Chem 311 Chapter 3 Assignment Fall 2021_2022 Name: __________________ Due: 11:30 PM 10/18/21 Grade__________   General Instructions Provide suitable responses for the problems shown below

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Chem 311 Chapter 3 Assignment Fall 2021_2022

Name: __________________ Due: 11:30 PM 10/18/21 Grade__________

 

General Instructions

Provide suitable responses for the problems shown below. The assignment is to be completed individually and returned by 11:30 pm EST on Thursday, October 18, 2021. Where applicable, show your work to receive full credit. Late assignments will be assessed a penalty of 10 % of the overall grade per day late.

 

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Chem 311 Chapter 3 Assignment Fall 2021_2022

Name: __________________ Due: 11:30 PM 10/18/21 Grade__________

 

1. Calculate the degrees of unsaturation for each of the following molecules: (3 pts)

 

(a) C7H10Br2 (c) C3H6O3 (e) C9H11Br3N2O2

 

 

 

 

 

(b) C3H4O2 (d) C5H12N2 (f) C7H13N

 

 

 

 

 

2. Give the general formula for each of the following compounds: (3 pts)

 

 

 

 

 

 

 

 

 

 

3. Using E/Z prefixes as appropriate, give the IUPAC name for each of the following compounds: (5 pts)

 

 

 

 

 

 

 

 

 

 

 

 

 

4. Classify the following compounds as cis or trans structures. Write NA if the compounds are not cis-trans structures. (3 pts)

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

5. Arrange the following alkenes in order of decreasing stability: (3 pts)

 

 

 

 

 

 

 

 

 

 

 

 

6. Arrange the following cations in order of increasing stability: (3 pts)

 

 

 

 

 

 

 

 

7. Arrange the following free radicals in order of increasing stability? (3 pts)

 

 

 

 

 

 

 

 

8. Classify the following compounds as E/Z structures. (4 pts)

 

 

 

 

 

 

 

 

 

9. Identify the stronger acid in each of the following pairs: (3 pts)

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

10. Classify each of the following reactions as a(n) substitution, addition, or elimination reaction: (3 pts)

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

11. Classify the following species as electrophiles or nucleophiles: (4 pts)

 

 

 

 

 

 

 

 

 

12. Use the bond dissociation energies in your textbook to estimate H for the reaction below. Is the reaction exothermic or endothermic? (3 pts)

 

 

 

 

 

 

 

 

 

 

13. Questions (a) –(c) pertain to the reaction shown below. (3 pts)

 

 

 

 

 

 

(a) Which conformer in present in greater amount at equilibrium?

 

 

 

 

 

 

(b) Is the reaction spontaneous or nonspontaneous?

 

 

 

 

 

 

 

14. Calculate Keq for a Go value of 6.9 kcal/mol.K at 25 oC. (3 pts)

 

 

 

 

 

 

 

 

15. For which of the following reactions, if any, is So positive? (3 pts)

 

 

 

 

 

 

 

 

 

16. Consider the energy diagram for the reaction AB + C AC + B. (1 pt each)

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

(a) Identify the point on diagram 1 that controls the rate of the reaction. ________________

 

 

(b) Identify the point on diagram 1 that determines the relative amounts of products and reactants that are formed in the reaction. _________________

 

(c) Which of the two energy diagrams corresponds to the faster reaction? _______________

 

 

(d) Identify the transition state on diagram 1. __________________

 

 

(e) Identify the activation energy on diagram 2. _________________

I II

Cl

H

Cl

H

III

Cl

Cl

IV V VI

ClCl

I

IIIIV

II

I

III

IVII

+

+

+

+

I

III

IVII

CC

CH

2

OH

HCCH

3

CH

2

CH

2

CH

2

CH

2

H

3

C

CC

H

2

C

HCCH

3

NH

2

CH

2

CH

2

O

H

2

NOH

CC

C

CH

2

CH

3

NH

2

CH

2

CNCH

CH

2

CC

NHCH

2

OH

NHCH

3

Br

CH

2

H

2

N

(a) (b)

(c) (d)

Cl

(a)

COOH

or

I II

OH

Cl

Cl

(b)

OH

or

I II

OH

Cl

CH

3

(a)

OH

Br

+

Br

Br

+

(b)

HBr

+

Br

(c)

H

2

O

+

OH

Catalyst

NH

3

+

I II III IV

BH

3

O

C

H

3

B

r

O

H

H

+

C

H

3

O

H

 

 

 

+

B

r

H

R

H

H

R

K

e

q

 

=

 

2

.

9

4

I

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

I

I

N

2

(g) + 3H

2

(g) 2NH

3

(H

2

O (g) H

2

O (l)

(b)

(a)

CaO(s) + CO

2

(g) CaCO

3

(s)

(c)

Progress of Rxn

E

AB +C

AC + B

I

II

III

IV

V

Progress of Rxn

E

DE +F

DF + E

I

II

III

IV

V

Diagram 2

Diagram 1

I II III

ClBr

(a)

(b)

(c)

Br

Cl

Br

Br

(d)

(e)