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please answer and explain all! MBLING mendation CEM 251 Summer 2016 Practice Exa

ID: 1002229 • Letter: P

Question

please answer and explain all!

MBLING mendation CEM 251 Summer 2016 Practice Exam 1. .(page 6) apts each, 18 total points) 14. For the above four sttuctures (A, B, C&D;) a) Which one is (IS, 2R)-1 chloro-2-methylcyclohexane? pts by which twa may be present in a bottle labeled cin-1 chloro 2 methylcyclobexane? c) Which one is identical to X? 2 pts. dj Which one would be mixed with B form a racemic mixture? Answer e) Which one has the same melting point as A? Answer n Which two are diastereomers of D? g) If Chas a specific rotation of ()10, which one 2 pta must have a specific rotation of (-)10n

Explanation / Answer

For the given four structures,

First assign the configuration to each chirl center in the molecule folowing the priority rule. A higher atomic weight gets higher priority. H gets the lowest priority in both.

a) The one with (1S,2R)-1-1chloro-2-methylcyclohexane = C

b) With cis-1-chloro-2-methylcyclohexane = C and D [assigned based on the chair conformation of ring]

c) Identical compound to X = A [both have same configuration (1R,2R)]

d) One which form racemix mixture with B = A [B has 1S,2S configuration and A has 1R,2R configuration]

e) Same melting point to A = B [enentiomers have same properties]

f) Diastereomers are = A and B [D has 1R,2S configuration is diastereomeric with A and B]

g) C with specific rotation +10 degree, then one with -10 degree specific rotation = D [both an enantiomers of each other]