Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
Question
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Chapter 9.11, Problem 29PTS

(a)

Interpretation Introduction

Interpretation:

The target products for the given different alkene molecules and transformations should be draw and identified.

Concept Introduction:

Reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . This heterogeneous catalyst that consists of palladium deposited on calcium carbonate which is then poisoned with various forms of lead or Sulphur. The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Halogenation: The addition of halogen atoms to a π- conjunction system. The several unsaturated organic compounds like, alkenes, alkynes and cyclohexenes that has one double bond is halogenated, the resulting molecules is completely saturated or halogenated.

Anti-Markovnikov addition: These rules describe the regioselectivity (particular place in functional group) where the substituent is bonded to a less substituted carbon, rather than the more substituted carbon. This placed is quite unusual as carbon cations which are commonly formed during alkene or alkyne reactions tend to favor the more substituted carbon.

Markovnikov addition: The addition reaction of parotic acids to a different alkene or alkyne, the hydrogen atom of H-X becomes bonded to the carbon atom that the greatest number of hydrogen atoms in the starting alkene or alkyne.

Sodium amide ( NaNH2 ): The strong base of NaNH2 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Birch reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system. The alkyne involves sodium (Na)/NH3 . Further alkyne triple bond end parts reducing to give the trans (E) alkene.

(b)

Interpretation Introduction

Interpretation:

The target products for the given different alkene molecules and transformations should be draw and identified.

Concept Introduction:

Reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . This heterogeneous catalyst that consists of palladium deposited on calcium carbonate which is then poisoned with various forms of lead or Sulphur. The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Halogenation: The addition of halogen atoms to a π- conjunction system. The several unsaturated organic compounds like, alkenes, alkynes and cyclohexenes that has one double bond is halogenated, the resulting molecules is completely saturated or halogenated.

Anti-Markovnikov addition: These rules describe the regioselectivity (particular place in functional group) where the substituent is bonded to a less substituted carbon, rather than the more substituted carbon. This placed is quite unusual as carbon cations which are commonly formed during alkene or alkyne reactions tend to favor the more substituted carbon.

Markovnikov addition: The addition reaction of parotic acids to a different alkene or alkyne, the hydrogen atom of H-X becomes bonded to the carbon atom that the greatest number of hydrogen atoms in the starting alkene or alkyne.

Sodium amide ( NaNH2 ): The strong base of NaNH2 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Birch reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system. The alkyne involves sodium (Na)/NH3 . Further alkyne triple bond end parts reducing to give the trans (E) alkene.

 (c)

Interpretation Introduction

Interpretation:

The target products for the given different alkene molecules and transformations should be draw and identified.

Concept Introduction:

Reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . This heterogeneous catalyst that consists of palladium deposited on calcium carbonate which is then poisoned with various forms of lead or Sulphur. The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Halogenation: The addition of halogen atoms to a π- conjunction system. The several unsaturated organic compounds like, alkenes, alkynes and cyclohexenes that has one double bond is halogenated, the resulting molecules is completely saturated or halogenated.

Anti-Markovnikov addition: These rules describe the regioselectivity (particular place in functional group) where the substituent is bonded to a less substituted carbon, rather than the more substituted carbon. This placed is quite unusual as carbon cations which are commonly formed during alkene or alkyne reactions tend to favor the more substituted carbon.

Markovnikov addition: The addition reaction of parotic acids to a different alkene or alkyne, the hydrogen atom of H-X becomes bonded to the carbon atom that the greatest number of hydrogen atoms in the starting alkene or alkyne.

Sodium amide ( NaNH2 ): The strong base of NaNH2 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Birch reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system. The alkyne involves sodium (Na)/NH3 . Further alkyne triple bond end parts reducing to give the trans (E) alkene.

(d)

Interpretation Introduction

Interpretation:

The target products for the given different alkene molecules and transformations should be draw and identified.

Concept Introduction:

Reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . This heterogeneous catalyst that consists of palladium deposited on calcium carbonate which is then poisoned with various forms of lead or Sulphur. The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Halogenation: The addition of halogen atoms to a π- conjunction system. The several unsaturated organic compounds like, alkenes, alkynes and cyclohexenes that has one double bond is halogenated, the resulting molecules is completely saturated or halogenated.

Anti-Markovnikov addition: These rules describe the regioselectivity (particular place in functional group) where the substituent is bonded to a less substituted carbon, rather than the more substituted carbon. This placed is quite unusual as carbon cations which are commonly formed during alkene or alkyne reactions tend to favor the more substituted carbon.

Markovnikov addition: The addition reaction of parotic acids to a different alkene or alkyne, the hydrogen atom of H-X becomes bonded to the carbon atom that the greatest number of hydrogen atoms in the starting alkene or alkyne.

Sodium amide ( NaNH2 ): The strong base of NaNH2 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Birch reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system. The alkyne involves sodium (Na)/NH3 . Further alkyne triple bond end parts reducing to give the trans (E) alkene.

(e)

Interpretation Introduction

Interpretation:

The target products for the given different alkene molecules and transformations should be draw and identified.

Concept Introduction:

Reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . This heterogeneous catalyst that consists of palladium deposited on calcium carbonate which is then poisoned with various forms of lead or Sulphur. The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Halogenation: The addition of halogen atoms to a π- conjunction system. The several unsaturated organic compounds like, alkenes, alkynes and cyclohexenes that has one double bond is halogenated, the resulting molecules is completely saturated or halogenated.

Anti-Markovnikov addition: These rules describe the regioselectivity (particular place in functional group) where the substituent is bonded to a less substituted carbon, rather than the more substituted carbon. This placed is quite unusual as carbon cations which are commonly formed during alkene or alkyne reactions tend to favor the more substituted carbon.

Markovnikov addition: The addition reaction of parotic acids to a different alkene or alkyne, the hydrogen atom of H-X becomes bonded to the carbon atom that the greatest number of hydrogen atoms in the starting alkene or alkyne.

Sodium amide ( NaNH2 ): The strong base of NaNH2 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Birch reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system. The alkyne involves sodium (Na)/NH3 . Further alkyne triple bond end parts reducing to give the trans (E) alkene.

(f)

Interpretation Introduction

Interpretation:

The target products for the given different alkene molecules and transformations should be draw and identified.

Concept Introduction:

Reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . This heterogeneous catalyst that consists of palladium deposited on calcium carbonate which is then poisoned with various forms of lead or Sulphur. The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Halogenation: The addition of halogen atoms to a π- conjunction system. The several unsaturated organic compounds like, alkenes, alkynes and cyclohexenes that has one double bond is halogenated, the resulting molecules is completely saturated or halogenated.

Anti-Markovnikov addition: These rules describe the regioselectivity (particular place in functional group) where the substituent is bonded to a less substituted carbon, rather than the more substituted carbon. This placed is quite unusual as carbon cations which are commonly formed during alkene or alkyne reactions tend to favor the more substituted carbon.

Markovnikov addition: The addition reaction of parotic acids to a different alkene or alkyne, the hydrogen atom of H-X becomes bonded to the carbon atom that the greatest number of hydrogen atoms in the starting alkene or alkyne.

Sodium amide ( NaNH2 ): The strong base of NaNH2 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Birch reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system. The alkyne involves sodium (Na)/NH3 . Further alkyne triple bond end parts reducing to give the trans (E) alkene.

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What are the IUPAC Names of all the compounds in the picture?
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 9 Solutions

Organic Chemistry

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