What is the structure of the molecule with the name (E)-3-benzyl-2,5-dichloro-4-methyl-3-hexene?

Question

Ellie Adams · Accepted Answer

The structure of (E)-3-benzyl-2,5-dichloro-4-methylhex -3-ene is

Determining the molecule's (E,Z) configuration is the actual challenge here. You draw a hexane chain with the double bond between #"C-3"# and #"C-4"#, #"Cl"# atoms at #"C-2"# and #"C-5"#, a benzyl group at #"C-3"#, and a methyl group at #"C-4"#. Determine the priorities of the groups on #"C-3"#. 1-Chloroethyl has higher priority than benzyl because #color(lime)"Cl"# has a higher atomic number than #"C"#. Determine the priorities of the groups on #"C-4"# The 1-chloroethyl group is given priority in each scenario. As a result, these groups must be on opposing sides of the double bond (entgegen).

Isaac Aronson · Answer

undefined The structure of the molecule (E)-3-benzyl-2,5-dichloro-4-methyl-3-hexene is as follows:

$$ \begin{array}{ccccccccccccc}
\text{H} & - & \text{C} & (-\text{H}) & = & \text{C} & (-\text{H}) & - & \text{C} & (-\text{H}) & - & \text{C} & \text{H}_2 \
& & | & & | & & | & & | & & | & & | \
\text{H} & - & \text{C} & (-\text{CH}_2\text{Ph}) & - & \text{C} & \text{H}_2 & - & \text{C} & \text{Cl}_2 & - & \text{C} & \text{CH}_3 \
\end{array} $$