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Give the IUPAC name of the following compound. Give the IUPAC name of the following compound.   A) R-2-methylpentanenitrile B) S-2-methylpentanenitrile C) R-2-nitrilehexane D) S-2-nitrilehexane


A) R-2-methylpentanenitrile
B) S-2-methylpentanenitrile
C) R-2-nitrilehexane
D) S-2-nitrilehexane

E) C) and D)
F) A) and C)

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Which of the following reagents can accomplish the transformation below? Which of the following reagents can accomplish the transformation below?   A) PCC,CH<sub>2</sub>Cl<sub>2</sub> B) [1] LiAlH<sub>4</sub>,THF; [2] H<sub>2</sub>O C) [1] O<sub>3</sub>; [2] H<sub>2</sub>O D) K<sub>2</sub>Cr<sub>2</sub>O<sub>7</sub>,H<sub>2</sub>SO<sub>4</sub>,H<sub>2</sub>O


A) PCC,CH2Cl2
B) [1] LiAlH4,THF; [2] H2O
C) [1] O3; [2] H2O
D) K2Cr2O7,H2SO4,H2O

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

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Which of the following is the most polar organic compound?


A) CH3CH2CH2CH3
B) CH3CH2CHO
C) CH3CH2CH2OH
D) CH3COOH

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

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What is the common name of the following compound? What is the common name of the following compound?   A) b,b-Dimethyl-a-fluorobutyric acid B) a-Fluoro-b,b-dimethylbutyric acid C) a-Fluoro-b,b,b-trimethylpropionic acid D) a-Fluoro-b,b,b-trimethylbutyric acid


A) b,b-Dimethyl-a-fluorobutyric acid
B) a-Fluoro-b,b-dimethylbutyric acid
C) a-Fluoro-b,b,b-trimethylpropionic acid
D) a-Fluoro-b,b,b-trimethylbutyric acid

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

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Which of the following is the correct IUPAC name for the following structure? Which of the following is the correct IUPAC name for the following structure?   A) Potassium propanoate B) Butanoic potassium C) Potassium propanoic D) Potassium butanoate


A) Potassium propanoate
B) Butanoic potassium
C) Potassium propanoic
D) Potassium butanoate

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

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Arrange the following compounds in order of decreasing water solubility,putting the most soluble compound first. Arrange the following compounds in order of decreasing water solubility,putting the most soluble compound first.   A) I > II > III > IV B) I > IV > II > III C) I > II > IV > III D) IV > III > II > I


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

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

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Rank the following compounds in order of increasing acidity,putting the least acidic first. Rank the following compounds in order of increasing acidity,putting the least acidic first.   A) III < II < IV < I B) III < IV < II < I C) I < IV < II < III D) I < II < III < IV


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

E) A) and D)
F) C) and D)

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What is the common name of the following compound? What is the common name of the following compound?   A) a-Methylbutyric acid B) a-Propylpropionic acid C) a-Methylvaleric acid D) a-Methylcaproic acid


A) a-Methylbutyric acid
B) a-Propylpropionic acid
C) a-Methylvaleric acid
D) a-Methylcaproic acid

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

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What is the common name of the following compound? What is the common name of the following compound?   A) a,b-Dimethoxyvaleric acid B) 2,3-Dimethoxyvaleric acid C) 2,3-Dimethoxycaproic acid D) a,b-Dimethoxycaproic acid


A) a,b-Dimethoxyvaleric acid
B) 2,3-Dimethoxyvaleric acid
C) 2,3-Dimethoxycaproic acid
D) a,b-Dimethoxycaproic acid

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

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Give the IUPAC name for the following compound. Give the IUPAC name for the following compound.   A) (E,R) -2-bromo-3-pentenoic acid B) (Z,R) -2-bromo-3-pentenoic acid C) (E,S) -2-bromo-3-pentenoic acid D) (Z,S) -2-bromo-3-pentenoic acid


A) (E,R) -2-bromo-3-pentenoic acid
B) (Z,R) -2-bromo-3-pentenoic acid
C) (E,S) -2-bromo-3-pentenoic acid
D) (Z,S) -2-bromo-3-pentenoic acid

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

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Which of the following bases are strong enough to significantly deprotonate ethanol,CH3CH2OH (pKa = 16) ?


A) NaOCH3
B) NaOH
C) NaH
D) NaOCH2CH3

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

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Give the IUPAC name for the following compound. Give the IUPAC name for the following compound.   A) (E,R) -2-methyl-3-pentenenitrile B) (E,S) -2-methyl-3-pentenenitrile C) (Z,R) -2-methyl-3-pentenenitrile D) (Z,S) -2-methyl-3-pentenenitrile


A) (E,R) -2-methyl-3-pentenenitrile
B) (E,S) -2-methyl-3-pentenenitrile
C) (Z,R) -2-methyl-3-pentenenitrile
D) (Z,S) -2-methyl-3-pentenenitrile

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

Correct Answer

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What reagents are necessary to perform the following reaction? What reagents are necessary to perform the following reaction?   A) H<sub>2</sub>O,H<sup>+</sup> B) LiAlH<sub>4</sub>,H<sub>2</sub>O C) DIBAL-H,H<sub>2</sub>O D) CH<sub>3</sub>MgBr,H<sub>2</sub>O


A) H2O,H+
B) LiAlH4,H2O
C) DIBAL-H,H2O
D) CH3MgBr,H2O

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

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Arrange the following compounds in order of increasing water solubility,putting the least soluble compound first. Arrange the following compounds in order of increasing water solubility,putting the least soluble compound first.   A) I < II < III < IV B) II < I < III < IV C) I < III < II < IV D) IV < II < III < I


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

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

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What is the other product formed in the oxidation of the following terminal alkyne? What is the other product formed in the oxidation of the following terminal alkyne?   A) HCOOH B) HCOH C) CO<sub>2</sub> D) CO


A) HCOOH
B) HCOH
C) CO2
D) CO

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

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What is the common name of the following compound? What is the common name of the following compound?   A) Propanedioic acid B) 1,3-Propanedicarboxylic acid C) Malonic acid D) Succinic acid


A) Propanedioic acid
B) 1,3-Propanedicarboxylic acid
C) Malonic acid
D) Succinic acid

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

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What is the correct IUPAC name of the following compound? What is the correct IUPAC name of the following compound?   A) 3,5,5-Trimethylcyclohexanecarboxylic acid B) 3,3,5-Trimethylcyclohexanecarboxylic acid C) 3,3,5-Trimethylcyclohexanoic acid D) 3,5,5-Trimethylcyclohexanoic acid


A) 3,5,5-Trimethylcyclohexanecarboxylic acid
B) 3,3,5-Trimethylcyclohexanecarboxylic acid
C) 3,3,5-Trimethylcyclohexanoic acid
D) 3,5,5-Trimethylcyclohexanoic acid

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

Correct Answer

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What is the correct IUPAC name of the following compound? What is the correct IUPAC name of the following compound?   A) 2-sec-Butyl-4,4-dimethylnonanoic acid B) 4,4-Dimethyl-2-isobutylnonanoic acid C) 4,4-Dimethyl-2-sec-butylnonanoic acid D) 2-Isobutyl-4,4-dimethylnonanoic acid


A) 2-sec-Butyl-4,4-dimethylnonanoic acid
B) 4,4-Dimethyl-2-isobutylnonanoic acid
C) 4,4-Dimethyl-2-sec-butylnonanoic acid
D) 2-Isobutyl-4,4-dimethylnonanoic acid

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

Correct Answer

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In the presence of strong acids,which of the oxygen atoms on the carboxyl group is preferentially protonated and why?


A) Protonation occurs at the carbonyl oxygen because the resulting conjugate acid is stabilized by resonance.
B) Protonation occurs at the carbonyl oxygen because the resulting conjugate base is stabilized by the inductive effect.
C) Protonation occurs at the hydroxyl oxygen because the resulting conjugate acid is stabilized by resonance.
D) Protonation occurs at the hydroxyl oxygen because the resulting conjugate base is stabilized by the inductive effect.

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

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What would happen if a mixture of benzoic acid and cyclohexanol dissolved in CH2Cl2 is treated with aqueous NaOH solution?


A) Benzoic acid would remain in the CH2Cl2 layer,and cyclohexanol would dissolve in the aqueous layer.
B) Benzoic acid would dissolve in the aqueous layer while cyclohexanol would remain in the CH2Cl2 layer.
C) The salt of benzoic acid would dissolve in the aqueous layer while cyclohexanol would remain in the CH2Cl2 layer.
D) The salt of benzoic acid would remain in the CH2Cl2 layer while cyclohexanol would dissolve in the aqueous layer.

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

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