Diane Diol worked for several days to prepare the following compounds: CH3 Н— он CH2 H-OH ČH3 CH3 н— он CH2 HO-H CH,CH3 CH3 OH -ОН CH3 H НО CH3 H- H- ОН -H- H- HO -OH- -H H- H- -ОН -ОН CH3 ČHĄCH3 CH3 ČHĄCH3 She labeled them carefully and went to lunch. To her horror, when she returned, she found that the labels had fallen off the bottles and onto the floor. Gladys Glycol, the student at the next bench, told her that the diols could be easily distinguished by two experi- ments. All Diane had to do was determine which ones were optically active and how many products were obtained when each was treated with periodic acid. Diane did what Gladys suggested and found the following to be true: 1. Compounds A, E, and F are optically active, and B, C, and D are optically inactive. 2. One product is obtained from the reaction of A, B, and D with periodic acid. 3. Two products are obtained from the reaction of F with periodic acid. 4. C and E do not react with periodic acid. Will Diane be able to distinguish among the six diols and label them from A to F with only the preceding information? Label the structures.

Diane Diol worked for several days to prepare the following compounds: CH3 Н— он CH2 H-OH ČH3 CH3 н— он CH2 HO-H CH,CH3 CH3 OH -ОН CH3 H НО CH3 H- H- ОН -H- H- HO -OH- -H H- H- -ОН -ОН CH3 ČHĄCH3 CH3 ČHĄCH3 She labeled them carefully and went to lunch. To her horror, when she returned, she found that the labels had fallen off the bottles and onto the floor. Gladys Glycol, the student at the next bench, told her that the diols could be easily distinguished by two experi- ments. All Diane had to do was determine which ones were optically active and how many products were obtained when each was treated with periodic acid. Diane did what Gladys suggested and found the following to be true: 1. Compounds A, E, and F are optically active, and B, C, and D are optically inactive. 2. One product is obtained from the reaction of A, B, and D with periodic acid. 3. Two products are obtained from the reaction of F with periodic acid. 4. C and E do not react with periodic acid. Will Diane be able to distinguish among the six diols and label them from A to F with only the preceding information? Label the structures.

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter15: Chirality: The Handedness Of Molecules

Section: Chapter Questions

Problem 15.41P: 15-41 Compound A(C5Hh, is not optically active and cannot be separated into enantiomers. It reacts...

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