The following names are incorrect by IUPAC rules. Draw the structures represented by the following names, and write their correct names. Label each as being symmetrically or unsymmetrically substituted.
a. 2-Methyl-4-hexene
b. 1,3-Dimethyl-1-hexyne

Question

The following names are incorrect by IUPAC rules. Draw the structures represented by the following names, and write their correct names. Label each as being symmetrically or unsymmetrically substituted.
a. 2-Methyl-4-hexene
b. 1,3-Dimethyl-1-hexyne

a. 2-Methyl-4-hexene

b. 1,3-Dimethyl-1-hexyne

Accepted Answer

Welcome back everyone. Our next problem says, provide the structure of the given name below which is incorrect according to Iupac nomenclature, then provide its Iupac name and categorize it as symmetrically or un symmetrically substituted. Now, we might wonder how can we draw a structure if it's an incorrect name? Well, the answer is presumably as we're given it, the name will make it clear what the structure is. And indeed, we have the name 156 tri hydroxy benzene. So we know we have a benzene ring. So we'll draw that our six carbon ring with its three double bonds. And we're told we have three. So try meaning three hydroxy groups, the hydroxy functional group is oh in positions 15 and six. So typically we make position one, the top of the ring doesn't really matter, obviously. And then if we go around the ring calling this carbon one, going around clockwise, 1234, put an oh at carbon five and an oh at carbon six. And now we can see why this name is incorrect because our hydroxy groups are three in a row. And in our naming rules, we want to number, our substituents such that they have the lowest numbers possible. And in this case, 15 and six is definitely not the lowest arrangement. Since they're three in a row, we'd want to number them. 123, the tri tri hydroxy is fine. There's three of them. We can recall that benzene's sometimes use the nomenclature Ortho meta PAA for the arrangement of their substituents. But that's only for cases where you have two substituents, we have three and of course, they're all the same type. So we don't need to worry about which is higher priority. So 123 try hydroxy benzene, sometimes benzene itself is a substituent. In which case, it's called fy. But that's only when one of the substituents is larger, has more than six carbons larger than the benzene itself, which is obviously not the case here. So we've drawn its structure, we've given it its proper name. We just have to categorize it as symmetrically or un symmetrically substituted. So let's look at our ring recalling it's a planar structure, we have these three hydroxy groups in the row. Can we draw a line of symmetry through this molecule? And indeed, we can, we can draw it down the middle of the middle hydroxy group how to redraw that line since it wasn't actually going through the middle of the ring. And we can see that with that line drawn the molecule is identical on both sides. So this is symmetrically substituted. So we've satisfied all the conditions of our problem. We have our structure drawn, our name, proper name of 123 tri hydroxy benzene and it is symmetrically substituted. See you in the next video.

The following names are incorrect by IUPAC rules. Draw the structures represented by the following names, and write their correct names. Label each as being symmetrically or unsymmetrically substituted.
a. 2-Methyl-4-hexene
b. 1,3-Dimethyl-1-hexyne

Verified video answer for a similar problem:

Key Concepts

IUPAC Nomenclature

Structural Representation

Substitution Patterns

The following names are incorrect by IUPAC rules. Draw the structures represented by the following names, and write their correct names. Label each as being symmetrically or unsymmetrically substituted.a. 2-Methyl-4-hexeneb. 1,3-Dimethyl-1-hexyne

Verified video answer for a similar problem:

Key Concepts

IUPAC Nomenclature

Structural Representation

Substitution Patterns

The following names are incorrect by IUPAC rules. Draw the structures represented by the following names, and write their correct names. Label each as being symmetrically or unsymmetrically substituted.
a. 2-Methyl-4-hexene
b. 1,3-Dimethyl-1-hexyne