3. Consider the real world objects below exterior interior of human of human bod

Question

3. Consider the real world objects below exterior interior of human of human bod bod A roll of ta A nail A screw Which are chiral, and which are achiral? It is easier to prove an object is achiral than to prove it's chiral. You can prove an object is achiral in two ways a. i. draw its mirror image, and show that the mirror image is superimposable on the original ii. find a plane of symmetry in the original (chiral objects don't possess planes of symmetry) b. Which object of (a)-(e) is achiral and meso? Recall that a meso object i. is achiral ii. contains chiral units c. Identify 3 real world objects of your choice i. one that is chiral ii. one that is achiral and meso iii one that is achiral and not meso 4. In graduate school, I performed many (doomed) experiments with cyclic anhydrides like A a. In as convincing a way as possible, prove that A is chiral b. Put an asterisk next to all asymmetric centers in A c. Assign each asymmetric center in A as R or S d. Draw the enantiomer of A. There are (at least) two conceptually H,o 'CH 3 different approaches to this. Discuss with your peers and find both. What is the relationship between the asymmetric centers in A vs. the asymmetric centers in the enantiomer of A? Draw as many diastereomers of A as you can. What approach did you use to accomplish this? Compare with your peers. How many total diastereomers did you find? Make sure they aren't identical Assign R and S to the asymmetric centers in any diastereomers for A you drew in (g) Based on your answers to c,e and h, fill in the blanks: “In a molecule's enantiomer, asymmetric centers are inverted, whereas in a molecule's diastereomer, centers are inverted." Label the diastereomer(s) of A as chiral or achiral. Justify your designation. If A has a boiling point of 249 °C, what can you say about the boiling point of the enantiomer of A? The diastereomer of A? e. A: a cyclic anhydride f. g. h. L asymmetric j. k. 1. If A smells like sage after a rain (it doesn't), what can you predict about the odor of the enantiomer or A? The diastereomer of A? Hint: Is the nose chiral or achiral?

Explanation / Answer

Chirals: are the ones that if we take the mirror image it would be different in some way

Achirals: are objects that have a plane of simmetry and the mirror image is the same

chirals: the roll of tape, the screw (the threads go to the right if you take a mirror image of it it will go the left) The interior of the human body (heart is at the left and the liver is at the right if you take the mirror image you will have the opposite)

achirals: nail and the exterior of human body (mirror image is exactly the same, even though the hands are chirals if you take the mirror of all the exterior of the human body you will get another body with 1 right hand and 1 left hand and so on)

The human body is achiral and meso, hands are chiral, feet are chiral... but the whole human body is achiral (the mirror image is the same)

Hands and gloves are chiral

a regular glass of water is achiral

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