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133366

2,3-Dimethylpentane

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133366

2,3-Dimethylpentane

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2,3-Dimethylpentane

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 groupsCH
3
replacing hydrogen atoms on carbon atoms 2 and 3. It is an alkane ("paraffin" in older nomenclature), a fully saturated hydrocarbon; specifically, one of the isomers of heptane.

Like typical alkanes, it is a colorless flammable compound; under common ambient conditions, it is a mobile liquid, less dense than water.

2,3-Dimethylpentane is notable for being one of the two simplest alkanes with optical (enantiomeric) isomerism. The optical center is the middle carbon of the pentane backbone, which is connected to one hydrogen atom, one methyl group, one ethyl groupC
2
H
5
, and one isopropyl groupCH(CH
3
)
2
. The two enantiomers are denoted (3R)-2,3-dimethylpentane and (3S)-2,3-dimethylpentane (the other simplest chiral alkane is its structural isomer 3-methylhexane).

Most properties listed in the literature refer to the racemic compound (an equimolar mixture of the two enantiomers).

The boiling point of 89.7 °C is 0.3 °C higher than the value of 89.4 °C predicted by Wiener's formula, based on the structure of the molecule and the boiling point of n-heptane.

The speed of sound at 3 MHz is 1149.5 m/s at 20 °C and 889.5 m/s at 80 °C.

The racemic mixture has a glass transition temperature of about 123 K (−150 °C), but reportedly it does not crystallize—a fact that has been claimed to be a characteristic of high-purity optically active alkanes.

2,3-Dimethylpentane is practically absent in the synthetic fuel produced from hydrogen and carbon monoxide by the Fischer–Tropsch process.

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