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Draw the most stable chair conformation of (cis) 1, 2-diisobutyleyelohexane. Sta

ID: 1060050 • Letter: D

Question

Draw the most stable chair conformation of (cis) 1, 2-diisobutyleyelohexane. State whether these two are: a) the name molecule b) different compounds that are not isomers c) constitutional isomers d) diastereomers e) enantiomers a) How many stereocenters does this compound have? b) How many stereoisomers are possible for this compound? Underline the most stable member of each pair. If they are equal in stability, write EQUAL. a) (CH_3)_2 CCH_2 CH_3 +CH_2 CH (CH_2) CH_2 CH_3 b) Draw a Fischer projection of: (R) 2-fluoro-3-buten-l-ol which of these two would you expect to be more soluble in water? Why? cyclopentanol cyclohexanol Which of these two would you expect to have the higher boiling point? Why? cyclohexanol 1, 4-cyclohexanediol Write "most" under the compound which will react with Cl_2/FeCl_3 most easily. Write "least" under the compound which will be least reactive toward Cl_2/FeCl_3

Explanation / Answer

Q4.

The carbon (central carbon) is NOT chiral, since it has CH3 and CH3 bonded two times

so...

this is the SAME molecule

Q5.

For stereocenters, we must have at least 4 different types of bonds

so...

Carbon attached to:

C-OH ---> 1 chiral center

C- to ethyl branch --> 1 chiral center

C. Br ---> 1 chiral center

total chiral center s= 3

3^2 = 9 stereoisomers

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