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"; Reaction Hydrogenation Of Alkynes Questions - Chem Homework Help
Reaction Hydrogenation of Alkynes Questions

Ch07- homework

  1. Provide the major organic product in the reaction below.

word image word image 1

  1. Provide the structure of the major organic product(s) in the reaction below.

word image 2 word image 3

  1. Provide the structure of the major organic product(s) in the reaction below.

2

CH

3

CH

2

C

M

CH

1. NaNH

2

. PhCH

2

Br

word image 4

  1. Complete the following tree of reactions by giving the major products. (don’t worry about g)

word image 5 word image 6

  1. Draw an acceptable structure for 3- sec– butyl- 1- heptyne.

word image 7

  1. Provide the structure of the major organic product(s) in the reaction below.

Na, NH3

CH

3

CH

2

N

C

M

C

N

CH

3

word image 8

  1. Describe a sequence of reactions by which cis– 2- pentene could be prepared from acetylene.

word image 9

  1. Provide an acceptable name for the compound shown.

word image 10 word image 12

  1. Provide the structure of the major organic product(s) in the reaction below.

word image 14 word image 15

  1. Describe a sequence of reactions by which trans– 2- pentene can be prepared from propyne.

word image 18

  1. Provide the systematic name of the compound shown.

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  1. Draw an acceptable structure for 2- hexyne.

word image 23

  1. Provide the sequence of reagents that are needed to accomplish the multistep synthesis below.

word image 26 word image 27

  1. Provide the major organic product in the reaction below.

word image 29 word image 31

  1. Provide the structure of the major organic product of the following reaction.

word image 33 word image 35

  1. Describe a sequence of reactions by which the aldehyde CH3CH2CH2CH2CHO could be prepared from acetylene.

word image 38

  1. Write structures and give IUPAC names for all alkynes with molecular formula C5H8.

word image 40

  1. Which hydrogens are more acidic, those of benzene or those of cyclohexane? Why?

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  1. Provide the structure of the major organic produt that results when 2- butyne is treated with 1 equivalent of HCl.

word image 45

  1. Provide the major organic product in the reaction below.

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  1. Why are terminal alkynes more acidic than other hydrocarbons?

word image 51

  1. Provide the major organic product in the reaction below.

word image 53

word image 55

  1. Explain why HCMN is a stronger acid than HCMCH.

word image 57

  1. Give the reagents for the following reaction.

word image 59 word image 61

  1. Provide the structure of the major organic produt that results when 2- butyne is treated with HgSO4/H2SO4 in water

word image 63

  1. Describe a sequence of reactions by which butylbenzene can be prepared from phenylacetylene.

word image 65

  1. Provide the structure of (2E,4E)- 2- chloro- 2,4- octadiene.

word image 69

  1. Provide the systematic name of the compound shown.

word image 71 word image 73

  1. word image 75 Provide the structure of the major organic product of the following reaction.

word image 78 word image 80

  1. Provide the structure of the major organic product of the following reaction.

word image 82 word image 84

  1. Provide the structure of the major organic product of the following reaction.

word image 87 word image 89

  1. Name the following compound.

word image 91

  1. Provide the major organic product in the reaction below.

word image 93 word image 94

  1. Provide the structure of the major organic product(s) in the reaction below.

word image 96 word image 98

  1. Provide the structure of the major organic produt that results when 2- butyne is treated with H2 in the presence of Lindlar’s Catalyst.

word image 100

  1. Provide the major organic product in the reaction below.

word image 102 word image 104

  1. Provide the major organic product of the following reaction sequence.

word image 106 word image 107

  1. Provide the major organic product in the reaction below.

word image 109 word image 111

  1. Provide the major organic product of the following reaction sequence.

word image 112 word image 114

  1. Describe a sequence of reactions by which 3- heptyne can be straightforwardly prepared from acetylene.

word image 116

  1. Give the systematic name of the compound shown below.

word image 118 word image 120

  1. Provide the major organic product in the reaction below.

word image 122 word image 124

  1. Provide the structure of the major organic product of the following reaction.

word image 126 word image 129

  1. Complete the following reaction.

Na, NH3

3

–

hexyne

word image 131

  1. Provide the sequence of reagents that are needed to accomplish the multistep synthesis below.

word image 133 word image 134

1)

word image 137

2)

word image 139

3) CH3CH2CMCCH2Ph

4)

word image 141

5)

word image 143

6)

word image 145

  1. 1) NaNH2
    1. CH3CH2Br
    2. NaNH2
    3. CH3Br
    4. H2, Lindlar’s catalyst
  2. 7,7- dichloro- 5,5- dimethyl- 3- heptyne or 7,7- dichloro- 5,5- dimethylhept- 3- yne

9)

word image 147

  1. 1) NaNH2
    1. CH3CH2Br
    2. Na, NH3
  2. 5,6,6- trimethyl- 1- heptyne 12)

word image 149

13) 1. NaNH2

  1. CH3CH2I
  2. Na, NH3

14)

word image 151

15)

word image 153

16) 1)

NaNH2

2)

CH3CH2CH2Br

3)

disiamylborane

4) 17)

H2O2, – OH

word image 155

18) Benzene. The carbon hybridization of benzene is sp2 while that of cyclohexane is sp3. The more s character in benzene causes its hydrogens to be more acidic than those of cyclohexane.

19)

word image 157

20)

word image 159

21) The carbanion which results upon deprotonation of a terminal alkyne has the lone pair of electrons in an sp hybrid orbital. The greater % s character of this orbital gives the orbital a significantly lower energy.

22)

word image 160

  1. Because nitrogen is more electronegative than carbon.
  2. 1. NaNH2, 2. CH3CH2Br, 3. NaNH2, 4. CH3CH2Br, 5. 2 Br2 25)

word image 163

26) 1) NaNH2

  1. CH3CH2Br
  2. H2, Pt

27)

word image 165

28) (E)- 5- methyl- 5- hepten- 1- yne

29)

word image 167

30)

word image 169

31)

word image 171

32) cis– 4,5- dimethyl- 4- hepten- 2- yne or (Z)- 4,5- dimethyl- 4- hepten- 2- yne

33)

word image 172

34)

word image 174

35)

word image 176

36)

word image 178

37)

word image 180

38)

word image 182

39)

word image 184

  1. 1) NaNH2
    1. CH3CH2Br
    2. NaNH2
    3. CH3CH2CH2Br
  2. 1,7- dimethyl- 1,3- cycloheptadiene

42)

word image 186

43)

word image 188

  1. trans– 3- hexene
  2. 1. NaNH2
    1. CH3CH2I
    2. H2, Lindlar catalyst

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