Question 1

What type of 2-D NMR spectrum indicates which carbon atoms are coupled to which hydrogen atoms?

Accepted Answer

A) DEPT 
B) APT 
C) COSY 
D) HETCOR 
E) MRI 
A) DEPT 
B) APT 
C) COSY 
D) HETCOR 
E) MRI

Question 2

The indicated hydrogens (Ha and Hb)are

Accepted Answer

A) enantiotopic. 
B) diastereotopic. 
C) mesotopic. 
D) isotopic. 
E) none of the above. 
A) enantiotopic. 
B) diastereotopic. 
C) mesotopic. 
D) isotopic. 
E) none of the above.

Question 3

What is the ratio of the protons in the following compound?

Accepted Answer

A) 3:3:2 
B) 3:2 
C) 6:2:1 
D) 3:1 
E) 3:2:1 
A) 3:3:2 
B) 3:2 
C) 6:2:1 
D) 3:1 
E) 3:2:1

Question 4

Using a 60 MHz spectrometer,the protons in dichloromethane appear at 5.30 ppm.When the same sample is placed in a 100 MHz instrument,where does the signal appear?

Accepted Answer

A) 8)33 ppm 
B) 3)18 ppm 
C) 5)30 ppm 
D) cannot be determined from information given 
A) 8)33 ppm 
B) 3)18 ppm 
C) 5)30 ppm 
D) cannot be determined from information given

Question 5

Which of the following technique(s)can readily distinguish between:   ?

Accepted Answer

A) NMR 
B) IR 
C) MS 
D) A and B 
E) A and C 
A) NMR 
B) IR 
C) MS 
D) A and B 
E) A and C

Question 6

Predict the integration for each proton in the 1H NMR spectrum.

Accepted Answer

A) a = 2H; b = 3H; c = 2H; d = 3H; e = 2H 
B) a = 2H; b = 3H; c = 2H; d = 5H; e = 2H 
C) a = 5H; b = 5H; c = 7H; d = 7H; e = 7H 
D) a = 3H; b = 2H; c = 2H; d = 2H; e = 3H 
E) a = 3H; b = 2H; c = 2H; d = 3H; e = 2H 
A) a = 2H; b = 3H; c = 2H; d = 3H; e = 2H 
B) a = 2H; b = 3H; c = 2H; d = 5H; e = 2H 
C) a = 5H; b = 5H; c = 7H; d = 7H; e = 7H 
D) a = 3H; b = 2H; c = 2H; d = 2H; e = 3H 
E) a = 3H; b = 2H; c = 2H; d = 3H; e = 2H

Question 7

Predict the splitting pattern in the proton coupled 13C NMR spectrum for the following compound.

Accepted Answer

A) A,B,G = quartet; C,D,E,F = doublet 
B) A,B,G = triplet; C,D,E,F = singlet 
C) A,G = quintet; B = quartet; D,E = triplet; C,F = doublet 
D) A,G = triplet; B = doublet; D,E = singlet 
E) A,G = quartet; B = triplet; D,E = doublet; C,F = singlet 
A) A,B,G = quartet; C,D,E,F = doublet 
B) A,B,G = triplet; C,D,E,F = singlet 
C) A,G = quintet; B = quartet; D,E = triplet; C,F = doublet 
D) A,G = triplet; B = doublet; D,E = singlet 
E) A,G = quartet; B = triplet; D,E = doublet; C,F = singlet

Question 8

Deduce the identity of the following compound from the spectral data given.
C4H8O2: 1H NMR,δ 1.23 (3H,triplet),2.00 (3H,singlet),4.02 (2H,quartet); IR,2980,1740 cm-1

Accepted Answer

Question 9

Which of the following compounds has a triplet at 9.8 in its 1H NMR spectrum?

Accepted Answer

Question 10

If two signals differ by 3 ppm,how do they differ in Hertz in a 60 MHz spectrometer?

Accepted Answer

A) 20 Hz 
B) 300 Hz 
C) 360 Hz 
D) 180 Hz 
E) 90 Hz 
A) 20 Hz 
B) 300 Hz 
C) 360 Hz 
D) 180 Hz 
E) 90 Hz

Question 11

If a chemical shift of an NMR signal is 7.2 ppm measured in a 60 MHz NMR spectrometer,how many Hz would this signal be from the TMS signal?

Accepted Answer

A) 8)3 Hz 
B) 432 Hz 
C) 0)12 Hz 
D) 72 Hz 
E) 60 Hz 
A) 8)3 Hz 
B) 432 Hz 
C) 0)12 Hz 
D) 72 Hz 
E) 60 Hz

Question 12

Provide the structure that is consistent with the data below.
C4H8O
IR (cm-1): 2950
1H NMR (δ): 3.5 (4H,d),1.6 (1H,m),1.0 (3H,d)
13C NMR (δ): 62 (t),35 (d),15 (q)

Accepted Answer

Question 13

Deduce the identity of the following compound from the spectral data given.
C4H6O2 : 1H NMR,δ 2.28 (2H,multiplet),2.50 (2H,triplet),4.35 (2H,triplet); 13C NMR,δ 177.81 (singlet),68.58 (triplet),27.70 (triplet),22.17 (triplet)(ppm)

Accepted Answer

Question 14

How many signals would you expect to see in the 1H NMR spectrum of the following compound?

Accepted Answer

A) 2 
B) 4 
C) 3 
D) 5 
E) 6 
A) 2 
B) 4 
C) 3 
D) 5 
E) 6

Question 15

What would be the splitting pattern observed for the indicated hydrogens in the proton NMR spectrum of the following molecule?

Accepted Answer

A) singlet 
B) doublet 
C) triplet 
D) quartet 
E) quintet 
A) singlet 
B) doublet 
C) triplet 
D) quartet 
E) quintet

Question 16

What splitting pattern is observed in the proton NMR spectrum for the indicated hydrogens?

Accepted Answer

A) singlet 
B) doublet 
C) triplet 
D) quartet 
E) septet 
A) singlet 
B) doublet 
C) triplet 
D) quartet 
E) septet

Question 17

How many signals would you expect to see in the 1H NMR spectrum of the following compound?

Accepted Answer

A) 7 
B) 3 
C) 4 
D) 2 
E) 8 
A) 7 
B) 3 
C) 4 
D) 2 
E) 8

Question 18

How many signals would you expect to see in the 1H NMR spectrum of the following compound? CH3CH2CH2CH3

Accepted Answer

A) 1 
B) 3 
C) 2 
D) 4 
E) 6 
A) 1 
B) 3 
C) 2 
D) 4 
E) 6

Question 19

Give the structure for the compound that has a formula of C10H12O and the following 1H NMR and 13C NMR spectra.Label the hydrogens and the carbons.
1H NMR: 1.2 ppm (t,3H); 2.3 ppm (s,3H); 2.6 ppm (q,2H),7.2 ppm (d,2H),and 7.8 ppm (d,2H).
13C NMR: 7.0 ppm (CH3); 20.9 ppm (CH3); 32.0 ppm (CH2); 128.0 (CH),129.1 ppm (CH),134.0 ppm (C); 141.0 ppm(C); and 198.1 ppm (C).

Accepted Answer

Question 20

Deduce the identity of the following compound from the spectral data given.
C9H12 : 13C NMR,δ 21.3 (quartet),127.2 (doublet),138.0 (singlet)(ppm)

Accepted Answer

1,3,5-trim

Exam 14: Nmr Spectroscopy

What type of 2-D NMR spectrum indicates which carbon atoms are coupled to which hydrogen atoms?

The indicated hydrogens (Ha and Hb)are

What is the ratio of the protons in the following compound?

Using a 60 MHz spectrometer,the protons in dichloromethane appear at 5.30 ppm.When the same sample is placed in a 100 MHz instrument,where does the signal appear?

Which of the following technique(s)can readily distinguish between: ?

Predict the integration for each proton in the 1H NMR spectrum.

Predict the splitting pattern in the proton coupled 13C NMR spectrum for the following compound.

Deduce the identity of the following compound from the spectral data given. C4H8O2: 1H NMR,δ 1.23 (3H,triplet),2.00 (3H,singlet),4.02 (2H,quartet); IR,2980,1740 cm-1

Which of the following compounds has a triplet at 9.8 in its 1H NMR spectrum?

If two signals differ by 3 ppm,how do they differ in Hertz in a 60 MHz spectrometer?

If a chemical shift of an NMR signal is 7.2 ppm measured in a 60 MHz NMR spectrometer,how many Hz would this signal be from the TMS signal?

Provide the structure that is consistent with the data below. C4H8O IR (cm-1): 2950 1H NMR (δ): 3.5 (4H,d),1.6 (1H,m),1.0 (3H,d) 13C NMR (δ): 62 (t),35 (d),15 (q)

Deduce the identity of the following compound from the spectral data given. C4H6O2 : 1H NMR,δ 2.28 (2H,multiplet),2.50 (2H,triplet),4.35 (2H,triplet); 13C NMR,δ 177.81 (singlet),68.58 (triplet),27.70 (triplet),22.17 (triplet)(ppm)

How many signals would you expect to see in the 1H NMR spectrum of the following compound?

What would be the splitting pattern observed for the indicated hydrogens in the proton NMR spectrum of the following molecule?

What splitting pattern is observed in the proton NMR spectrum for the indicated hydrogens?

How many signals would you expect to see in the 1H NMR spectrum of the following compound?

How many signals would you expect to see in the 1H NMR spectrum of the following compound? CH3CH2CH2CH3

Deduce the identity of the following compound from the spectral data given. C9H12 : 13C NMR,δ 21.3 (quartet),127.2 (doublet),138.0 (singlet)(ppm)

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds: Nomenclature, physical Properties, and Structure

Isomers: the Arrangement of Atoms in Space

Alkenes: Structure,nomenclature,and an Introduction to Reactivity - Thermodynamics and Kinetics

The Reactions of Alkenes - the Stereochemistry of Addition Reactions

The Reactions of Alkynes - Introduction to Multistep Synthesis

Delocalized Electrons: Their Effect on Stability, pka, and the Products of a Reaction - Aromaticity and Electronic Effects: an Introduction to the Reactions of Benzene

Substitution and Elimination Reactions of Alkyl Halides

Reactions of Alcohols, ethers, epoxides, amines and Sulfur-Containing Compounds

Organometallic Compounds

Radicals

Mass Spectrometry,infrared Spectroscopy,and Uvvis Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Α-Carbon

Reactions of Benzene and Substituted Benzenes

More About Amines - Reactions of Heterocylic Compounds

The Organic Chemistry of Carbohydrates

Amino Acids,peptides,and Proteins

Catalysis in Organic Reactions and in Enzymatic Reactions

The Organic Chemistry of the Coenzymes, compounds Derived From Vitamins

The Organic Chemistry of the Metabolic Pathways

The Organic Chemistry of Lipids

The Chemistry of the Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

The indicated hydrogens (H_a and H_b)are

Which of the following technique(s)can readily distinguish between: ^?

Predict the integration for each proton in the ¹H NMR spectrum.

Predict the splitting pattern in the proton coupled ¹³C NMR spectrum for the following compound.

Deduce the identity of the following compound from the spectral data given. C₄H₈O₂: ¹H NMR,δ 1.23 (3H,triplet),2.00 (3H,singlet),4.02 (2H,quartet); IR,2980,1740 cm-1

Which of the following compounds has a triplet at 9.8 in its ¹H NMR spectrum?

Provide the structure that is consistent with the data below. C₄H₈O IR (cm^-1): 2950 ¹H NMR (δ): 3.5 (4H,d),1.6 (1H,m),1.0 (3H,d) ¹³C NMR (δ): 62 (t),35 (d),15 (q)

Deduce the identity of the following compound from the spectral data given. C₄H₆O₂ : ¹H NMR,δ 2.28 (2H,multiplet),2.50 (2H,triplet),4.35 (2H,triplet); ¹³C NMR,δ 177.81 (singlet),68.58 (triplet),27.70 (triplet),22.17 (triplet)(ppm)

How many signals would you expect to see in the ¹H NMR spectrum of the following compound?

How many signals would you expect to see in the ¹H NMR spectrum of the following compound?

How many signals would you expect to see in the ¹H NMR spectrum of the following compound? CH₃CH₂CH₂CH₃

Deduce the identity of the following compound from the spectral data given. C₉H₁₂ : ¹³C NMR,δ 21.3 (quartet),127.2 (doublet),138.0 (singlet)(ppm)