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Which of the following structures is consistent with a compound that displays a molecular ion peak at 84 and infrared signals at 3000-2850 cm-1 and no signals between 3000-3300 cm-1? Which of the following structures is consistent with a compound that displays a molecular ion peak at 84 and infrared signals at 3000-2850 cm<sup>-1</sup> and no signals between 3000-3300 cm<sup>-1</sup>?   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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Examine the IR below and classify the compound. Examine the IR below and classify the compound.   A) Alkane B) Carboxylic acid C) Alcohol D) Alkene


A) Alkane
B) Carboxylic acid
C) Alcohol
D) Alkene

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

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Ignoring sp3 CH stretching,estimate where the major peak be in the following compound's IR. Ignoring sp<sup>3</sup> CH stretching,estimate where the major peak be in the following compound's IR.   A) 3300 cm<sup>-1</sup> B) 3100 cm<sup>-1</sup> C) 2250 cm<sup>-1</sup> D) 1750 cm<sup>-1</sup>


A) 3300 cm-1
B) 3100 cm-1
C) 2250 cm-1
D) 1750 cm-1

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

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Why does an alkyne carbon-carbon triple bond vibrate at a higher wavenumber than an alkene carbon-carbon double bond?


A) It is stronger.
B) It is weaker.
C) It has fewer hydrogens.
D) It makes a less stable cation.

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

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The functional group region of an infrared spectrum is


A) where the cations appear.
B) greater than or equal to 1500 cm-1.
C) less than 1500 cm-1.
D) greater than or equal to 2500 cm-1.

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

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Which of the following structures is consistent with a compound that displays a molecular ion peak at 103 and infrared signals at 2250 and 1600 cm-1? Which of the following structures is consistent with a compound that displays a molecular ion peak at 103 and infrared signals at 2250 and 1600 cm<sup>-1</sup>?   A) I B) II C) III D) IV


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

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

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A

Which of the following statements is (are) true about a compound that has a molecular ion peak in its mass spectrum at mass 94 and shows prominent peaks in its IR spectrum at 3600-3200 and 1600 cm-1?


A) The compound has a molecular mass of 94.
B) The compound contains a C=O group and Csp3-H hybridized bonds.
C) The compound contains an OH group and a benzene ring.
D) Both (The compound has a molecular mass of 94) and (The compound contains a C=O group and Csp3-H hybridized bonds) are true statements.
E) Both (The compound has a molecular mass of 94) and (The compound contains an OH group and a benzene ring) are true statements.

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

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E

Which of the following π bonds is IR inactive? Which of the following π bonds is IR inactive?   A) I B) II C) III D) IV


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

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

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When the phenol shown below is treated with KOH,it forms a product whose IR spectrum does not show an absorption in the 3200-3600 cm-1 region.Propose a structure for the product. When the phenol shown below is treated with KOH,it forms a product whose IR spectrum does not show an absorption in the 3200-3600 cm<sup>-1</sup> region.Propose a structure for the product.   A) I B) II C) III D) IV


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

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

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Examine the IR below and classify the compound. Examine the IR below and classify the compound.   A) Alcohol B) Aldehyde C) Amine D) Ketone E) Carboxylic acid


A) Alcohol
B) Aldehyde
C) Amine
D) Ketone
E) Carboxylic acid

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

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The base peak in a mass spectrum corresponds to the most stable fragment.Propose a structure for a compound that is consistent with the following data. a.The molecular ion peak has m/z = 116. b.The base peak is at m/z = 59. c.The compound is composed of C,H and O atoms. d.The IR spectrum shows a strong absorbance at 3257 cm-1. The base peak in a mass spectrum corresponds to the most stable fragment.Propose a structure for a compound that is consistent with the following data.  a.The molecular ion peak has m/z = 116. b.The base peak is at m/z = 59. c.The compound is composed of C,H and O atoms. d.The IR spectrum shows a strong absorbance at 3257 cm<sup>-1</sup>.   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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In an IR spectrum,which of the indicated C-H bonds exhibits a stretching absorption at the largest wave number? In an IR spectrum,which of the indicated C-H bonds exhibits a stretching absorption at the largest wave number?   A) I B) II C) III D) IV


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

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

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Stronger bonds will be found where in the infrared spectrum?


A) Higher molecular weight
B) Lower molecular weight
C) Lower wavenumbers
D) Higher wavenumbers

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

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Which of the following statement(s) is (are) true about a compound that has a molecular ion peak in its mass spectrum at mass 69 and shows a prominent peak in its IR spectrum at 2250 cm-1?


A) The compound has a molecular mass of 70.
B) The compound contains a C=O group.
C) The compound contains a cyano or alkyne group.
D) Both (The compound has a molecular mass of 70) and (The compound contains a C=O group) are true statements.
E) Both (The compound has a molecular mass of 70) and (The compound contains a cyano or alkyne group) are true statements.

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

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Examine the IR below and classify the compound. Examine the IR below and classify the compound.   A) Alcohol B) Aldehyde C) Amine D) Ketone


A) Alcohol
B) Aldehyde
C) Amine
D) Ketone

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

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A compound X shows a molecular ion peak at m/z 72 in its mass spectrum,and a strong peak at ~1715 cm-1 in its IR spectrum.Which structures are possible for compound X? A compound X shows a molecular ion peak at m/z 72 in its mass spectrum,and a strong peak at ~1715 cm<sup>-1</sup> in its IR spectrum.Which structures are possible for compound X?   A) I B) II C) III D) I and II


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

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

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A

What type of signal(s) would you observe in the mass and (or) infrared spectrum of the following compound? What type of signal(s) would you observe in the mass and (or) infrared spectrum of the following compound?   A) A signal at 1600 cm<sup>-1</sup> B) A signal at 3300 cm<sup>-1</sup> C) A single mass peak at 92 amu D) Two mass peaks at 92 and 94 amu


A) A signal at 1600 cm-1
B) A signal at 3300 cm-1
C) A single mass peak at 92 amu
D) Two mass peaks at 92 and 94 amu

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

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What type of signal(s) would you observe in the mass and (or) infrared spectrum of the following compound? What type of signal(s) would you observe in the mass and (or) infrared spectrum of the following compound?   A) A signal at 95 amu B) A signal at 94 amu C) Two signals at 95 and 94 amu D) A signal at 3600-3200 cm<sup>-1</sup>


A) A signal at 95 amu
B) A signal at 94 amu
C) Two signals at 95 and 94 amu
D) A signal at 3600-3200 cm-1

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

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An alkyne C-H bond absorbs at higher wave number than an alkene C-H bond.What does this tell you about the strength of these two bonds?


A) The alkene C-H bond is stronger.
B) The alkyne C-H bond is stronger.
C) The alkene C-C bond is stronger.
D) The alkyne C-C bond is stronger.

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

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-Which of the following statements is (are) true about the IR spectrum of the compound drawn below?  -Which of the following statements is (are) true about the IR spectrum of the compound drawn below?   A) It shows absorptions at 3000-3150 cm<sup>-1</sup> and 1720 cm<sup>-1</sup>. B) It shows absorptions at 3000-2850 cm<sup>-1</sup> and 2150 cm<sup>-1</sup>. C) It shows absorptions at 2250 cm<sup>-1</sup> and 1650 cm<sup>-1</sup>. D) It shows absorptions at 2250 cm<sup>-1</sup> and 1720 cm<sup>-1</sup>. E) Both statements (It shows absorptions at 3000-2850 cm<sup>-1</sup> and 2250 cm<sup>-1</sup>) and (It shows absorptions at 2250 cm<sup>-1</sup> and 1720 cm<sup>-1</sup>) are true.


A) It shows absorptions at 3000-3150 cm-1 and 1720 cm-1.
B) It shows absorptions at 3000-2850 cm-1 and 2150 cm-1.
C) It shows absorptions at 2250 cm-1 and 1650 cm-1.
D) It shows absorptions at 2250 cm-1 and 1720 cm-1.
E) Both statements (It shows absorptions at 3000-2850 cm-1 and 2250 cm-1) and (It shows absorptions at 2250 cm-1 and 1720 cm-1) are true.

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

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