How can I draw 3–methylpent–2–ene, (#CH_3CH = C(CH_3) CH_2CH_3#), and know if it shows E-Z isomerism?

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Aug 24, 2015

Answer:

First you expand the condensed structural formula to a bond-line view, and then you check whether there are two different groups on each end of the #"C=C"# bond.

Explanation:

Step 1. Draw the bond-line structure.

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Step 2. Check for two different substituents on each end.

In the structure above, the left hand #"C"# atom has an #"H"# and a #"CH"_3# (two different substituents).

The right hand end has a #"CH"_3# and a #"CH"_2"CH"_3# (two different substituents).

The compound shows #E"/"Z# isomerism.

In the above structure, the #"CH"_3# group on the left hand end has priority 1, while the #"CH"_2"CH"_3# group on the right hand end has priority 1.

Since the two high-priority groups are on opposite sides of the double bond, the compound is (#E#)-3-methylpent-2-ene.

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