Draw all of the structural isomers of C4H6Cl2 and determine which of these can have geometric isomers. How many pairs of geometric isomers are there?

I have been asked to answer the above. I am confused, is this asking for all structural and geometric isomers of C4H6Cl2, Dichlorobutene? Wouldn't that be a lot?

Please help me, I have been searching for hours, any help is so appreciated.

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Nestor RutherfordLv2

27 Jan 2019

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Detailed Reaction Procedure:

Step 1: Cinnamaldehyde + Cyclopentanone (Mix for 1 min).

Step 2: Add 10% NaOH + Water to the mixture above (Mix for 3 min).

Step 3: Add Ethanol to the mixture above (Mix for 3 min). Precipitate will form.

Step 4: Collect precipitate by suction filtration and wash it with Glacial Acetic Acid + Water (Continue suction for 5 to 10 min).

Step 5: Transfer the crude product known as BPC (or (2E,5E)-2,5-bis((E)-3-phenylallylidene)cyclopentan-1-one)) into beaker with Ethanol and heat it up until it boils (or also known as "recrystallization").

Step 6: Collect the pure BPC (crystals) by suction filtration and wash it with Ice-Cold Ethanol (Continue suction for 5 min).

Overall Reaction:

a) There are 9 geometric isomers (i.e. âcisâ and âtransâ or âEâ and âZâ isomers) of BPC; however in this reaction, the product mixture is composed of one major geometric isomer of BPC. Clearly draw the major geometric isomer of BPC; then draw any two of the other 8 geometric isomers. Briefly describe why the formation of one geometric isomer predominates over the formation of the other 8 geometric isomers.

b) Ketones with Î±-hydrogens can undergo a process called, "keto-enol tautomerism". Please answer the following sub-parts regarding this process.

I) Draw the keto-enol tautomers of cyclopentanone.

II) Which of the two tautomers is more stable? Why is it more stable?

III) Please show the mechanism for the formation of keto-enol tautomers of cyclopentanone in the presence of an acid.

c) The last step of the formation of BPC involves dehydration of the aldol by elimination of a hydroxide ion; which is generally considered a poor leaving group. Please justify why the elimination of OH^â occurs in this reaction.

a) Draw the condensed structures and give the systematic names for all the alkenes with molecular formula C6H12, ignoring stereoisomers. (Hint: there are 13)

b) which of the alkenes have E and Z isomers?

c) which of the alkenes is the most stable?

d) which of the alkenes is the least stable ?

can someone please help me, please show it in details.

Can someone help me with this please?