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


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

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For the reaction sequence below, identify the expected major products. For the reaction sequence below, identify the expected major products. A) B) C) D)


A) For the reaction sequence below, identify the expected major products. A) B) C) D)
B) For the reaction sequence below, identify the expected major products. A) B) C) D)
C) For the reaction sequence below, identify the expected major products. A) B) C) D)
D) For the reaction sequence below, identify the expected major products. A) B) C) D)

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How many moles of hydrogen (H2) are required to completely reduce 1 mole of cis-2,3,3-trimethylhepta-1,5-diene?


A) 02
B) 1
C) 2
D) 3
E) 4

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Identify the structure(s) of the expected major organic product(s) of the following reaction. Draw the products in the expected chair conformations and include regiochemical and/or stereochemical details as needed. Identify the structure(s) of the expected major organic product(s) of the following reaction. Draw the products in the expected chair conformations and include regiochemical and/or stereochemical details as needed.

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blured image The reaction takes place with Markovnik...

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Which reagents are most likely to accomplish the transformation shown below? Which reagents are most likely to accomplish the transformation shown below? A) 1. BH<sub>3</sub>∙THF / 2. HO<sup>-</sup>, H<sub>2</sub>O<sub>2</sub>, H<sub>2</sub>O B) H<sup>+</sup>, H<sub>2</sub>O C) 1. Hg(OAc) <sub>2</sub>, H<sub>2</sub>O, THF / 2. NaBH<sub>4</sub> D) 1. Hg(OAc) <sub>2</sub>, CH<sub>3</sub>OH / 2. NaBH<sub>4</sub> E) NaOH, H<sub>2</sub>O


A) 1. BH3∙THF / 2. HO-, H2O2, H2O
B) H+, H2O
C) 1. Hg(OAc) 2, H2O, THF / 2. NaBH4
D) 1. Hg(OAc) 2, CH3OH / 2. NaBH4
E) NaOH, H2O

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Which of the structures shown depicts the most stable carbocation intermediate formed in the hydrohalogenation reaction shown? Which of the structures shown depicts the most stable carbocation intermediate formed in the hydrohalogenation reaction shown? A) I B) II C) III D) IV E) V Which of the structures shown depicts the most stable carbocation intermediate formed in the hydrohalogenation reaction shown? A) I B) II C) III D) IV E) V


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

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Treatment of 1,2-dimethylcyclopentene with OsO4, followed by aqueous NaHSO3, produces which of the following: Treatment of 1,2-dimethylcyclopentene with OsO<sub>4</sub>, followed by aqueous NaHSO<sub>3</sub>, produces which of the following: A) I B) II C) III D) IV E) V


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

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How many carbonyl groups are generated upon treatment of the molecule below with ozone, followed by zinc metal and water? How many carbonyl groups are generated upon treatment of the molecule below with ozone, followed by zinc metal and water? A) 1 B) 2 C) 3 D) 4 E) 8


A) 1
B) 2
C) 3
D) 4
E) 8

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What is the expected product for the hydrogenation of an alkene?


A) dihaloalkane
B) alkane
C) haloalkane
D) alcohol
E) ether

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Wilkinson's catalyst accomplishes which of the listed molecular transformations?


A) syn addition of H2 to an alkene
B) anti addition of H2 to an alkene
C) syn dihydroxylation of an alkene
D) anti dihydroxylation of an alkene
E) oxidative cleavage of an alkene

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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 transformation. i. t-BuOK/t-BuOH, heat ii. MCPBA/CH2Cl2 iii. H3O+

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blured image Hofmann elimination occurs upon heating...

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Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme: Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme:

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The rule that correctly predicts the regiochemistry of most ionic additions to alkenes is named after which chemist?

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What is the major product for the following reaction sequence? What is the 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

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Which of the reagents below are expected to convert cyclopentene into cyclopentane?


A) H2 and Ni
B) H2O
C) Heat
D) Zn, H3O+
E) Light

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The regioselectivity and stereospecificity in hydrohalogenation of an alkene is best described as:


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

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For the complete reduction of 1 mole of (3E,5E) -hepta-1,3,5-triene with H2 using a Pd catalyst, how many moles of H2 are consumed?


A) 1
B) 2
C) 3
D) 4
E) 5

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What are the major products for the following reaction sequence? What are the major products for the following reaction sequence? A) I and II B) II and III C) III and IV D) I and III E) II and IV


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

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Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme: Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme:

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What is the expected major product for the following reaction? What is the expected major product for the following reaction? A) B) C) D) E)


A) What is the expected major product for the following reaction? A) B) C) D) E)
B) What is the expected major product for the following reaction? A) B) C) D) E)
C) What is the expected major product for the following reaction? A) B) C) D) E)
D) What is the expected major product for the following reaction? A) B) C) D) E)
E) What is the expected major product for the following reaction? A) B) C) D) E)

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