[jsmith613]

http://s359.photobucket.com/albums/oo40/jsmith613/?action=view&current=PicChem.png

What is the name of this compound

thanks

[rackye]

it´s an alkene with six carbon atoms in the principal chain
the double bond is in the carbon number 3
is also the bromine group in the carbon 3 or is the methyl group?
and finally, what kind of oleffine is? a Z one or an E

[jsmith613]

I thought It is not an E/Z as I can't work out which side-chain is predominant (surely it would be bromine but then we have 2 ethyl groups so I am confused)

But is it:
E-3-bromo-4-methylhex-3-ene

[Fluorine]

I got the same name as you did when I tried to name it. Isn't priority based on mass of the substitution? On the left side it's the ethyl and the right side it's the bromine. These two groups are trans of each other so it's E.

[rackye]

i think you got the right answer

[jsmith613]

i think you got the right answer

When I entered this answer into the quiz:
http://www.chembio.uoguelph.ca/educmat/chm19104/nomenclature/quiz1.swf
Quiz 3 question 11 my answer was rejected so I am not sure

thanks

[Fluorine]

If you drew the molecule correctly try; (3E)-3-bromo-4-methylhex-3-ene

Edit: Your link prompts a download, not sure what to open it with.

[jsmith613]

If you drew the molecule correctly try; (3E)-3-bromo-4-methylhex-3-ene

Edit: Your link prompts a download, not sure what to open it with.

no my link goes to a website

[Fluorine]

In retrospect, I found it works fine in IE but not firefox.

[jsmith613]

In retrospect, I found it works fine in IE but not firefox.

Do you know the answer to the original question?

[Fluorine]

The correct answer as in what the quiz will accept or the proper chemical name for it? I don't know what the quiz wants but ChemSketch confirms the previously given name.

[rackye]

The correct answer as in what the quiz will accept or the proper chemical name for it? I don't know what the quiz wants but ChemSketch confirms the previously given name.

totally agree with you 

[jsmith613]

The correct answer as in what the quiz will accept or the proper chemical name for it? I don't know what the quiz wants but ChemSketch confirms the previously given name.

We are talking about

CH2CH3 * 2 with 1 CH3
Not the diagram your using - see first post

[sjb]

Seems like cis-3-bromo-4-methylhex-3-ene works, but as you have pointed out this is not clear what the cis is referring to. Presumably in this case it means the fact that the two ethyls are on the same side, even though on one end it is higher in priority than the methyl, whilst on the other it is lower than the bromo. That's why E/Z is (usually) straightforward, unless you start talking the enolates of esters, but that's a different story.

[Fluorine]

We are talking about

CH2CH3 * 2 with 1 CH3
Not the diagram your using - see first post

Either I am misunderstanding or you are. The parent has a hex-3-ene body, H3C-H2C-C=C-CH2-CH3 which gives us C₆H₁₀ and two substitutes, a methyl and a bromine, adding up to a total of C₇H₁₃Br. Let's ask ChemSketch what the formula of the compound I drew is...




The carbon and hydrogens are there, just implied. It's not necessary to draw out every single carbon/hydrogen by it's symbol, with a non-mandatory exception when they are terminal/at the end.

Seems like cis-3-bromo-4-methylhex-3-ene works

Do you mean it works in the quiz or naming wise? I can understand how cis/trans could be applied here and why it is incorrect however I cannot seem to get the quiz accept any of the answers for this question.