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Rank the following compounds in order of increasing reactivity (least to most reactive) with respect to acyl substitution. I.methyl benzoate II) benzoylchloride III) benzamide


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

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

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What is the missing reagent in the reaction below? What is the missing reagent in the reaction below?   A) [1] LiAlH<sub>4</sub>,[2] H<sub>2</sub>O B) [1] CH<sub>2</sub>=CHLi,[2] H<sub>2</sub>O C) [1] (CH<sub>2</sub>=CH) <sub>2</sub>CuLi,[2] H<sub>2</sub>O D) [1] DIBAL-H,[2] H<sub>2</sub>O


A) [1] LiAlH4,[2] H2O
B) [1] CH2=CHLi,[2] H2O
C) [1] (CH2=CH) 2CuLi,[2] H2O
D) [1] DIBAL-H,[2] H2O

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

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What carbonyl compound and Grignard reagent could be used to prepare 2-butanol? What carbonyl compound and Grignard reagent could be used to prepare 2-butanol?   A) Only I B) Only II C) Only III D) Only I and II


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

E) All of the above
F) None of the above

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Why would the alcohol in the following compound need to be protected before reaction? Why would the alcohol in the following compound need to be protected before reaction?   A) If it isn't protected,the product will be a carboxylic acid. B) The Grignard reagent will react with the alcohol before the ketone. C) Magnesium is Lewis acidic and will coordinate with the alcohol. D) There is no need to protect the alcohol.


A) If it isn't protected,the product will be a carboxylic acid.
B) The Grignard reagent will react with the alcohol before the ketone.
C) Magnesium is Lewis acidic and will coordinate with the alcohol.
D) There is no need to protect the alcohol.

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

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What is the product of the following reaction? What is the product of the following reaction?   A) Only I B) Only II C) Only III D) Only I and II


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

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

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If a compound is reduced,what is the result?


A) Fewer C-H bonds
B) Increased number of C-H bonds
C) Fewer C-Z bonds
D) Both increased number of C-H bonds and fewer C-Z bonds

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

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What is the missing reagent in the reaction below? What is the missing reagent in the reaction below?   A) Et<sub>2</sub>CuLi then H<sub>2</sub>O B) EtMgBr then H<sub>2</sub>O C) NaBH<sub>4</sub>/CH<sub>3</sub>OH D) H<sub>2</sub>,Pd-C


A) Et2CuLi then H2O
B) EtMgBr then H2O
C) NaBH4/CH3OH
D) H2,Pd-C

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

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What is the major organic product of the following reaction? What is the major organic product of the following reaction?   A) I B) II C) III D) IV


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

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

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If the starting material has no stereogenic centers,when carbonyl compounds are reduced with a reagent such as LiAlH4 or NaBH4 and a new stereogenic center is formed,what will the composition of the product mixture be?


A) Forms a racemic mixture of the two possible enantiomers
B) Forms more of one enantiomer than another because of steric reactions around the carbonyl
C) Forms more of one enantiomer than another depending on the temperature of the reaction
D) Forms different products depending on the solvent used

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

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Rank the carbon-metal bond in the following organometallic reagents in order of decreasing polarity,starting with the most polar. Rank the carbon-metal bond in the following organometallic reagents in order of decreasing polarity,starting with the most polar.   A) II > I > III B) II > III > I C) III > I > II D) III > II > I


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

E) All of the above
F) None of the above

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What is the missing reagent in the reaction below? What is the missing reagent in the reaction below?   A) [1] LiAlH<sub>4</sub>,[2] H<sub>2</sub>O B) [1] CH<sub>3</sub>MgBr (excess) ,[2] H<sub>2</sub>O C) [1] (CH<sub>3</sub>) <sub>2</sub>CuLi (excess) ,[2] H<sub>2</sub>O D) [1] DIBAL-H,[2] H<sub>2</sub>O


A) [1] LiAlH4,[2] H2O
B) [1] CH3MgBr (excess) ,[2] H2O
C) [1] (CH3) 2CuLi (excess) ,[2] H2O
D) [1] DIBAL-H,[2] H2O

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

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What is the major organic product of the following reaction? What is the major organic product of the following reaction?   A) I B) II C) III D) IV


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

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

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What will be the product of the following reaction (before any aqueous work-up) ? What will be the product of the following reaction (before any aqueous work-up) ?   A) I B) II C) III D) IV


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

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

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What is the major organic product of the following reaction? What is the major organic product of the following reaction?   A) I B) II C) III D) IV


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

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

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Which of the following statements about organometallic reagents is not true?


A) Organometallic reagents contain a carbon atom bonded to a metal.
B) The more polar the carbon-metal bond,the more reactive the organometallic reagent.
C) Organometallic reagents react as bases and nucleophiles.
D) Organometallic reagents are strong acids that readily donate a proton to water.

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

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


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

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

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What is the name of the general reaction type that carboxylic acids,esters,and amides undergo?


A) Electrophilic acyl addition
B) Nucleophilic acyl addition
C) Nucleophilic acyl substitution
D) Electrophilic acyl substitution

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

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What is the name of the general reaction type that aldehydes and ketones undergo?


A) Electrophilic addition
B) Nucleophilic addition
C) Nucleophilic substitution
D) Electrophilic substitution

E) None of the above
F) All of the above

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The behavior of acid chlorides is different from that of aldehydes in a reaction with a nucleophile because


A) the acid chloride contains a better leaving group
B) the aldehyde is more easily oxidized
C) the carbonyl of the aldehyde is more positive
D) the carbonyl of the aldehyde is less hindered

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

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