1. Chem 250 Writing Assignment Lab 4 – Personal Care Product 10/10/14 one page summary of primary article due 10/24/14 annotated bibliography due 11/14/14 final project due

2. Q: How do you detect chirality ? A: Polarimetry ! Chem Act 12A Model 3
Q: How do you detect chirality ? A: Polarimetry ! Chem Act 12A Model 3

3. 2 Stereogenic Centers and a plane of symmetry

4. Chemistry 250-02 Organic Chemistry I Fall, 2014 Day 13 10/1/14
Chemistry
Organic Chemistry I
Fall, 2014
Day 13
10/1/14
Chapter 6
An Overview of Organic Reactions
What Kind of Reactions Are There?
Why do Reactions Happen?
How do Reactions Happen?
What Factors Control Reactions?

5. Functional Groups

6. Functional Groups & Polarity

7. Functional Groups C-FG or R-FG

8. Reaction Mechanisms
Answer the question in detail: How do we get from reactants to products?
Include all steps in a multistep reaction
Indicate bond-making and bond-breaking by using curved reaction arrows
Follow the electron flow so arrow becomes a new 2 electron bond ( - ) or a lone pair ( : )
Electrophile Nucleophile

9. How Are Bonds Broken and Made ?
homolytic
heterolytic
Elec Nuc

10. Some Types of Organic Reactions

11. Some Types of Organic Reactions
Addition
Elimination
Substitution
hydrolysis - reaction with H2O
condensation - formation of H2O
Rearrangement

12. Garoutte ChemAct 33 p

13. Garoutte ChemAct 33 p. 133-134 Oxidation Reduction Substitution
Hydrolysis
Elimination (reverse is Addition)
Acid-Base
Oxidation - 3 types Add Oxygen
Lose Hydrogen
Loss of Electrons
Substitution
Condensation
Addition (reverse is Elimination)

14. How do we classify these reactions
How do we classify these reactions? Addition, Elimination, Substitution, Rearrangement

15. How do we classify these reactions
How do we classify these reactions? Addition, Elimination, Substitution, Rearrangement
Substitution
Nucleophilic
Polar-Ionic H+
Elimination
Addition Δ
Substitution
Radical hν

16. Reaction Types

17. What Kinds of Organic Reactions Are There
What Kinds of Organic Reactions Are There ? How Can We Describe These Reactions ? Problem 6.1

18. What Kinds of Organic Reactions Are There
What Kinds of Organic Reactions Are There ? How Can We Describe These Reactions ? Problem 6.1
elimination
addition
substitution
rearrangement

19. What Kinds of Reactions Are These?

20. Polar Reactions Recall polarity
These reactions involve a nucleophile (e- - rich) and an electrophile (e- - poor)
What kind of reaction is this ?

21. Nucleophiles attack Electrophiles

22. Reaction Types

23. What kind of reaction is the transformation shown below?
an elimination reaction
a rearrangement reaction
a substitution reaction
an addition reaction
none of these

24. In the reaction shown below which is the electrophile ?
propene
the H of HCl
the Cl of HCl
propane
none of these
all of these

25. In the reaction shown below which is the nucleophile ?
propene
the H of HCl
the Cl of HCl
propane
none of these
all of these

26. Free Energy Diagrams What Does the TS (‡) Look Like ?

27. Which statement best describes the energetics of the reaction shown below? C2H4 + H2 → C2H6
exothermic with positive activation energy
exothermic with negative activation energy
endothermic with positive activation energy
endothermic with negative activation energy
cannot be determined without knowing BDE’s

28. On the reaction energy profile shown below which species has the highest energy ?II
III IV V

29. On the reaction energy profile shown below which is the highest energy intermediate?II
III IV V

30. On the reaction energy profile shown below which represents the slowest step?
I to II
II to III
III to IV
IV to V
All steps proceed at the same rate

31. On the reaction energy profile shown below which represents the energy of the reaction? The energy difference between:
I and II
I and III
II and III
III and IV
III and V
I and V

32. Organic Rxns and Biological Rxns

33. Which of the following represents a correctly drawn reaction mechanism?

34. Electrophilic Addition to Alkenes

35. Electrophilic Addition to Alkenes

36. Problems 5.6 and 5.7

38. Where are the electrophilic sites? Where are the nucleophilic sites?

39. Follow the arrows to the products

40. Two Reactions of Radicals
R-H →
R-H →

41. Radical Substitution The Mechanism

42. Radical Addition in Prostaglandin Synthesis

43. Polar Bonds and Polar Reactivity

44. Some Nucleophiles and Electrophiles

45. Nucleophiles and Electrophiles React !

46. C-H bond breaking in alkanes

47. How Can Bonds Be Broken and Made ?

48. Polar Reactions

49. Nucleophiles and Electrophiles

50. Problem 5.4 and 5.8