Give the major organic product(s) for each step of the following reactions: H2 NaCN В HCI/H2O SOCI2 HBr A E a) Lindlar 1. NaOH, Д > D 2. H* CH3CH2OH 1, 2 eq CH3CH2MgBr A 2. H30* В H30* LDA b) 1. ВНз/THF HBr A Mg 1. > C В Et,0 D 2. H2О2, ОН", Н20 2. H30*
Give the major organic product(s) for each step of the following reactions: H2 NaCN В HCI/H2O SOCI2 HBr A E a) Lindlar 1. NaOH, Д > D 2. H* CH3CH2OH 1, 2 eq CH3CH2MgBr A 2. H30* В H30* LDA b) 1. ВНз/THF HBr A Mg 1. > C В Et,0 D 2. H2О2, ОН", Н20 2. H30*
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![### Organic Reactions Transcription
#### Reaction Pathways and Major Products
**a) Reaction Steps**
1. Starting material: A terminal alkyne
2. **H₂, Lindlar** - Converts the alkyne to a cis-alkene (Product A)
3. **HBr** - Addition of HBr to the alkene yields a bromoalkane (Product B)
4. **NaCN** - Substitution reaction with NaCN to form a nitrile (Product C)
5. **HCl/H₂O** - Hydrolysis of the nitrile to form a carboxylic acid (Product D)
6. **SOCl₂** - Conversion of the carboxylic acid to an acyl chloride (Product E)
**b) Reaction Mechanisms**
1. **Starting material: Benzene carboxylic acid**
- **CH₃CH₂OH, H₃O⁺** - Forms an ester (Product A)
- From A:
- **1. 2 eq CH₃CH₂MgBr, 2. H₃O⁺** - Formation of a secondary alcohol (Product B)
- **LDA** - Forms an enolate ion (Product C)
2. **1. NaOH, Δ, 2. H⁺** - Converts the starting acid or derivative back (Product D)
**c) Sequential Reactions**
1. **Starting material: An alkene**
2. **1. BH₃/THF, 2. H₂O₂, OH⁻, H₂O** - Hydroboration-oxidation to yield an alcohol (Product A)
3. **HBr** - Converts the alcohol to a bromoalkane (Product B)
4. **Mg, Et₂O** - Forms a Grignard reagent (Product C)
5. **1. Carbonyl compound, 2. H₃O⁺** - Reaction with a carbonyl to form an alcohol (Product D)
These pathways illustrate common transformations in organic synthesis, including reduction, nucleophilic substitution, esterification, Grignard formations, and hydroboration, enhancing understanding of functional group interconversions.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fd32995d5-5fea-4926-a0bc-dd690042cbac%2F19721978-c52b-4417-9ffe-e64111d0bda9%2Fqky2nxw_processed.png&w=3840&q=75)
Transcribed Image Text:### Organic Reactions Transcription
#### Reaction Pathways and Major Products
**a) Reaction Steps**
1. Starting material: A terminal alkyne
2. **H₂, Lindlar** - Converts the alkyne to a cis-alkene (Product A)
3. **HBr** - Addition of HBr to the alkene yields a bromoalkane (Product B)
4. **NaCN** - Substitution reaction with NaCN to form a nitrile (Product C)
5. **HCl/H₂O** - Hydrolysis of the nitrile to form a carboxylic acid (Product D)
6. **SOCl₂** - Conversion of the carboxylic acid to an acyl chloride (Product E)
**b) Reaction Mechanisms**
1. **Starting material: Benzene carboxylic acid**
- **CH₃CH₂OH, H₃O⁺** - Forms an ester (Product A)
- From A:
- **1. 2 eq CH₃CH₂MgBr, 2. H₃O⁺** - Formation of a secondary alcohol (Product B)
- **LDA** - Forms an enolate ion (Product C)
2. **1. NaOH, Δ, 2. H⁺** - Converts the starting acid or derivative back (Product D)
**c) Sequential Reactions**
1. **Starting material: An alkene**
2. **1. BH₃/THF, 2. H₂O₂, OH⁻, H₂O** - Hydroboration-oxidation to yield an alcohol (Product A)
3. **HBr** - Converts the alcohol to a bromoalkane (Product B)
4. **Mg, Et₂O** - Forms a Grignard reagent (Product C)
5. **1. Carbonyl compound, 2. H₃O⁺** - Reaction with a carbonyl to form an alcohol (Product D)
These pathways illustrate common transformations in organic synthesis, including reduction, nucleophilic substitution, esterification, Grignard formations, and hydroboration, enhancing understanding of functional group interconversions.
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