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Provide the reagent(s) required to complete the following transformation:  Provide the reagent(s) required to complete the following transformation:   A) HBr B) Br<sub>2</sub>/h  \nu  C) Br<sub>2</sub>/ROOR D) HBr/ROOR E) h \nu  /NBS


A) HBr
B) Br2/h ν\nu
C) Br2/ROOR
D) HBr/ROOR
E) h ν\nu /NBS

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Predict the reagent(s) required to complete the following transformation: Predict the reagent(s) required to complete the following transformation:   A) 1) OsO<sub>4</sub>;2) NaHSO<sub>3</sub>,H<sub>2</sub>O B) H<sub>2</sub>SO<sub>4</sub>,H<sub>2</sub>O,HgSO<sub>4</sub> C) NaOH D) xs NaNH<sub>2</sub> E) 1) O<sub>3</sub>;2) DMS


A) 1) OsO4;2) NaHSO3,H2O
B) H2SO4,H2O,HgSO4
C) NaOH
D) xs NaNH2
E) 1) O3;2) DMS

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D

Propose an efficient method of completing the following transformation: Propose an efficient method of completing the following transformation:

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Predict the reagent(s) required to complete the following transformation: Predict the reagent(s) required to complete the following transformation:   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) 1) RCO<sub>3</sub>H;2) H<sub>3</sub>O<sup>+</sup> D) H<sub>2</sub>SO<sub>4</sub>,H<sub>2</sub>O E) 1) O<sub>3</sub>;2) DMS


A) 1) OsO4;2) NaHSO3,H2O
B) 1) Hg(OAc) 2,H2O;2) NaBH4
C) 1) RCO3H;2) H3O+
D) H2SO4,H2O
E) 1) O3;2) DMS

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Predict the reagent(s) required to complete the following transformation: Predict the reagent(s) required to complete the following transformation:   A) 1) OsO<sub>4</sub>;2) NaHSO<sub>3</sub>,H<sub>2</sub>O B) H<sub>2</sub>SO<sub>4</sub>,H<sub>2</sub>O,HgSO<sub>4</sub> C) NaOH D) xs NaNH<sub>2</sub> E) 1) O<sub>3</sub>;2) H<sub>2</sub>O


A) 1) OsO4;2) NaHSO3,H2O
B) H2SO4,H2O,HgSO4
C) NaOH
D) xs NaNH2
E) 1) O3;2) H2O

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Which of the following provides an efficient method of converting 3-bromo-2-methyl-1-butene into 2-methyl-2-butene?


A) 1) NaOH;2) H2,Pt
B) 1) H2,Pt;2) NaOEt
C) 1) H2,Pt;2) xs NaNH2
D) 1) H2,Ni2B;2) KOtBu
E) 1) H2,Pt;2) KOtBu

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Propose an efficient method of completing the following transformation: Propose an efficient method of completing the following transformation:

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Propose an efficient method of converting 3-methyl-2-butanol into 3-methyl-1-butanol.

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11eab5f2_2579_e5d7_a628_bb1356d22a63_TB3186_00

Which sequence of reagents will accomplish the following transformation? Which sequence of reagents will accomplish the following transformation?   A) 1) KOtBu;2) 1-bromopropane B) 1) NaNH<sub>2</sub>;2) 1-bromopropane C) 1) NaNH<sub>2</sub>;2) 2-bromopropane D) 1) O<sub>3</sub>;2) DMS E) 1) O<sub>3</sub>;2) 1-bromopropane


A) 1) KOtBu;2) 1-bromopropane
B) 1) NaNH2;2) 1-bromopropane
C) 1) NaNH2;2) 2-bromopropane
D) 1) O3;2) DMS
E) 1) O3;2) 1-bromopropane

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Reaction of compound A (molecular formula = C12H22) 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

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D

Which of the following sequences efficiently converts 2-methylpropene and sodium acetylide into 3-methylbutanal? Which of the following sequences efficiently converts 2-methylpropene and sodium acetylide into 3-methylbutanal?   A) 1) HBr;2) NaCCH;3) O<sub>3</sub>;4) H<sub>2</sub>O B) 1) HBr;2) NaCCH;3) O<sub>3</sub>;4) DMS C) 1) HBr,ROOR;2) NaCCH;3) O<sub>3</sub>;4) H<sub>2</sub>O D) 1) HBr,ROOR;2) NaCCH;3) H<sub>2</sub>/Ni<sub>2</sub>B 3) O<sub>3</sub>;4) DMS E) 1) NaCCH;2) H<sub>2</sub>/Ni<sub>2</sub>B;3) O<sub>3</sub>;4) DMS


A) 1) HBr;2) NaCCH;3) O3;4) H2O
B) 1) HBr;2) NaCCH;3) O3;4) DMS
C) 1) HBr,ROOR;2) NaCCH;3) O3;4) H2O
D) 1) HBr,ROOR;2) NaCCH;3) H2/Ni2B 3) O3;4) DMS
E) 1) NaCCH;2) H2/Ni2B;3) O3;4) DMS

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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 and III


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

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


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

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Predict the reagent(s) required to complete the following transformation: Predict the reagent(s) required to complete the following transformation:   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) 9-BBN;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) 9-BBN;2) H2O2,NaOH
E) 1) O3;2) DMS

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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) II and III


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

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Predict the reagent(s) required to complete the following transformation: Predict the reagent(s) required to complete the following transformation:   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) 1) RCO<sub>3</sub>H;2) H<sub>3</sub>O<sup>+</sup> 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) 1) RCO3H;2) H3O+
D) 1) BH3-THF;2) H2O2,NaOH
E) 1) O3;2) DMS

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Predict the reagent(s) required to complete the following transformation: Predict the reagent(s) required to complete the following transformation:   A) 1) OsO<sub>4</sub>;2) NaHSO<sub>3</sub>,H<sub>2</sub>O B) NaNH<sub>2</sub> C) H<sub>2</sub>,Pt D) Na,NH<sub>3</sub>(l)  E) H<sub>2</sub>,Lindlar's catalyst


A) 1) OsO4;2) NaHSO3,H2O
B) NaNH2
C) H2,Pt
D) Na,NH3(l)
E) H2,Lindlar's catalyst

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Which order of alterations would most effectively transform trans-2-butene into 1-butene?


A) convert to the dibromoalkane,then to the terminal alkyne,then to the terminal alkene
B) convert to an alcohol,then to a terminal alkyne,finally to the terminal alkene
C) convert to the terminal alkene in one step
D) shorten the chain by two carbons,then add a two-carbon alkene to the end
E) convert to an alkane,then to a terminal alkyne,and finally to a terminal alkene

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Predict the major product(s) for the following transformation: Predict the major product(s) for the following transformation:     A) I B) II C) III D) IV E) I and III Predict the major product(s) for the following transformation:     A) I B) II C) III D) IV E) I and III


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

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What is the minimum number of steps required to convert 2-methylpropane into 2-methylpropene?


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

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