans-stilbene, is an organic compound represented by the condensed structural formula C6H5CH=CHC6H5. Classified as a diarylethene, it features a central ethylene moiety with one phenyl group substituents on each end of the carbon–carbon double bond. It has an (E) stereochemistry, meaning that the phenyl groups are located on opposite sides of the double bond, the opposite of its geometric isomer, cis-stilbene. Trans-stilbene occurs as a white crystalline solid at room temperature and is highly soluble in organic solvents. It can be converted to cis-stilbene photochemically, and further reacted to produce phenanthrene.

Bent bond Type of covalent bond in organic chemistry

In organic chemistry, a bent bond, also known as a banana bond, is a type of covalent chemical bond with a geometry somewhat reminiscent of a banana. The term itself is a general representation of electron density or configuration resembling a similar "bent" structure within small ring molecules, such as cyclopropane (C3H6) or as a representation of double or triple bonds within a compound that is an alternative to the sigma and pi bond model.

Heat of formation group additivity methods in thermochemistry enable the calculation and prediction of heat of formation of organic compounds based on additivity. This method was pioneered by S. W. Benson.

<i>trans</i>-Cyclooctene Chemical compound

trans-Cyclooctene is a cyclic hydrocarbon with the formula [–(CH2)6CH=CH–], where the two C–C single bonds adjacent to the double bond are on opposite sides of the latter's plane. It is a colorless liquid with a disagreeable odor.

Isomer

In chemistry, isomers are molecules or polyatomic ions with identical molecular formulas — that is, same number of atoms of each element — but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers.

Tetra-tert-butylmethane is a hypothetical organic compound with formula C17H36, consisting of four tert-butyl groups bonded to a central carbon atom. It would be an alkane, specifically the most compact branched isomer of heptadecane.

Methoxytoluenes (methylanisoles or cresyl methyl ethers) are a group of three isomeric organic compounds with the formula CH3OC6H4CH3. They consist of a disubstituted benzene ring with methoxy group and one methyl group. All three are colorless flammable liquids which are soluble in organic solvents but poorly soluble in water. They are not of major commercial interest although they are precursors to the corresponding methoxybenzoic acids and methoxybenzaldehydes.

2,3-Dimethylpentane Chemical compound

2,3-Dimethylpentane is an organic compound of carbon and hydrogen with formula C
7
H
16
, more precisely CH
3
CH(CH
3
)
CH(CH
3
)
CH
2
CH
3
: a molecule of pentane with methyl groups –CH
3
replacing hydrogen atoms on carbon atoms 2 and 3. It is an alkane, a fully saturated hydrocarbon; specifically, one of the isomers of heptane.

References

  1. "heptadecane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 4 March 2012.
  2. Morrison, Robert T.; Boyd, Robert N. (1983). Organic Chemistry (4th ed.). Newton, MA: Allyn and Bacon, Inc. p.  88. ISBN   978-0-205-05838-9.
  3. Doolittle, Arthur K. (1951). "Studies in Newtonian Flow. II. The Dependence of the Viscosity of Liquids on Free‐Space". Journal of Applied Physics. 22 (12): 1471–1475. doi:10.1063/1.1699894. ISSN   0021-8979.
  4. K. M. de Silva and J. M. Goodman (2005). "What Is the Smallest Saturated Acyclic Alkane that Cannot Be Made?". J. Chem. Inf. Model. 45 (1): 81–87. CiteSeerX   10.1.1.94.8695 . doi:10.1021/ci0497657. PMID   15667132.