C/ CI CI pair B The disubstituted cyclohexanes in pair B are: enantiomers. diastereomers. ○ identical. Consider the disubstituted cyclohexane structures in pair A. Cl CI CI pair A C/ The disubstituted cyclohexanes in pair A are: identical. diastereomers. enantiomers.

Ma Two disubstituted cyclohexane molecules are depicted. Classify the pair as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric. CI CI and CI The compounds are: the same compound not isomeric diastereomers enantiomers constitutional isomers CI

13 Draw the molecule trans-1-ethyl-3- isopropylcyclohexane conformation. Which is the overall most-stable conformer? Justify your answer. in its chair and its flipped chair

Are the following pairs, identical, enantiomers, diastereomers, or constitutional isomers?  use image as reference

There are the two possible chair conformations of trans-1-Methyl-4-chlorocyclohexane. What is the energy difference between the two chair conformations?    Table 1. Steric Strain in Monosubstituted Cyclohexanes    a 28 b. 56 c. 4.8 d 9.6

Which of the following statements is not true regarding the conformation of substituted cyclohexanes? O a. the boat conformation of cyclohexane is usually more stable than the chair conformation O b. ring inversion of cyclohexane between two chair conformations takes place via a boat conformation O c. substituted cyclohexanes are destabilized by 1,3-diaxial interactions d. the relative amount of two conformations of substituted cyclohexanes can be determined from the difference in strain energy

a. What hydrocarbon with molecular formula C4H10 forms only two monochlorinated products? Both products are achiral. b. What hydrocarbon with the same molecular formula as in part a forms three monochlorinated products? One is achiral and two are chiral.

NAME: 1. Draw the 2 chai conformations of cis-1-tert-butyl-2-ethylcyclohexane. Circle the most stable conformation of the molecule

5

True or False: 1. The eclipsed conformation of a linear alkane IS called cis, while the anti conformation of an alkane IS called trans. 2. In the conversion of open-chain D-glucose to the ring form, the aldehyde carbon (carbon #1) bonds to the oxygen on carbon number 5 to form a ring that is both PYRANOSE and UNLOCKED.