Chapter 15.4, Problem 4P

a)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum of ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_3$ has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

b)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum of ${\text{BrCH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{Br}$ has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

c)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum of ${\text{CH}}_{\text{2}}{\text{=CCl}}_{\text{2}}$ has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons.  Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal.  Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

d)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

e)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

f)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons.  Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal.  Two protons are chemically equivalent if they can be interchanged via symmetry operation-either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

g)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal.  Two protons are chemically equivalent if they can be interchanged via symmetry operation-either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

h)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal.  Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

i)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

j)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

k)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

l)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

m)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

n)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound  which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons. Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal.  Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.

o)

Interpretation Introduction

Interpretation: The expected number of signals in ${}^{\text{1}}\text{H}\text{NMR}$ spectrum for the given compound has to be predicted.

Concept Introduction:

Chemical shift: The frequency of the proton signal in the spectrum with reference to the standard compound which may be TMS(Tetramethylsilane) shows signal at 0 ppm(parts per million).

Number of signals: In ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the number of signals indicates the number of different kinds of protons.  Protons that occupy identical electronic environment are called chemically equivalent, and they will produce only one signal. Two protons are chemically equivalent if they can be interchanged via symmetry operation- either rotation or reflection.

${}^{\text{1}}\text{H NMR}$: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.

Enantiotopic protons: If subjected protons in the molecule can be interchanged through rotational or reflection symmetry known as Enantiotopic protons and the protons are chemically equivalent.

Replacement test: In the molecule replacing each one of the subjected protons with deuterium gives the two compounds are same; then the protons are chemically equivalent.