Where to start counting Winter 2013 final 6A

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004263380
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Joined: Fri Sep 20, 2013 3:00 am

Where to start counting Winter 2013 final 6A

Postby 004263380 » Mon Mar 10, 2014 9:10 pm

Why Is the answer to 6A of final 2013 1,5,5,6 tetramethylcyclohex-1-ene and not 2,3,4,4 tetramethylcyclo-hex-ene? I thought that the double bond determines where 1 is and then we start counting based on what gives the 2nd substituent the smallest number.

ch1995
Posts: 314
Joined: Fri Sep 20, 2013 3:00 am

Re: Where to start counting Winter 2013 final 6A

Postby ch1995 » Mon Mar 10, 2014 9:26 pm

1,5,5,6 tetramethylcyclohex-1-ene
2,3,4,4 tetramethylcyclo-hex-ene

^Comparing the #'s above, the first (lowest) numbers for each name are 1 and 2. Since 1<2, 1,5,5,6 tetramethylcyclohex-1-ene is the correct name. When we number the carbons, the double bond does determine where C1 is (C1 has to be one of the carbons involved in the double bond). Then we start counting based on which carbon is closest to a substituent (gives the substituent the lowest number).

Madison_Moore_1I
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Joined: Sat Jul 23, 2016 3:00 am

Re: Where to start counting Winter 2013 final 6A

Postby Madison_Moore_1I » Tue Mar 14, 2017 4:26 pm

I'm a little confused on why it couldn't be 1,2,3,3.

Hirmand_Sarafian_2N
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Joined: Wed Sep 21, 2016 2:56 pm

Re: Where to start counting Winter 2013 final 6A

Postby Hirmand_Sarafian_2N » Fri Mar 17, 2017 10:48 pm

The double bond takes priority and you need to move across it so you have to start at 1 for the double bond and move left

104469125
Posts: 17
Joined: Mon Nov 14, 2016 3:00 am

Re: Where to start counting Winter 2013 final 6A

Postby 104469125 » Sat Mar 18, 2017 2:10 am

As previously mentioned, the double bond takes priority and you have to move across the double bond. Also, to help figure out why the answer is not 2,3,4,4: If you start counting from the double bond and move left you will get 1,5,5,6 tetramethylcylohexene, instead of 2,3,4,4, tetramethyclyclohexene. When comparing the two, the smaller number "1" indicates that 1,5,5,6 tetramethylcyclohexene is going to be the correct answer.

Veronica_Giap_1C
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Joined: Wed Sep 21, 2016 2:58 pm

Re: Where to start counting Winter 2013 final 6A

Postby Veronica_Giap_1C » Sat Mar 18, 2017 3:28 pm

I am still confused, because if you identify the double bond as the 1st carbon and move right, you're still moving across the double bond, and the sum of 2,3,4,4 would be less than 1,5,5,6. I was under the impression that the priority was about the sum of numbers identified, not the 1st of the numbers identified?

104469125
Posts: 17
Joined: Mon Nov 14, 2016 3:00 am

Re: Where to start counting Winter 2013 final 6A

Postby 104469125 » Sun Mar 19, 2017 6:43 am

Dr. Lavelle told us not to use the sum of the numbers as a reliable way to figure out whether we have the right answer or not. Instead, if you see that there is another way to (correctly) answer the question that will provide you with a lower number in it, then you go with that one. So, in this case because "1" is smaller than "2" we use the name that has the "1" in it. Hope this helped!


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