
a)
Interpretation:
The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown.
Concept introduction:
Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.
To show:
The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.
b)
Interpretation:
The major products formed during the addition of one equivalent of HX to 3-methylpenta-1, 3-diene along with the mechanism of their formation is to be shown.
Concept introduction:
Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.
To show:
The major products formed during the addition of one equivalent of HBr to 3-methylpenta-1, 3-diene along with the mechanism of their formation.
c)
Interpretation:
The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane, along with the mechanism of their formation is to be shown.
Concept introduction:
Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.
To show:
The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane along with the mechanism of their formation.

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Chapter 14 Solutions
Organic Chemistry - With Access (Custom)
- (15 pts) Consider the molecule B2H6. Generate a molecular orbital diagram but this time using a different approach that draws on your knowledge and ability to put concepts together. First use VSEPR or some other method to make sure you know the ground state structure of the molecule. Next, generate an MO diagram for BH2. Sketch the highest occupied and lowest unoccupied MOs of the BH2 fragment. These are called frontier orbitals. Now use these frontier orbitals as your basis set for producing LGO's for B2H6. Since the BH2 frontier orbitals become the LGOS, you will have to think about what is in the middle of the molecule and treat its basis as well. Do you arrive at the same qualitative MO diagram as is discussed in the book? Sketch the new highest occupied and lowest unoccupied MOs for the molecule (B2H6).arrow_forwardQ8: Propose an efficient synthesis of cyclopentene from cyclopentane.arrow_forwardQ7: Use compound A-D, design two different ways to synthesize E. Which way is preferred? Please explain. CH3I ONa NaOCH 3 A B C D E OCH3arrow_forward
- Predict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2).arrow_forward(10 pts) The density of metallic copper is 8.92 g cm³. The structure of this metal is cubic close-packed. What is the atomic radius of copper in copper metal?arrow_forwardPredict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2).arrow_forward
- Predict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2).arrow_forwardQ3: Rank the following compounds in increasing reactivity of E1 and E2 eliminations, respectively. Br ca. go do A CI CI B C CI Darrow_forwardQ5: Predict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2). H₂O דיי "Br KN3 CH3CH2OH NaNH2 NH3 Page 3 of 6 Chem 0310 Organic Chemistry 1 HW Problem Sets CI Br excess NaOCH 3 CH3OH Br KOC(CH3)3 DuckDuckGarrow_forward
- Q4: Circle the substrate that gives a single alkene product in a E2 elimination. CI CI Br Brarrow_forwardPlease calculate the chemical shift of each protonsarrow_forwardQ1: Answer the questions for the reaction below: ..!! Br OH a) Predict the product(s) of the reaction. b) Is the substrate optically active? Are the product(s) optically active as a mix? c) Draw the curved arrow mechanism for the reaction. d) What happens to the SN1 reaction rate in each of these instances: 1. Change the substrate to Br 'CI 2. Change the substrate to 3. Change the solvent from 100% CH3CH2OH to 10% CH3CH2OH + 90% DMF 4. Increase the substrate concentration by 3-fold.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
