Connect  One Semester Access Card for General, Organic, & Biological Chemistry
Connect One Semester Access Card for General, Organic, & Biological Chemistry
4th Edition
ISBN: 9781260194654
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 15, Problem 56P
Interpretation Introduction

(a)

Interpretation:

The specific rotation of the enantiomer of lactose should be determined.

Concept Introduction:

Chiral or optically active molecules can rotate plane-polarized light either clockwise or counter clockwise. If plane-polarized light is rotated clockwise then it is known as dextrorotatory and for counter clockwise rotation it is known as levorotatory.

Interpretation Introduction

(b)

Interpretation:

Boiling point comparison should be done for enantiomers of Taxol.

Concept Introduction:

Physical properties of enantiomers are similar except the direction of optical activity. Solubility, melting point, boiling points are similar in enantiomers.

Interpretation Introduction

(c)

Interpretation:

The solubility of Taxol needs to be compared to its enantiomer.

Concept Introduction:

Physical properties of enantiomers are similar except the direction of optical activity. Solubility, melting point, boiling points are similar in enantiomers.

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19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+

Chapter 15 Solutions

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