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How many moles of hydrogen are required to completely reduce 1 mole of cis-2,3,3-trimethylhepta-1,5-diene?


A) 0
B) 1
C) 2
D) 3
E) 4

F) B) and D)
G) C) and E)

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Describe the regioselectivity and stereospecificity in the hydrohalogenation of an alkene.


A) Markovnikov orientation with syn-addition
B) Markovnikov orientation with anti-addition
C) anti-Markovnikov orientation with syn-addition
D) anti-Markovnikov orientation with anti-addition
E) Markovnikov orientation with both syn- and anti-addition

F) B) and C)
G) A) and B)

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What is the expected major product of the following reaction sequence? What is the expected major product of the following reaction sequence? A) I B) II C) III D) IV E) V What is the expected major product of the following reaction sequence? A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

F) B) and E)
G) A) and D)

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What is the expected major product of the following reaction sequence? What is the expected major product of the following reaction sequence? A) I B) II C) III D) IV E) V What is the expected major product of the following reaction sequence? A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

F) All of the above
G) D) and E)

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Provide the expected major organic product from the reaction shown below. Provide a brief explanation of any regioselectivity the reaction is expected to produce. Provide the expected major organic product from the reaction shown below. Provide a brief explanation of any regioselectivity the reaction is expected to produce.

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blured image_TB4454_00 The alcohol will be found at ...

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What is a compound that does not have a double bond?


A) allicin (garlic)
B) geraniol (roses)
C) cholesterol
D) limonene (oranges)
E) ammonia

F) All of the above
G) B) and E)

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For the following reaction sequence, which molecule is expected as the major product? For the following reaction sequence, which molecule is expected as the major product? A) I B) II C) III D) IV E) V For the following reaction sequence, which molecule is expected as the major product? A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

F) A) and C)
G) A) and B)

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Identify the compound that would react most rapidly with a dilute aqueous solution of H2SO4. Identify the compound that would react most rapidly with a dilute aqueous solution of H<sub>2</sub>SO<sub>4</sub>. A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

E) None of the above
F) A) and C)

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What is the expected major product of the following reaction sequence? What is the expected major product of the following reaction sequence? A) I B) II C) III D) IV E) V What is the expected major product of the following reaction sequence? A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

F) C) and D)
G) B) and E)

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Identify the major organic product generated from the reaction shown. Identify the major organic product generated from the reaction shown. A) I B) II C) III D) IV Identify the major organic product generated from the reaction shown. A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

E) B) and D)
F) None of the above

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For the following equation a) identify the starting material with correct stereochemistry and b) provide a complete reaction mechanism, including stereochemistry, to account for the product shown. For the following equation a) identify the starting material with correct stereochemistry and b) provide a complete reaction mechanism, including stereochemistry, to account for the product shown.

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blured image_TB4454_00
Step 1 involves the epoxidat...

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Identify the expected product(s) for the reaction shown below. Identify the expected product(s) for the reaction shown below. A) I B) II C) III D) IV E) V Identify the expected product(s) for the reaction shown below. A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

F) B) and D)
G) A) and E)

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Identify the expected major product of the following reaction. Identify the expected major product of the following reaction. A) I B) II C) III D) IV E) V Identify the expected major product of the following reaction. A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

F) A) and E)
G) B) and D)

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Select the expected major product(s) of the following reaction. Select the expected major product(s) of the following reaction. A) I B) II C) III D) I and II E) I and III Select the expected major product(s) of the following reaction. A) I B) II C) III D) I and II E) I and III


A) I
B) II
C) III
D) I and II
E) I and III

F) A) and B)
G) A) and C)

Correct Answer

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Draw Fischer projection (s) of the major product(s) of the reaction between (Z)-3-methyl-3-hexene and MCPBA, followed by aqueous acid.

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blured image_TB4454_00 The reaction takes ...

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What would be the optimal conditions to effect the following synthesis? What would be the optimal conditions to effect the following synthesis? A) dilute H<sub>2</sub>SO<sub>4</sub> B) concentrated H<sub>2</sub>SO<sub>4</sub> C) dilute HBr D) concentrated HBr


A) dilute H2SO4
B) concentrated H2SO4
C) dilute HBr
D) concentrated HBr

E) All of the above
F) B) and C)

Correct Answer

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Starting with (2R,3R)-2-chloro-3,4-dimethylpentane, a) draw the expected major product for each step, including regiochemical and stereochemical details when needed. In addition, b) briefly explain the mechanistic rationale for each reaction. i. t-BuOK/t-BuOH, heat ii. MCPBA/CH2Cl2 iii. H3O+

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blured image_TB4454_00 Hofmann elimination occurs up...

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What is the expected major product for the following reaction sequence? What is the expected major product for the following reaction sequence? A) I B) II C) III D) IV E) None of the above What is the expected major product for the following reaction sequence? A) I B) II C) III D) IV E) None of the above


A) I
B) II
C) III
D) IV
E) None of the above

F) A) and D)
G) B) and E)

Correct Answer

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What is the expected major product for the following reaction sequence? What is the expected major product for the following reaction sequence? A) I B) II C) III D) IV E) V What is the expected major product for the following reaction sequence? A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

F) A) and E)
G) A) and B)

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What is the IUPAC name of the expected major product formed upon reaction of HCl with 3-methyl-1-butene?


A) 1-chloro-2-methylbutane
B) 1-chloro-3-methylbutane
C) 2-chloro-2-methylbutane
D) 2-chloro-3-methylbutane
E) 1-chloropentane

F) None of the above
G) D) and E)

Correct Answer

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