Use bond-dissociation enthalpies (Table 4-2, p. 167) to calculate values of ∆H° for the following reactions. (a) CH3¬CH3 + I2 ¡ CH3CH2I + HI (b) CH3CH2Cl + HI ¡ CH3CH2I + HCl (c) (CH3)3C¬OH + HCl ¡ (CH3)3C¬Cl + H2O (d) CH3CH2CH3 + H2 ¡ CH3CH3 + CH4 (e) CH3CH2OH + HBr ¡ CH3CH2¬Br + H2O

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter17: Conjugation And Molecular Orbital (mo) Theory
Section: Chapter Questions
Problem 12E
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  1. Use bond-dissociation enthalpies (Table 4-2, p. 167) to calculate values of ∆H° for the following reactions.

    (a) CH3¬CH3 + I2 ¡ CH3CH2I + HI
    (b) CH3CH2Cl + HI ¡ CH3CH2I + HCl
    (c) (CH3)3C¬OH + HCl ¡ (CH3)3C¬Cl + H2O

    (d) CH3CH2CH3 + H2 ¡ CH3CH3 + CH4

    (e) CH3CH2OH + HBr ¡ CH3CH2¬Br + H2O

Use bond-dissociation enthalpies (Table 4-2, p. 167) to calculate values of AH° for the following reactions.
(а) CH, — СH, + h
(b) СН,СH,CI + HI
(с) (CH);С— ОН + HСІ
(d) CH,CH,CH, + Н,
(е) CН,СH,ОН + HBr
CH,CH,I + HI
CH; CH,I + HCI
— (CH;);С-СІ + Н,0
CH3CH3 + CH,
CH;CH,-Br + H2O
Transcribed Image Text:Use bond-dissociation enthalpies (Table 4-2, p. 167) to calculate values of AH° for the following reactions. (а) CH, — СH, + h (b) СН,СH,CI + HI (с) (CH);С— ОН + HСІ (d) CH,CH,CH, + Н, (е) CН,СH,ОН + HBr CH,CH,I + HI CH; CH,I + HCI — (CH;);С-СІ + Н,0 CH3CH3 + CH, CH;CH,-Br + H2O
TABLE 3-5
Heats of Combustion (per Mole) for Some Simple Cycloalkanes
Ring Strain per
CH2 Group
Molar Heat of
Heat of Combustion
Ring Size
Cycloalkane
Combustion
per CH2 Group
Total Ring Strain
3
cyclopropane
2091 kJ (499.8 kcal)
697.1 kJ (166.6 kcal)
38.5 kJ (9.2 kcal)
115 kJ (27.6 kcal)
4
cyclobutane
2744 kJ (655.9 kcal)
686.1 kJ (164.0 kcal)
27.5 kJ (6.6 kcal)
110 kJ (26.3 kcal)
5
cyclopentane
3320 kJ (793.5 kcal)
664.0 kJ (158.7 kcal)
5.4 kJ (1.3 kcal)
27 kJ (6.5 kcal)
cyclohexane
3951 kJ (944.4 kcal)
658.6 kJ (157.4 kcal)
0.0 kJ (0.0 kcal)
0.0 kJ (0.0 kcal)
7
cycloheptane
4637 kJ (1108.2 kcal)
662.4 kJ (158.3 kcal)
3.8 kJ (0.9 kcal)
27 kJ (6.4 kcal)
8
cyclooctane
5309 kJ (1268.9 kcal)
663.6 kJ (158.6 kcal)
5.1 kJ (1.2 kcal)
41 kJ (9.7 kcal)
reference: long-chain alkane
658.6 kJ (157.4 kcal)
0.0 kJ (0.0 kcal)
0.0 kJ (0.0 kcal)
Transcribed Image Text:TABLE 3-5 Heats of Combustion (per Mole) for Some Simple Cycloalkanes Ring Strain per CH2 Group Molar Heat of Heat of Combustion Ring Size Cycloalkane Combustion per CH2 Group Total Ring Strain 3 cyclopropane 2091 kJ (499.8 kcal) 697.1 kJ (166.6 kcal) 38.5 kJ (9.2 kcal) 115 kJ (27.6 kcal) 4 cyclobutane 2744 kJ (655.9 kcal) 686.1 kJ (164.0 kcal) 27.5 kJ (6.6 kcal) 110 kJ (26.3 kcal) 5 cyclopentane 3320 kJ (793.5 kcal) 664.0 kJ (158.7 kcal) 5.4 kJ (1.3 kcal) 27 kJ (6.5 kcal) cyclohexane 3951 kJ (944.4 kcal) 658.6 kJ (157.4 kcal) 0.0 kJ (0.0 kcal) 0.0 kJ (0.0 kcal) 7 cycloheptane 4637 kJ (1108.2 kcal) 662.4 kJ (158.3 kcal) 3.8 kJ (0.9 kcal) 27 kJ (6.4 kcal) 8 cyclooctane 5309 kJ (1268.9 kcal) 663.6 kJ (158.6 kcal) 5.1 kJ (1.2 kcal) 41 kJ (9.7 kcal) reference: long-chain alkane 658.6 kJ (157.4 kcal) 0.0 kJ (0.0 kcal) 0.0 kJ (0.0 kcal)
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