Question 1

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 2

Provide the structure that is consistent with the data below.
C5H8Cl2
IR (cm-1): 2950
1H NMR (d): 1.4 (4H,t),1.2 (4H,t)
13C NMR (d): 62 (s),26 (t),23 (t)

Accepted Answer

Question 3

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

Accepted Answer

A) 2 
B) 5 
C) 1 
D) 4 
E) 3 
A) 2 
B) 5 
C) 1 
D) 4 
E) 3

Question 4

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

Accepted Answer

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

Question 5

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 6

How many signals will be observed in the carbon NMR spectrum of the following molecule?

Accepted Answer

A) 4 
B) 5 
C) 6 
D) 7 
E) 8 
A) 4 
B) 5 
C) 6 
D) 7 
E) 8

Question 7

Which of the following methyl groups will exhibit the most downfield (highest)chemical shift in 1H NMR spectroscopy?

Accepted Answer

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

Question 8

Predict the number of signals expected,their splitting,and their relative area in the 1H NMR spectrum of 1,2-dichloroethane (ClCH2CH2Cl).

Accepted Answer

Question 9

Deduce the identity of the following compound from the spectral data given.
C7H10O2: 1H NMR,δ 1.16 (3H,singlet),2.21 (2H,singlet); 13C NMR,δ 216.25 (singlet),52.57 (singlet),34.51 (triplet),20.22 (quartet)

Accepted Answer

2,2-dimeth

Question 10

How can NMR spectroscopy be used to determine the formation of the product in the following reaction?

Accepted Answer

Characteristic peaks (two doub

Question 11

Predict the number of signals in the 13C NMR spectrum for the following structure.

Accepted Answer

A) 5 
B) 6 
C) 7 
D) 8 
E) 9 
A) 5 
B) 6 
C) 7 
D) 8 
E) 9

Question 12

Provide the structure that is consistent with the data below.
C5H10O2
IR (cm-1): 2950,1720
1H NMR (δ): 3.6 (s,3H),2.5 (septet,1H),0.9 (d,6H)
13C NMR (δ): 190 (s),55 (q),40 (d),16 (q)

Accepted Answer

Question 13

Predict the number of signals expected,their splitting,and their relative area in the 1H NMR spectrum of (CH3)3CCHO.

Accepted Answer

2 signals:

Question 14

Provide the structure that is consistent with the data below.
C5H10O
IR (cm-1): 2950
1H NMR (d): 3.5 (4H,s),0.9 (6H,s)
13C NMR (d): 64 (t),41 (s),12 (q)

Accepted Answer

Question 15

Provide the structure that is consistent with the data below.
C5H10O2
IR (cm-1): 3300-2800 (v.broad),2950,1710
1H NMR (δ): 12.0 (broad s,1H),0.9 (s,9H)
13C NMR (δ): 220 (s),45 (s),12 (q)

Accepted Answer

Question 16

How might the proton spectrum of ultrapure dimethylamine,(CH3)2NH,differ from the spectrum of this compound to which D2O has been added?

Accepted Answer

N-H signal will broa

Question 17

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 18

What multiplicities are observed in the spin coupled 13C NMR spectrum of 2,3-dimethyl-2-butene?

Accepted Answer

a singlet

Question 19

Deduce the identity of the compound from the data provided.
C10H14O: IR (cm-1): 3200-3500 (broad),3050,2950,1610
 1H NMR(δ): 1.0 (s,6H),2.0 (s,3H),2.8 (broad s,1H),
7.3 (d,2H),7.6 (d,2H)

Accepted Answer

Question 20

How might the two trimethylcyclohexane isomers shown below be most readily distinguished using NMR?

Accepted Answer

Number of

Exam 14: Nmr Spectroscopy

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

Provide the structure that is consistent with the data below. C5H8Cl2 IR (cm-1): 2950 1H NMR (d): 1.4 (4H,t),1.2 (4H,t) 13C NMR (d): 62 (s),26 (t),23 (t)

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?

The indicated hydrogens (Ha and Hb)are

How many signals will be observed in the carbon NMR spectrum of the following molecule?

Which of the following methyl groups will exhibit the most downfield (highest)chemical shift in 1H NMR spectroscopy?

Predict the number of signals expected,their splitting,and their relative area in the 1H NMR spectrum of 1,2-dichloroethane (ClCH2CH2Cl).

Deduce the identity of the following compound from the spectral data given. C7H10O2: 1H NMR,δ 1.16 (3H,singlet),2.21 (2H,singlet); 13C NMR,δ 216.25 (singlet),52.57 (singlet),34.51 (triplet),20.22 (quartet)

How can NMR spectroscopy be used to determine the formation of the product in the following reaction?

Predict the number of signals in the 13C NMR spectrum for the following structure.

Provide the structure that is consistent with the data below. C5H10O2 IR (cm-1): 2950,1720 1H NMR (δ): 3.6 (s,3H),2.5 (septet,1H),0.9 (d,6H) 13C NMR (δ): 190 (s),55 (q),40 (d),16 (q)

Predict the number of signals expected,their splitting,and their relative area in the 1H NMR spectrum of (CH3)3CCHO.

Provide the structure that is consistent with the data below. C5H10O IR (cm-1): 2950 1H NMR (d): 3.5 (4H,s),0.9 (6H,s) 13C NMR (d): 64 (t),41 (s),12 (q)

Provide the structure that is consistent with the data below. C5H10O2 IR (cm-1): 3300-2800 (v.broad),2950,1710 1H NMR (δ): 12.0 (broad s,1H),0.9 (s,9H) 13C NMR (δ): 220 (s),45 (s),12 (q)

How might the proton spectrum of ultrapure dimethylamine,(CH3)2NH,differ from the spectrum of this compound to which D2O has been added?

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

What multiplicities are observed in the spin coupled 13C NMR spectrum of 2,3-dimethyl-2-butene?

Deduce the identity of the compound from the data provided. C10H14O: IR (cm-1): 3200-3500 (broad),3050,2950,1610 1H NMR(δ): 1.0 (s,6H),2.0 (s,3H),2.8 (broad s,1H), 7.3 (d,2H),7.6 (d,2H)

How might the two trimethylcyclohexane isomers shown below be most readily distinguished using NMR?

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

Provide the structure that is consistent with the data below. C₅H₈Cl₂ IR (cm^-1): 2950 ¹H NMR (d): 1.4 (4H,t),1.2 (4H,t) ¹³C NMR (d): 62 (s),26 (t),23 (t)

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?

The indicated hydrogens (H_a and H_b)are

Which of the following methyl groups will exhibit the most downfield (highest)chemical shift in ¹H NMR spectroscopy?

Predict the number of signals expected,their splitting,and their relative area in the ¹H NMR spectrum of 1,2-dichloroethane (ClCH₂CH₂Cl).

Deduce the identity of the following compound from the spectral data given. C₇H₁₀O₂: ¹H NMR,δ 1.16 (3H,singlet),2.21 (2H,singlet); ¹³C NMR,δ 216.25 (singlet),52.57 (singlet),34.51 (triplet),20.22 (quartet)

Predict the number of signals in the ¹³C NMR spectrum for the following structure.

Provide the structure that is consistent with the data below. C₅H₁₀O₂ IR (cm^-1): 2950,1720 ¹H NMR (δ): 3.6 (s,3H),2.5 (septet,1H),0.9 (d,6H) ¹³C NMR (δ): 190 (s),55 (q),40 (d),16 (q)

Predict the number of signals expected,their splitting,and their relative area in the ¹H NMR spectrum of (CH₃)₃CCHO.

Provide the structure that is consistent with the data below. C₅H₁₀O IR (cm^-1): 2950 ¹H NMR (d): 3.5 (4H,s),0.9 (6H,s) ¹³C NMR (d): 64 (t),41 (s),12 (q)

Provide the structure that is consistent with the data below. C₅H₁₀O₂ IR (cm^-1): 3300-2800 (v.broad),2950,1710 ¹H NMR (δ): 12.0 (broad s,1H),0.9 (s,9H) ¹³C NMR (δ): 220 (s),45 (s),12 (q)

How might the proton spectrum of ultrapure dimethylamine,(CH₃)₂NH,differ from the spectrum of this compound to which D₂O has been added?

What multiplicities are observed in the spin coupled ¹³C NMR spectrum of 2,3-dimethyl-2-butene?

Deduce the identity of the compound from the data provided. C₁₀H₁₄O: IR (cm^-1): 3200-3500 (broad),3050,2950,1610 ¹H NMR(δ): 1.0 (s,6H),2.0 (s,3H),2.8 (broad s,1H), 7.3 (d,2H),7.6 (d,2H)