Use bond dissociation enthalpies to calculate values of delta H° for the following reactions a) CH3-CH3 + I2 = CH3CH2I + HI b) CH3CH2Cl + HI = CH3CH2I + HCl

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Use bond dissociation enthalpies to calculate values of delta H° for the following reactions a) CH3-CH3 + I2 = CH3CH2I + HI b) CH3CH2Cl + HI = CH3CH2I + HCl
CHAPTER 4
The Study of Chemical Reactions
(c) (CH3),CHCH(CH;)CH;CH,
H CH,
-40
(а) CHCH,CH(СH)2
(b) (CH3),CCH,CH3
CH3
CH3
(f)
(d)
(e)
Use bond-dissociation enthalpies (Table 4-2, p. 167) to calculate values of AH° for the following reactions.
(a) CH3-CH; + I2
(b) CH;CH,CI +
(c) (CH3);C-OH + HCl
(d) CH;CH,CH3
(e) CH;CH,OH + HBr
4-41
CH;CH,I +
CH;CH21 + HC)
(CH3); C-CI + H,O
CH3 CH3 + CH,
CH;CH,-Br + H20
HI
HI
H2
4-42
Use the information in Table 4-2 (p. 167) to rank the following radicals in decreasing order of stability.
CH,CH,
-CH,
(CH,),C
(CH,),CH
CH,=CH-CH,
•CH,
For each alkane,
1. draw all the possible monochlorinated derivatives.
2. determine whether free-radical chlorination would be a good way to make any of these monochlorinated deriv
(Will the reaction give mostly one major product?)
3. which monobrominated derivatives could you form in good yield by free-radical bromination?
(a) cyclopentane
(c) 2-methylpentane
Write a mechanism for the light-initiated reaction of cyclohexane with chlorine to give chlorocyclohexane. Label
initiation and propagation steps.
4-43
(b) methyleyclopentane
(d) 2,2,3,3-tetramethylbutane
4-44
hv
HCI
Cl,
cyclohexane
chlorocyclohexane
4-45
Draw the important resonance forms of the following free radicals.
-CH,
(c)
CH-C-O•
(b)
(а) CН,—СH-CH,
(f)
(e)
(d)
*4-46
In the presence of a small amount of bromine, the following light-promoted reaction has been observed
CH3
HạC
CH3
H3C
H3C.
CH3
+
hv
Br
HBr
Br2
H
Br
uld oxnlain bow hoth produ
Transcribed Image Text:CHAPTER 4 The Study of Chemical Reactions (c) (CH3),CHCH(CH;)CH;CH, H CH, -40 (а) CHCH,CH(СH)2 (b) (CH3),CCH,CH3 CH3 CH3 (f) (d) (e) Use bond-dissociation enthalpies (Table 4-2, p. 167) to calculate values of AH° for the following reactions. (a) CH3-CH; + I2 (b) CH;CH,CI + (c) (CH3);C-OH + HCl (d) CH;CH,CH3 (e) CH;CH,OH + HBr 4-41 CH;CH,I + CH;CH21 + HC) (CH3); C-CI + H,O CH3 CH3 + CH, CH;CH,-Br + H20 HI HI H2 4-42 Use the information in Table 4-2 (p. 167) to rank the following radicals in decreasing order of stability. CH,CH, -CH, (CH,),C (CH,),CH CH,=CH-CH, •CH, For each alkane, 1. draw all the possible monochlorinated derivatives. 2. determine whether free-radical chlorination would be a good way to make any of these monochlorinated deriv (Will the reaction give mostly one major product?) 3. which monobrominated derivatives could you form in good yield by free-radical bromination? (a) cyclopentane (c) 2-methylpentane Write a mechanism for the light-initiated reaction of cyclohexane with chlorine to give chlorocyclohexane. Label initiation and propagation steps. 4-43 (b) methyleyclopentane (d) 2,2,3,3-tetramethylbutane 4-44 hv HCI Cl, cyclohexane chlorocyclohexane 4-45 Draw the important resonance forms of the following free radicals. -CH, (c) CH-C-O• (b) (а) CН,—СH-CH, (f) (e) (d) *4-46 In the presence of a small amount of bromine, the following light-promoted reaction has been observed CH3 HạC CH3 H3C H3C. CH3 + hv Br HBr Br2 H Br uld oxnlain bow hoth produ
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