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(Picture for 1a-3a) 1A. Which structure(s) is/are cis-1,3 dimethylcyclohexane? (

ID: 888197 • Letter: #

Question

(Picture for 1a-3a)

1A. Which structure(s) is/are cis-1,3 dimethylcyclohexane? (checklist)

A

B

C

D

2A. Which structure(s) is/are the most stable? (checklist)

A

B

C

D

3A. The structure of estradiol (a steroid) is shown. Which statement(s) is/are true? (checklist)

All of the atoms in the rings are on the same plane

the atoms in ring 1 are on the same plane

the methyl group and -OH group are trans to each other

4A. Which H is more acidic on estradiol?

H on O bonded to Ring 1

H on O bonded to cyclopentane ring

same acidity

5A. Which O is more basic on estradiol?

O bonded to Ring 1

O bonded to cyclopentane ring

same basicity

6A. Which of the following are enantiomers? (checklist)

your ears

your feet

your nose

your thumbs

CH3 H3C CH3 CH3 OH HO Estradiol

Explanation / Answer

1A . cis-1,3 dimethylcyclohexane

C , D are cis-1,3 dimethylcyclohexane

2A . B is more stable.

3A. the atoms in ring 1 are on the same plane

4A. H on O bonded to Ring 1 ( because ohenoxide ion is stabilised by resonance)

5A. O bonded to cyclopentane ring

6a. your ears , your feet, your thumbs