Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 20.9, Problem 31CC

(a)

Interpretation Introduction

Interpretation:

The major product transformation should be drawn and identified for the given corresponding starting molecules by using its structures.

Concept introduction:

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

Reduction Reaction: The aldehyde and ketones in the presence of strong reducing reagent (like NaBH4, LiAlH4, Na/NH3 etc.,) the carbonyl compound reduced saturated alkanes, alcohols. If the keto group involves in the reduction process of NaBH4 , this carbonyl group reducing to give the different type alcohols.

LAH Reduction: The saturated/unsaturated aldehyde and ketones in the presence of sodium metal in LAH and carbonyl compound produced saturated alcohols. The keto group involves in the reduction process of LAH, this end up reducing to give the alcohols.

NaBH4 Reduction: The saturated/unsaturated aldehyde and ketones in the presence of sodium metal in NaBH4 and carbonyl compound produced saturated alcohols. The keto group involves in the reduction process of NaBH4, this end up reducing to give the alcohols.

Hydrolysis Reaction: This type of reaction involving the braking of a carbon-carbon triple, double bonds in a molecules using water.

To identify: The given synthetic route to accomplish the target molecule transformation.

(b)

Interpretation Introduction

Interpretation:

The major product transformation should be drawn and identified for the given corresponding starting molecules by using its structures.

Concept introduction:

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

Reduction Reaction: The aldehyde and ketones in the presence of strong reducing reagent (like NaBH4, LiAlH4, Na/NH3 etc.,) the carbonyl compound reduced saturated alkanes, alcohols. If the keto group involves in the reduction process of NaBH4 , this carbonyl group reducing to give the different type alcohols.

LAH Reduction: The saturated/unsaturated aldehyde and ketones in the presence of sodium metal in LAH and carbonyl compound produced saturated alcohols. The keto group involves in the reduction process of LAH, this end up reducing to give the alcohols.

NaBH4 Reduction: The saturated/unsaturated aldehyde and ketones in the presence of sodium metal in NaBH4 and carbonyl compound produced saturated alcohols. The keto group involves in the reduction process of NaBH4, this end up reducing to give the alcohols.

Hydrolysis Reaction: This type of reaction involving the braking of a carbon-carbon triple, double bonds in a molecules using water.

To identify: The given synthetic route to accomplish the target molecule transformation.

(c)

Interpretation Introduction

Interpretation:

The major product transformation should be drawn and identified for the given corresponding starting molecules by using its structures.

Concept introduction:

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

Reduction Reaction: The aldehyde and ketones in the presence of strong reducing reagent (like NaBH4, LiAlH4, Na/NH3 etc.,) the carbonyl compound reduced saturated alkanes, alcohols. If the keto group involves in the reduction process of NaBH4 , this carbonyl group reducing to give the different type alcohols.

LAH Reduction: The saturated/unsaturated aldehyde and ketones in the presence of sodium metal in LAH and carbonyl compound produced saturated alcohols. The keto group involves in the reduction process of LAH, this end up reducing to give the alcohols.

NaBH4 Reduction: The saturated/unsaturated aldehyde and ketones in the presence of sodium metal in NaBH4 and carbonyl compound produced saturated alcohols. The keto group involves in the reduction process of NaBH4, this end up reducing to give the alcohols.

Hydrolysis Reaction: This type of reaction involving the braking of a carbon-carbon triple, double bonds in a molecules using water.

To identify: The given synthetic route to accomplish the target molecule transformation.

(d)

Interpretation Introduction

Interpretation:

The major product transformation should be drawn and identified for the given corresponding starting molecules by using its structures.

Concept introduction:

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

Reduction Reaction: The aldehyde and ketones in the presence of strong reducing reagent (like NaBH4, LiAlH4, Na/NH3 etc.,) the carbonyl compound reduced saturated alkanes, alcohols. If the keto group involves in the reduction process of NaBH4 , this carbonyl group reducing to give the different type alcohols.

LAH Reduction: The saturated/unsaturated aldehyde and ketones in the presence of sodium metal in LAH and carbonyl compound produced saturated alcohols. The keto group involves in the reduction process of LAH, this end up reducing to give the alcohols.

NaBH4 Reduction: The saturated/unsaturated aldehyde and ketones in the presence of sodium metal in NaBH4 and carbonyl compound produced saturated alcohols. The keto group involves in the reduction process of NaBH4, this end up reducing to give the alcohols.

Hydrolysis Reaction: This type of reaction involving the braking of a carbon-carbon triple, double bonds in a molecules using water.

To identify: The given synthetic route to accomplish the target molecule transformation.

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1) a) Give the dominant Intermolecular Force (IMF) in a sample of each of the following compounds. Please show your work. (8) SF2, CH,OH, C₂H₂ b) Based on your answers given above, list the compounds in order of their Boiling Point from low to high. (8)
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 20 Solutions

Organic Chemistry

Ch. 20.5 - Prob. 12CCCh. 20.5 - Prob. 13CCCh. 20.5 - Prob. 14CCCh. 20.6 - Prob. 3LTSCh. 20.6 - Prob. 15PTSCh. 20.6 - Prob. 16ATSCh. 20.6 - Prob. 17ATSCh. 20.6 - Prob. 18ATSCh. 20.6 - Prob. 19CCCh. 20.6 - Prob. 20CCCh. 20.6 - Prob. 4LTSCh. 20.6 - Prob. 21PTSCh. 20.6 - Prob. 22ATSCh. 20.6 - Prob. 23ATSCh. 20.6 - Prob. 24ATSCh. 20.7 - Prob. 5LTSCh. 20.7 - Prob. 26PTSCh. 20.7 - Prob. 27ATSCh. 20.7 - Prob. 28CCCh. 20.8 - Prob. 29CCCh. 20.8 - Prob. 30CCCh. 20.9 - Prob. 31CCCh. 20.9 - Prob. 32CCCh. 20.10 - Prob. 33CCCh. 20.10 - Prob. 34CCCh. 20.10 - Prob. 35CCCh. 20.10 - Prob. 36CCCh. 20.10 - Prob. 6LTSCh. 20.10 - Prob. 37PTSCh. 20.10 - Prob. 38ATSCh. 20.10 - Prob. 39ATSCh. 20.11 - Prob. 40CCCh. 20.12 - Prob. 7LTSCh. 20.12 - Prob. 41PTSCh. 20.12 - Prob. 42PTSCh. 20.13 - Prob. 43CCCh. 20 - Prob. 44PPCh. 20 - Prob. 45PPCh. 20 - Prob. 46PPCh. 20 - Prob. 47PPCh. 20 - Prob. 48PPCh. 20 - Prob. 49PPCh. 20 - Prob. 50PPCh. 20 - Prob. 51PPCh. 20 - Prob. 52PPCh. 20 - Prob. 53PPCh. 20 - Prob. 54PPCh. 20 - Prob. 55PPCh. 20 - Prob. 56PPCh. 20 - Prob. 57PPCh. 20 - Prob. 58PPCh. 20 - Prob. 59PPCh. 20 - Prob. 60PPCh. 20 - Prob. 61PPCh. 20 - Prob. 62PPCh. 20 - Prob. 63PPCh. 20 - Prob. 64PPCh. 20 - Prob. 65PPCh. 20 - Prob. 66PPCh. 20 - Prob. 67PPCh. 20 - Prob. 68PPCh. 20 - Prob. 69PPCh. 20 - Prob. 70PPCh. 20 - Prob. 71PPCh. 20 - Prob. 72PPCh. 20 - Prob. 73PPCh. 20 - Prob. 74PPCh. 20 - Prob. 75PPCh. 20 - Prob. 76IPCh. 20 - Prob. 77IPCh. 20 - Prob. 78IPCh. 20 - Prob. 79IPCh. 20 - Prob. 80IPCh. 20 - Prob. 81IPCh. 20 - Prob. 82IPCh. 20 - Prob. 83IPCh. 20 - Prob. 84IPCh. 20 - Prob. 85IPCh. 20 - Prob. 86IP
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