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geometrical isomers

Posted: Mon Jul 16, 2012 1:32 am
by Expelliarmus9
Can you tell me which are the geometrical isomers of 3,4,7,8 tetramethyl 3,7 decadiene and geometrical isomers of 2,4 heptadiene? thank you in advance.

Simplified Molecular Input Line Entry Specification

Posted: Mon Jul 16, 2012 4:18 pm
by GrahamKemp
I find that the SMILES representation is inevaluable for this. (See also: Daylight Theory: SMILES)

CCC(C)=C(C)CCC(C)=C(C)CC

3,4,7,8-tetramethyl-3,7-decadiene will have cis/trans isomerism around the double bonds. The chain is otherwise symmetrical from end to end, so there will be three isomeric patterns.

CC/C(C)=C(C)/CC/C(C)=C(C)/CC : (3E,7E)-3,4,7,8-tetramethyl-3,7-decadiene

CC/C(C)=C(C)\CC/C(C)=C(C)/CC : (3Z,7E)-3,4,7,8-tetramethyl-3,7- decadiene or (3E,7Z)-3,4,7,8-tetramethyl-3,7-decadiene (Depending on which end you count from; otherwise identical.)

CC/C(C)=C(C)\CC/C(C)=C(C)\CC : (3Z,7Z)-3,4,7,8-tetramethyl-3,7-decadiene

CC=CC=CCC
2,4-heptadiene will have stereoisomers around the double bonds, but the chain is not end-to-end symmetrical so there will be four.
C/C=C/C=C/CC ; (2E,4E)-hepta-2,4-diene
C/C=C/C=C\CC ; (2E,4Z)-hepta-2,4-diene
C/C=C\C=C\CC ; (2Z,4E)-hepta-2,4-diene
C/C=C\C=C/CC ; (2Z,4Z)-hepta-2,4-diene