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Propose a three-step synthetic sequence to accomplish the transformation below. Propose a three-step synthetic sequence to accomplish the transformation below.

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1. Br...

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Propose a synthesis of propanoic acid from acetylene.

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Propose a three-step synthetic sequence to accomplish the transformation below. Propose a three-step synthetic sequence to accomplish the transformation below.

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1. NaOEt
2...

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Select the best reagents for the reaction below. Select the best reagents for the reaction below.   A)  1. OsO<sub>4</sub>; 2. NaHSO<sub>3</sub>, H<sub>2</sub>O B)  1. Hg(OAc) <sub>2</sub>, H<sub>2</sub>O; 2. NaBH<sub>4</sub> C)  H<sub>2</sub>, Pt D)  1. BH<sub>3</sub>∙THF; 2. H<sub>2</sub>O<sub>2</sub>, NaOH E)  1. O<sub>3</sub>; 2. DMS


A) 1. OsO4; 2. NaHSO3, H2O
B) 1. Hg(OAc) 2, H2O; 2. NaBH4
C) H2, Pt
D) 1. BH3∙THF; 2. H2O2, NaOH
E) 1. O3; 2. DMS

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

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Propose a synthetic route for the following equation. Propose a synthetic route for the following equation.

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1. Br2, h...

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Propose a multi-step synthetic sequence to accomplish the transformation below. Propose a multi-step synthetic sequence to accomplish the transformation below.

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1. Br2, h...

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Predict the major product(s) for the reaction of pent-1-en-4-yne with sodium amide followed by reaction with bromoethane.


A) hept-1-en-4-yne
B) hept-6-en-3-yne
C) hept-3-en-6-yne
D) hept-4-en-1-yne
E) hept-2-en-4-yne

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

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Reaction of compound A (molecular formula = C7H12) with sodium amide, followed by reaction with 1-bromobutane produces a compound with a structure of (CH3) 2CHCH(CH3) CC(CH2) 3CH3. What is the name of compound A?


A) 2,3-dimethylnon-4-yne
B) 2,2-dimethylpent-1-yne
C) 3,4-dimethylpent-1-yne
D) 4,4-dimethylhept-1-yne
E) 1-heptyne

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

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Provide the major product(s) for the following synthesis. Provide the major product(s)  for the following synthesis.     A)  I B)  II C)  III D)  IV E)  I and III Provide the major product(s)  for the following synthesis.     A)  I B)  II C)  III D)  IV E)  I and III


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

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

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Select the best reagents for the reaction below. Select the best reagents for the reaction below.   A)  NaOtBu B)  HBr C)  H<sub>2</sub>SO<sub>4</sub> D)  NaOH E)  NaSH


A) NaOtBu
B) HBr
C) H2SO4
D) NaOH
E) NaSH

F) All of the above
G) None of the above

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Devise a synthetic route for the following equation. Devise a synthetic route for the following equation.

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Select the best reagents for the reaction below. Select the best reagents for the reaction below.   A)  NaOtBu B)  HBr C)  H<sub>2</sub>SO<sub>4</sub> D)  NaOH E)  NaSH


A) NaOtBu
B) HBr
C) H2SO4
D) NaOH
E) NaSH

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

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Identify the best solvent for Green Chemistry.


A) methylene chloride
B) water
C) ethanol
D) methanol
E) ethyl acetate

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

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Devise a synthetic route to prepare 1,3-dibromopropan-2-ol from propene.

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Most synthesis problems will have _________ (one, many) correct answers.

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Which of the following sequences converts 3-methyl-1-pentene into 3-bromo-3-methylpentane?


A) 1. Br2; 2. NaOH; 3. HBr
B) 1. Br2, h υ\upsilon ; 2. H2, Pt
C) 1. H2, Pt; 2. Br2, h υ\upsilon
D) 1. NBS, h υ\upsilon ; 2. H2, Pt
E) 1. HBr, ROOR; 2. NaOH; 3. HBr

F) A) and C)
G) A) and E)

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Propose a three-step synthetic sequence to accomplish the transformation below. Propose a three-step synthetic sequence to accomplish the transformation below.

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1. tBuOK
2...

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Select the best reagents for the reaction below. Select the best reagents for the reaction below.   A)  NaOH B)  heat/H<sub>2</sub>SO<sub>4</sub> C)  CH<sub>3</sub>CO<sub>2</sub>H D)  NaOEt E)  B and D


A) NaOH
B) heat/H2SO4
C) CH3CO2H
D) NaOEt
E) B and D

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

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Reaction of compound A (molecular formula = C12H24) with ozone followed by reaction with DMS produces only (CH3) 3CCH2CHO. Which of the following could be compound A?


A) cis-2,3,7,8-tetramethyloct-4-ene
B) trans-dodec-6-ene
C) 4,4-dimethylpent-1-ene
D) cis-2,2,7,7-tetramethyloct-4-ene
E) 2,2-dimethyldec-4-ene

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

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Predict the major product(s) for the following reaction. Predict the major product(s)  for the following reaction.     A)  I B)  II C)  III D)  IV E)  I, III, and IV Predict the major product(s)  for the following reaction.     A)  I B)  II C)  III D)  IV E)  I, III, and IV


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

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

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