Which of the following molecules are chiral? (Hint: Draw each molecule and analyze it as illustrated in Worked Example 14.2.)
a. 3-Chloropentane
b. 2-Chloropentane
c.

Question

Which of the following molecules are chiral? (Hint: Draw each molecule and analyze it as illustrated in Worked Example 14.2.)

a. 3-Chloropentane

b. 2-Chloropentane

c.

Accepted Answer

Hi, everybody. Let's take a look at our next problem. Which of the following is a chiral molecule. Hint it will be helpful to draw the molecules A three bromine B three bromo hexane, C for bromo heptane or D none of the above. So of course, a chiral molecule would be one in which if you draw the mirror image of a molecule, it's not super imposable on the original structure. And a quick way to tell if molecules chiral is, does it have a plane of symmetry? So as our question tells us, let's draw each of these molecules. So A is three Bromma pentane. So we have a five carbon chain. So let's draw that 12, 345 Carmens and the broma is on carbon three. Draw that on there. Well, this one's pretty easy to see that it's has a plane of symmetry going right down through carbon three. And the bromine here, it's very easy to see visually that this is a symmetrical molecule. Another test is whether that carbon in the center has four different substituent groups. And we can see this carbon would have a hydrogen, a bromine and two ethane groups because on either side, it has a two carbon chain. So it doesn't have four different substituents. Two of them are the same. And so it's not uh Payroll Center. So we know that choice A is not a chiral molecule. So let's cross that out. Now, we're on to choice B three Bram hexane. So I'm gonna draw this down a little lower. So let's draw hexane, of course, is a six carbon chain. So let's draw that 12, 3456 carbons. And we have a bromine on the third carbon, 123, there's carbon three with the bromine on it. But as we look at this, do we have a plane of symmetry? Well, we do not because our bromine is off to one side and carbon three with the bromine is a chiral center. It has four different groups around its tetrahedral structure. It has a hydrogen, a bromine and then on the left side, it has an ethane. While on the right side, it has a propane, there are two carbons on the left three carbons on the right. So choice B is a chiral molecule. So we'll circle that, then we can eliminate reine, none of the above because we do have a chiral molecule. Well, we now know that choice B must buy our answer. But to be thorough, let's draw the structure of choice C for Bromma Heptane. So heptane means seven carbons. So we will draw that 12, 34567. And our bromine is on carbon 41234 Roy. And we want to see does it have a plane of symmetry? And it does have one just like the Bromma painting going down the center through that central carbon and the bromine. And we can analyze does that carbon have four different groups? It has hydrogen bromine and then two propane groups since there are 23 carbon chains on either side. So choice C not a Carval molecule, we crossed that out. So once again, the chiral molecule here is choice B three bromo hexane. See you in the next video.

Which of the following molecules are chiral? (Hint: Draw each molecule and analyze it as illustrated in Worked Example 14.2.)
a. 3-Chloropentane
b. 2-Chloropentane
c.

Verified video answer for a similar problem:

Key Concepts

Chirality

Stereocenters

Molecular Drawing and Analysis

Which of the following molecules are chiral? (Hint: Draw each molecule and analyze it as illustrated in Worked Example 14.2.)a. 3-Chloropentaneb. 2-Chloropentanec.

Verified video answer for a similar problem:

Key Concepts

Chirality

Stereocenters

Molecular Drawing and Analysis

Which of the following molecules are chiral? (Hint: Draw each molecule and analyze it as illustrated in Worked Example 14.2.)
a. 3-Chloropentane
b. 2-Chloropentane
c.