Tetramethylbutane

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Tetramethylbutane
Skeletal formula of tetramethylbutane
Spacefill model of tetramethylbutane
IUPAC name 2,2,3,3-Tetramethylbutane
Identifiers
CAS number	594-82-1 7pxY
PubChem	11675
ChemSpider	11185 7pxY
EC number	209-855-6
UN number	1325
Jmol-3D images	Image 1
SMILES CC(C)(C)C(C)(C)C <p><p style="word-wrap: break-word;">
InChI InChI=1S/C8H18/c1-7(2,3)8(4,5)6/h1-6H3 7pxY Key: OMMLUKLXGSRPHK-UHFFFAOYSA-N 7pxY
Molecular formula	C8H18
Molar mass	114.23 g mol−1
Thermochemistry
Std enthalpy of formation ΔfHo298	−270.3–−267.9 kJ mol−1
Std enthalpy of combustion ΔcHo298	−5.4526–−5.4504 MJ mol−1
Standard molar entropy So298	273.76 J K−1 mol−1
Specific heat capacity, C	232.2 J K−1 mol−1 (at 2.8 °C)
Hazards
EU Index	601-009-00-8
EU classification	Flammable F Harmful Xn Dangerous for the Environment (Nature) N
R-phrases	R11, R38, R65, R67, R50/53
S-phrases	(S2), S16, S29, S33
Flash point	4 °C
Explosive limits	1–?%
Related compounds
Related alkanes	Neopentane 2,2-Dimethylbutane 2,3-Dimethylbutane Triptane Tetraethylmethane 2,2,4-Trimethylpentane 2,3,3-Trimethylpentane 2,3,4-Trimethylpentane Tetra-tert-butylmethane
14pxY (verify) (what is: 10pxY/10pxN?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Tetramethylbutane, sometimes called hexamethylethane, is a hydrocarbon with formula C₈H₁₈ or (H₃C-)₃C-C(-CH₃)₃. It is the most heavily branched and most compact of the many octane isomers, the only one with a butane (C4) backbone.

The compound can be obtained by reaction of Grignard reagent tert-butylmagnesium bromide with ethyl bromide, or of ethylmagnesium bromide with tert-butyl bromide in the presence of manganese(II) ions. This transformation is believed to go through the dimerization of two tert-butyl radicals, which are generated by decomposition of the organomanganese compounds generated in situ.

The full IUPAC name of the compound is 2,2,3,3-tetramethylbutane, but the numbers are superfluous in this case because there is no other possible arrangement of "tetramethylbutane".

References

de:Tetramethylbutan