Draw both condensed and line structures corresponding to the following IUPAC names:
a. 3-Methyl-1-heptene
b. 4,4-Dimethyl-2-pentyne
c. 2-Methyl-3-hexene
d. 1,3,3-Trimethylcyclohexene

Question

Draw both condensed and line structures corresponding to the following IUPAC names:

a. 3-Methyl-1-heptene

b. 4,4-Dimethyl-2-pentyne

c. 2-Methyl-3-hexene

d. 1,3,3-Trimethylcyclohexene

Accepted Answer

Welcome back everyone. Our next question says, what are the condensed and line structures of the IAC names listed below? And we have two different names here. So we'll work through each of them knowing we need to draw the line structure or a skeletal structure and then that it's easiest to start with the line structure. And then from that, we'll derive the condensed structure. So our first molecule here is three ethyl hex three E. So we have a hex prefix. So we know we have a six carbon chain as our base here. So we'll go ahead and draw that in, in the skeletal form. 123456, always double check. When you draw these skeletal structures, it's really easy to mix up your number of carbons. So we have 123456 carbons and we'll leave the numbers there for now to help us draw on our double bond and our substituent, then we have three E. So we know it's now keen, it has a double bond at carbon three. So we'll draw a double bond between carbons three and four on our molecule. And then finally at carbon three, we have an ethyl group. So I'm just going to raise the three to make room for me to draw my ethyl group. So I've put that on here. So I now have the line structure in place. I need to write the condensed structure. So that's when I have just the atoms letters all in a row with parentheses indicating substituent groups and subscripts indicating how many. So the easiest way to do this is start just with carbon one, go left to right, stopping at each substituent. So at carbon one, I start, that's a terminal carbon. So I have CH three, my next carbon carbon two just it's an internal carbon. So it has two hydrogens CH two. Now we get to carbon three, which is a little trickier. I'm going to highlight it in blue to keep track of where we are. I put a little blue dot There it has four bonds on it. A bond to carbon two, a bond to the ethyl group and a double bond to carbon four. So there are no hydrogens. It's just a carbon by itself. I'll put that in light blue to match it up there. And then we want to indicate our ethyl group substituent. We do that in parentheses to open parentheses list the ethyl group moving outward from the carbon uh carbon three. So we have CH two CH three for our ethyl group. Then we move on to carbon four. It has a double bond and a single bond. So it has three bonds and then therefore has one hydrogen. So, c for carbon four and then five is just a normal ch two and six, a terminal carbon with three hydrogens. So we have our condensed structure now drawn just going to move it over a little bit. So it's not stretching to the edge of the screen, but we have that commenced structure there. I'll go ahead and highlight that as our answer. We have our lion structure and our condensed structure from our Iupac name for number one. So we'll label that number one. Not very good one. There. There we go, Roman numeral one. Now, let's look at Roman numeral two, which is 35 diethyl hept three in. So we have our prefix Hept. We have a seven carbon chain. So we'll go ahead and put that on here. 1234, 567, starting to get a little tangled up there. So let's number them 1234567. No, we've got the correct number. We've got our seven carbons. Our double bond for we have an alchem is carbon 3 to 4. So we'll draw that on our molecule started in the wrong way, 3 to 4. And now we have two substituent groups, 35 dy ethyl. So two ethyl groups at carbon three and carbon five. So I'm just erasing my number three and five to get out of the way one ethyl group on carbon three and one ethyl group on carbon five. So we have our line structure drawn here. Now, we need to write the condensed structure. This is going to be a long one with a seven carbon chain. So let's get started. So starting with carbon one, we have CH three go to carbon two, it's just ach two and has no other bonds. Now we get to carbon three and like the other molecule, I'm going to put a blue dot here to help keep me oriented here. It has four bonds, two single bonds and one double bond. So zero hydrogens. So just see by itself and I've drawn it in light blue to help us keep track. Now, I need to list my ethyl group in parentheses. So ch two, ch three within parentheses. Now we move on to carbon four which has a double bond and a single bond. So it has one hydrogen. So ch for carbon four, now I get to carbon five and I think I'll do that in red again just to help me keep oriented here. So I put a little red dot on carbon five on my line structure, I'll draw carbon five in or I'll write carbon five in red to help keep me oriented. So there's the sea and let's think about how many bonds it has. It has three bonds, one to each carbon on either side, just a single bond and then one to the ethyl group. So it does have one hydrogen. So we have two carbons in a row with one hydrogen four and five chch and then carbon five has that other ethyl group. So we have open parentheses, ch two ch, three, closed parentheses. Now we just have carbon six, which is a plain old CH two and carbon seven CH three. So as we said, that is definitely a long one. But we have our line structure and our condensed structure. So we have in number one, we have that six carbon chain with a double bond from 3 to 4 and ethyl group on carbon three. Then structure is CH three CH two C. Then open parentheses C two C three, close parenthesis, ch CH two C three. And we look at our second molecule, we have our skeletal structure, our seven carbon chain with a double bond from 3 to 4, an ethyl group at three and an ethyl group at five with a condensed structure of CH three CH two C open parentheses, ch two ch three closed parentheses. Chch, open parentheses, ch two, ch three closed parentheses, CH two CH three. See you on the next video.

Draw both condensed and line structures corresponding to the following IUPAC names:
a. 3-Methyl-1-heptene
b. 4,4-Dimethyl-2-pentyne
c. 2-Methyl-3-hexene
d. 1,3,3-Trimethylcyclohexene

Verified video answer for a similar problem:

Key Concepts

IUPAC Nomenclature

Condensed Structures

Line Structures

Draw both condensed and line structures corresponding to the following IUPAC names:a. 3-Methyl-1-hepteneb. 4,4-Dimethyl-2-pentynec. 2-Methyl-3-hexened. 1,3,3-Trimethylcyclohexene

Verified video answer for a similar problem:

Key Concepts

IUPAC Nomenclature

Condensed Structures

Line Structures

Draw both condensed and line structures corresponding to the following IUPAC names:
a. 3-Methyl-1-heptene
b. 4,4-Dimethyl-2-pentyne
c. 2-Methyl-3-hexene
d. 1,3,3-Trimethylcyclohexene