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Select the compound that is most suitable to complete the given reaction. ? CH3COOH+?3CH3COCl+H3PO4\mathrm{CH}_{3} \mathrm{COOH}+? \rightarrow 3 \mathrm{CH}_{3} \mathrm{COCl}+\mathrm{H}_{3} \mathrm{PO}_{4}


A) PCl3
B) SOCl2
C) HCl
D) PCl5

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

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A

What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?   A)  1 B)  2 C)  3 D)  4


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

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

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Which of the following is a reactive intermediate in the thermal decarboxylation of a 1,3-diacid?


A) enol
B) carbocation
C) carbanion
D) carboxylate

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

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What is the correct assignment of the names of the following substituted benzenes? What is the correct assignment of the names of the following substituted benzenes?   A)  1 = salicylic acid; 2 = benzoic acid; 3 = terephthalic acid; 4 = phthalic acid B)  1 = terephthalic acid; 2 = salicylic acid; 3 = benzoic acid; 4 = phthalic acid C)  1 = salicylic acid; 2 = terephthalic acid; 3 = phthalic acid; 4 = benzoic acid D)  1 = phthalic acid; 2 = benzoic acid; 3 = terephthalic acid; 4 = salicylic acid


A) 1 = salicylic acid; 2 = benzoic acid; 3 = terephthalic acid; 4 = phthalic acid
B) 1 = terephthalic acid; 2 = salicylic acid; 3 = benzoic acid; 4 = phthalic acid
C) 1 = salicylic acid; 2 = terephthalic acid; 3 = phthalic acid; 4 = benzoic acid
D) 1 = phthalic acid; 2 = benzoic acid; 3 = terephthalic acid; 4 = salicylic acid

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

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?

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When CO2 is bubbled through an ether solution of benzylmagnesium bromide, and the resulting mixture is acidified, ____________ _____ is produced.

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phenylacet...

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?   A)  1 B)  2 C)  3 D)  4


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

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

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Which of the following statements is not true regarding benzoic acid acids?


A) The neutral acid is the predominant species in aqueous solution at pH <2.
B) The anionic carboxylate is the predominant species in aqueous solution at pH >7.
C) Sodium benzoate is less soluble in water than benzoic acid.
D) Benzoic acid is extracted out of diethyl ether by treatment with aqueous sodium bicarbonate.

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

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C

What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?   A)  1 B)  2 C)  3 D)  4


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

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

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What is the major organic product obtained from the following sequence of reactions? What is the major organic product obtained from the following sequence of reactions?

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?   A)  4-methyl-3-phenyl-3-pentenoic acid B)  4,4-dimethyl-3-phenyl-3-butenoic acid C)  3-phenyl-2-methyl-2-penten-5-oic acid D)  (Z) -3-methyl-2-phenyl-2-butenoic acid


A) 4-methyl-3-phenyl-3-pentenoic acid
B) 4,4-dimethyl-3-phenyl-3-butenoic acid
C) 3-phenyl-2-methyl-2-penten-5-oic acid
D) (Z) -3-methyl-2-phenyl-2-butenoic acid

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

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Consider the data in the Table below to answer the following question: Acidities of Substituted Benzoic and Acetic Acids pKas at 25°C Y−C6H4COOH Y Y−CH2COOH meta para H 4.75 4.19 4.19 CN 2.47 3.64 3.55 OCH3 3.57 4.09 4.46 The structure of the acid with the strongest conjugate base in the table above is CH3COOH.

A) True
B) False

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Ethyl propanoate (CH3CH2COOCH2CH3) can be prepared by the reaction of ethanol with ____________ acid.

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?   A)  1 B)  2 C)  3 D)  4


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

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

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B

Consider the following reaction. Consider the following reaction.   The major organic product obtained is  The major organic product obtained is Consider the following reaction.   The major organic product obtained is

A) True
B) False

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What is the best choice of reagent(s) to perform the following transformation? What is the best choice of reagent(s)  to perform the following transformation?   A)  CH<sub>3</sub>I, H<sub>2</sub>SO<sub>4</sub> B)  CH<sub>3</sub>MgBr C)  LiOCH<sub>3</sub> D)  CH<sub>2</sub>N<sub>2</sub>


A) CH3I, H2SO4
B) CH3MgBr
C) LiOCH3
D) CH2N2

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

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Which of the following has the highest boiling point?


A) hexane
B) 1-pentanol
C) pentanal
D) butanoic acid

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

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Provide the correct name for the following compound which can be used to produce aspirin. Provide the correct name for the following compound which can be used to produce aspirin.

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o-hydroxybenzoic aci...

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Consider the following 1H NMR to answer the following question. Consider the following <sup>1</sup>H NMR to answer the following question.   Spectrum obtained from: SDBSWeb : http://riodb01.ibase.aist.go.jp/sdbs/ (National Institute of Advanced Industrial Science and Technology, 11-07-08) This compound is known to contain both a −C=O group and an −OH group. Based on this spectrum, this compound would be classified as aliphatic carboxylic acid. Spectrum obtained from: SDBSWeb : http://riodb01.ibase.aist.go.jp/sdbs/ (National Institute of Advanced Industrial Science and Technology, 11-07-08) This compound is known to contain both a −C=O group and an −OH group. Based on this spectrum, this compound would be classified as aliphatic carboxylic acid.

A) True
B) False

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Match the structures with the most appropriate boiling points. -141.2oC


A) CH3COOH
B) CH3(CH2) 2COOH
C) CH3(CH2) 4COOH
D) CH3CH2COOH

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

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