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Properties Nomenclature Stability Addition Reactions

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Presentation on theme: "Properties Nomenclature Stability Addition Reactions"— Presentation transcript:

1 Properties Nomenclature Stability Addition Reactions
Alkenes Properties Nomenclature Stability Addition Reactions

2 Ethylene

3 Electron Rich p-Bond

4 Elements or Degrees of Unsaturation: p-Bond or Ring

5 Determine the # elements of Unsaturation

6 Alkene Nomenclature

7

8 Cyclic alkenes

9 Alkyl Groups with p-Bonds

10 Alkylidene Groups Double Bonds Fused to Rings

11 Polyenes

12 Name these Alkenes

13 Cis and Trans no rotation about p-bond

14 cis-trans Isomers

15 E/Z System

16

17 Establish Priority of Substituents on Each sp2 Carbon

18

19 What’s My Name?

20 (Z)-4-ethyl-5-isopropyl-4-nonene

21 Priorities with Multiple Bonds

22 E or Z?

23 E or Z?

24 Name These

25

26 Hydrogenation Data Helps to Determine Stability DHhydrogenation of Alkenes

27 Enthalpy Change Shows Relative Energy of Alkene

28 Both cis and trans 2-Butene are Hydrogenated to Butane

29 “E” is More Stable than “Z” by 2.3 KJ/mol

30 Relative Stabilities of Alkenes

31

32 The Addition Reaction

33 HBr Addition

34

35

36 Markovnikov’s Rule The addition of H-X across a double bond results in the more highly substituted alkyl halide as the major product.

37 Depicting a Reaction

38 Addition of HBr or HCl Markovnikov Addition

39 Regiochemistry Determined by Stability of Intermediate

40

41 Hyperconjugation

42 Carbocation Stability more highly substituted, lower energy

43

44 3o Carbocation forms Preferentially

45

46

47

48 What Alkenes are Needed to form Theses Alkyl Halides?

49 Definitions Regioisomers – two constitutional isomers that could result from an addition reaction. Regiospecific – only one regiosisomer forms at the expense of the other. Regioselective – both regioisomers are formed, but one is formed in preference.

50 Determine the major product:

51

52 Rearrangements

53

54 Propose a Mechanism


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