University:
Brenau University
Course:
CY 201 | Organic Chemistry I
Academic year:

2023
Views:

271

Pages:

2
Author:

Annalise Walters

PAL Worksheet Newman/Chair Conformations Newman Conformations 1. Draw the staggered conformation and eclipsed conformation Newman projections for ethane. 2. (Note the dihedral angle). Draw the 0o Eclipsed, 60o Gauche, 120o Eclipsed, 180o Anti, 240o Eclipsed, and 300o Gauche conformations for butane. Chair Conformations 1. Draw a chair conformation for each molecule below. Draw the ring-flipped version of each molecule. Circle the more stable of the two conformers. cis-1-Bromo-2-chlorocyclohexane trans-1,3-diethylcyclohexane 2. Draw the more stable chair conformation for each of the following cyclohexanes. Then “flip” the ring and redraw the molecule in the higher energy form. chlorocyclohexane trans-1-methyl-3-propylcyclohexane cis-1-chloro-2-methylcyclohexane cis-1-tert-butyl-4-methylcyclohexane 3. Which compound below is more stable? Explain. 4. There are two possible arrangements for decalin. a. Draw out the two stereoisomers. b. Which is the most stable and why? 5. Glucose is a simple sugar with 5-substituents bonded to a 6-membered ring. a. Using a chair representation, draw the most stable arrangement of these substituents on the 6-membered ring. b. Convert the representation into one that uses a hexagon with wedges and dashes (2D structure).