Nitrogen atom that is a more basic among the two nitrogen atoms present in epibatidine has to be explained. Concept introduction: Amines are the derivatives of ammonia ( N H 3 ) with one or more of the hydrogens replaced with a substituent such as an alkyl group. Depending on the number of carbon side chain of the nitrogen, different types of amines can form. According to the explanations by Lewis, if a species donates an electron pair then it is a Lewis base whereas if a species receives an electron pair, then it is Lewis acid. Hybridization is the mixing of valence atomic orbitals to get equivalent hybridized orbitals that having similar characteristics and energy.

Question

Q2: Ranking Acidity a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly explain the ranking. Use Table 2.2 as reference. Ha Нь HC H-N Ha OHe b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain. (Hint: use resonance structures to help) Name the functional groups on atenolol. H H-N atenolol Ν H-N OH Н

Answer 1

Question

Chapter 23, Problem 23.28P

(a)

Interpretation Introduction

Interpretation:

Nitrogen atom that is a more basic among the two nitrogen atoms present in epibatidine has to be explained.

Concept introduction:

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

According to the explanations by Lewis, if a species donates an electron pair then it is a Lewis base whereas if a species receives an electron pair, then it is Lewis acid.

Hybridization is the mixing of valence atomic orbitals to get equivalent hybridized orbitals that having similar characteristics and energy.

(b)

Interpretation Introduction

Interpretation:

Chiral centers in epibatidine have to be marked.

Concept Introduction:

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Chirality: It refers to an atom in a molecule that contains four different substituents.

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Q2: Ranking Acidity a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly explain the ranking. Use Table 2.2 as reference. Ha Нь HC H-N Ha OHe b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain. (Hint: use resonance structures to help) Name the functional groups on atenolol. H H-N atenolol Ν H-N OH Н

Answer d, e, and f

If the rotational constant of a molecule is B = 120 cm-1, it can be stated that the transition from 2←1:a) gives rise to a line at 120 cm-1b) is a forbidden transitionc) gives rise to a line at 240 cm-1d) gives rise to a line at 480 cm-1