Organic Chemistry

How many stereoisomers are possible for each of the following structures? Draw them, and name each by the R-S and E-Z conventions

a) 4-methyl-2,5-heptadiene

b) 1,2,5-trichloro-3-hexene

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  1. This forum does not accommodate drawings.

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  2. You could use S.M.I.L.E.S.
    (Simplified Molecular-Input Line-Entry System)

    CC=C(C)C=CC
    4-methyl-2,5-heptadiene has two points of E/Z isomerism--the double bond--and one point for R/S isomerism-the central carbon.

    When both bonds have the same isomerism the central carbon is symmetric.

    When the bonds have different isomerism, the central carbon is chiral.

    That's four stereoisomers.

    C\C=C/C(C)\C=C/C
    Z,Z-4-methyl-2,5-heptadiene

    C/C=C/C(C)\C=C\C
    E,E-4-methyl-2,5-heptadiene

    C\C=C/[C@@H](C)\C=C\C
    R,Z,E-4-methyl-2,5-heptadiene

    C\C=C\[C@@H](C)\C=C/C
    S,E,Z-4-methyl-2,5-heptadiene

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