So, I'm confused on the notation my professor uses in a certain question; could someone explain. He says:

Draw the structure: (R)-(Z)-chloro-4,6,-dimethyl-3-octene

I get everything after '(z)'

I'm just unsure what he means by '(R)-(Z)'...

Any input is appreciated. Thanks.

  • 5
    $\begingroup$ For R read here and for Z here. $\endgroup$ – Wildcat Oct 10 '14 at 8:03
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    $\begingroup$ The proper name should, however, be (3 Z , 6 R )-1-chloro-4,6-dimethyloct-3-ene. $\endgroup$ – Martin - マーチン Oct 10 '14 at 10:14
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    $\begingroup$ @Martin Is it necessary here. I mean it has only one place for Z abd T and only one chiral centre $\endgroup$ – DSinghvi Oct 10 '14 at 18:17
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    $\begingroup$ @DSinghvi I was merely stating the proper IUPAC recommended name. If they make more or less sense is up to everyone else to consider. $\endgroup$ – Martin - マーチン Oct 11 '14 at 16:54

The name (R,Z)-chloro-4,6-dimethyloct-3-ene is ambiguous. This could be (R,Z)-1-chloro-4,6-dimethyloct-3-ene, (R,Z)-3-chloro-4,6-dimethyloct-3-ene, (R,Z)-6-chloro-4,6-dimethyloct-3-ene, or (R,Z)-8-chloro-4,6-dimethyloct-3-ene. (2-chloro-4,6-dimethyloct-3-ene, 5-chloro-4,6-dimethyloct-3-ene, and 7-chloro-4,6-dimethyloct-3-ene have one additional stereocenter.) For example:



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