Heptane
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Heptane | |
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General | |
Molecular formula | C7H16 |
SMILES | CCCCCCC |
Molar mass | 100.21 g/mol |
Appearance | colorless liquid |
CAS number | [142-82-5] |
Properties | |
Density and phase | 0.684 g/ml, liquid |
Solubility in water | Immiscible |
Melting point | −90.61 °C (182.55 K) |
Boiling point | 98.42 °C (371.58 K) |
Viscosity | 0.386 cP at 25 °C |
Hazards | |
MSDS | External MSDS |
EU classification | Flammable (F) Harmful (Xn) Dangerous for the environment (N) |
NFPA 704 | |
R-phrases | R11, R38, R50/53, R65, R67 |
S-phrases | S2, S9, S16, S29, S33, S60, S61, S62 |
Flash point | −4 °C |
Autoignition temperature | 285 °C |
Explosive limits | 1.1–6.7% |
RTECS number | MI7700000 |
Supplementary data page | |
Structure and properties |
n, εr, etc. |
Thermodynamic data |
Phase behaviour Solid, liquid, gas |
Spectral data | UV, IR, NMR, MS |
Related compounds | |
Related alkanes | Hexane Octane |
Related compounds | Methylcyclohexane |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
Heptane (also known as dipropyl methane, gettysolve-C or heptyl hydride) is an alkane with the chemical formula H3C(CH2)5CH3. Heptane has nine isomers:
- Heptane (n-heptane), CH3CH2CH2CH2CH2CH2CH3, straight chain of seven carbon atoms.
- 2-Methylhexane, CH3CH(CH3)CH2CH2CH2CH3, chain of six carbon atoms, and a methyl group attached to the second.
- 3-Methylhexane, CH3CH2CH(CH3)CH2CH2CH3 (chiral), chain of six carbon atoms, and a methyl group attached to the third.
- 2,2-Dimethylpentane, CH3C(CH3)2CH2CH2CH3, chain of five carbon atoms, and two methyl groups attached to the second.
- 2,3-Dimethylpentane, CH3CH(CH3)CH(CH3)CH2CH3 (chiral), chain of five carbon atoms, and methyl groups attached to the second and third.
- 2,4-Dimethylpentane, CH3CH(CH3)CH2CH(CH3)CH3, chain of five carbon atoms, and methyl groups attached to the second and fourth.
- 3,3-Dimethylpentane, CH3CH2C(CH3)2CH2CH3, chain of five carbon atoms, and two methyl groups attached to the third.
- 3-Ethylpentane, CH3CH2CH(C2H5)CH2CH3, chain of five carbons, and an ethyl group attached to the third.
- 2,2,3-Trimethylbutane, CH3C(CH3)2CH(CH3)CH3, chain of four carbon atoms, with two methyl groups attached to the second, and one to the third.[1]
The straight-chain isomer n-heptane is the zero point of the octane rating scale. It is undesirable in petrol, as it burns explosively, causing engine knocking, as opposed to branched-chain octane isomers, which burn more slowly and give better performance. Its choice for the zero point of the scale was due to the availability of very high purity n-heptane, unmixed with other isomers of heptane or other alkanes, distilled from the resin of Jeffrey pine. Other sources of heptane and octane, produced from crude oil, contain a mixture of different isomers with greatly differing ratings, so do not give a precise zero point.
[edit] Uses
Heptane, as well as its many isomers, are widely applied in laboratories as a totally non-polar solvent. Being a liquid, it is ideal for transport and storage. In the grease spot test, heptane is used to dissolve the oil spot to show the previous presence of organic compounds on a stained paper. This is done by shaking the stained paper in a heptane solution for about half a minute.
Heptane is also used as a medium to distinguish bromine from iodine from aqueous mixtures. While both bromine and iodine appear brown in aqueous media, bromine remains brown when dissolved in heptane, while iodine turns purple when mixed with heptane.
[edit] External links
- International Chemical Safety Card 0657 (n-heptane)
- International Chemical Safety Card 0658 (2-methylhexane)
- NIOSH Pocket Guide to Chemical Hazards
- European Chemicals Bureau
- Material Safety Data Sheet for Heptane
- Phytochemical database entry
- Links to external chemical sources
Alkanes | |||||||||||||||||||||||||||||||
Methane |
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Ethane |
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Propane |
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Butane |
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Pentane |
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Hexane |
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Heptane |
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Octane |
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Nonane |
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Decane |
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Undecane |
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Dodecane |
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