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Butane

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Butane
Skeletal structure of a butane molecule3D model of a butane molecule
General
Molecular formula C4H10
SMILES CCCC
Molar mass 58.08 g/mol
Appearance colorless gas
CAS number [106-97-8]
Properties
Density and phase 2.52 g/l, gas (15 °C, 1 atm)
Solubility in water 6.1 mg/100 ml (20 °C)
Melting point −138.3 °C (134.9 K)
Boiling point −0.5 °C (272.7 K)
Hazards
MSDS External MSDS
EU classification Highly flammable (F+)
NFPA 704
R-phrases R12
S-phrases S2, S9, S16
Flash point −60 °C
Autoignition temperature 287 °C
Explosive limits 1.8–8.4%
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 Propane
Pentane
Related compounds Isobutane
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
[Chemical infoboxInfobox disclaimer and references]

Butane, also called n-butane, is the unbranched alkane with four carbon atoms, CH3CH2CH2CH3. Butane is also used as a collective term for n-butane together with its only other isomer, isobutane (also called methylpropane), CH(CH3)3.

Butanes are highly flammable, colorless, easily liquefied gases. The name butane was derived by back-formation from the name of butyric acid.

Reactions and uses

When oxygen is plentiful, butane burns to form carbon dioxide and water vapor: When oxygen is limited, carbon (soot) or carbon monoxide may also be formed.

n-Butane is the feedstock for duPont's process for the preparation of maleic anhydride. The catalyst for this process has the approximate formula

:CH3CH2CH2CH3 + 3.5 O2 → C2H2(CO)2O + 4 H2O
Butane, like all hydrocarbons, undergoes free radical chlorination to give both 1-chloro- and 2-chlorobutanes, as well as more highly chlorinated derivatives. The relative rates of the chlorination is partially explained by the differing bond dissociation energies, 425 and 411 kJ/mol for the two types of C-H bonds. The two central carbon atoms have the slightly weaker C-H bonds.

Butane gas is sold bottled as a fuel for cooking and camping, in which case it is referred to commercially as LPG. It is also used as a petrol component, as a feedstock for the production of base petrochemicals in steam cracking, as fuel for cigarette lighters and as a propellant in aerosol sprays. Despite its flammability, very pure forms of butane are also occasionally used as a refrigerant in automobiles that are set up to use R-12, because R-12 is an ozone depleting halomethane.

See also

References

Bond dissociation energies: Senosiain, J. P.; Han, J. H.; Musgrave, C. B.; Golden, D. M. Faraday Discussions (2001), vol. 119, 173-189 Coulston, G. W.; Bare, S. R.; Kung, H.; Birkeland, K.; Bethke, G. K.; Harlow, R.; Herron, N.; Lee, P. L. "The Kinetic Significance of V5+ in n-Butane Oxidation Catalyzed by Vanadium Phosphates" Science (1997) Vol. 275, pp. 191 - 193.

External links


 
Alkanes
Methane
CH4
|
 
Ethane
C2H6
|
 
Propane
C3H8
|
 
Butane
C4H10
|
 
Pentane
C5H12
|
 
Hexane
C6H14
Heptane
C7H16
|
 
Octane
C8H18
|
 
Nonane
C9H20
|
 
Decane
C10H22
|
 
Undecane
C11H24
|
 
Dodecane
C12H26
 

 


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