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Use bond-dissociation enthalpies (Table 4-2, p. 203) to calculate values of AH° for the following reactions. (а) CH, —CH, + 1 (b) CH,CH,CI + HI (с) (CН),С—ОН + НCI CH,CH,I + HI CH,CH,I + HCI (CH,),C-CI + H,0

Use bond-dissociation enthalpies (Table 4-2, p. 203) to calculate values of AH° for the following reactions. (а) CH, —CH, + 1 (b) CH,CH,CI + HI (с) (CН),С—ОН + НCI CH,CH,I + HI CH,CH,I + HCI (CH,),C-CI + H,0

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.SE: Something Extra
Problem 40AP: From the data in Figure 4-12 and Table 4-1, estimate the percentages of molecules that have their...
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ТАBLE 4-2 Bond-Dissociation Enthalpies for Homolytic Cleavages A:B -A -+ ·B Bond-Dissociation Bond-Dissociation Enthalpy Enthalpy Bond kJ/mol kcal/mol Bond kJ/mol kcal/mol Bonds to secondary carbons (CH,),CH–H н—х бonds and X--х bonds H-H 436 104 413 99 D-D 440 105 (CH3)½CH-F 463 11 F-F 154 37 (CH,),CH–CI 356 85 Cl-CI 240 57 (CН3-CH — Br 309 74 Br-Br 190 45 (CH3)½CH–I 238 57 I-I 149 36 (CH,),CH–OH 399 95 H-F 570 136 Bonds to tertiary carbons H-CI 432 103 (CH3);C–H 403 96 H-Br 366 88 (CH3);C-F 464* 111 H-I 298 71 (CH3);C-CI 355 85 Но-н 497 119 (CH3),C–Br 304 73 HS-H 382 91 (CH3);C–I 233 56 HOO-H 367 88 (CH3);C–OH 401 96 но-он 213 51 Other C-H bonds H2N-H 450 108 PhСHа — н (benzylie) 376 90 Methyl bonds H;C=CHCH,–H (allylic) 372 89 Cн, — н 439 105 H;C=CH–H (vinyl) 463 11 CH3-F 481 115 Ph-H (aromatic) 472 113 CH,-CI 350 84 Нс-с—н (асеtylenic) 558 133 CH3-Br 302 72 С-Сbonds CH3-I 241 58 CH3-CH3 377 90 CH3-OH 385 92 CH;CH,-CH, 372 89 CH;-NH, 356 85 CH;CH2-CH;CH; 368 88 Bonds to primary carbons (CH,),CH-CH, 371 89 CH;CH,-H 423 101 (CH3)½C-CH3 366 87 CH;CH;-F 464* 111* С-С and C-X bonds CH;CH,-CI 355 85 H,C=CH, 728 174 CH;CH;-Br 303 72 H;C=NH 736* 176 CH;CH2–I 238 57 H,C=0 749 179 CH;CH,-OH 393 94 CH;CH;CH,–H 423 101 CH;CH,CH,–F 464* 111 CH;CH;CH2-C 355 85 CH;CH,CH,–Br 303 72 CH;CH;CH,–I 238 57 *аpproximate
Transcribed Image Text:ТАBLE 4-2 Bond-Dissociation Enthalpies for Homolytic Cleavages A:B -A -+ ·B Bond-Dissociation Bond-Dissociation Enthalpy Enthalpy Bond kJ/mol kcal/mol Bond kJ/mol kcal/mol Bonds to secondary carbons (CH,),CH–H н—х бonds and X--х bonds H-H 436 104 413 99 D-D 440 105 (CH3)½CH-F 463 11 F-F 154 37 (CH,),CH–CI 356 85 Cl-CI 240 57 (CН3-CH — Br 309 74 Br-Br 190 45 (CH3)½CH–I 238 57 I-I 149 36 (CH,),CH–OH 399 95 H-F 570 136 Bonds to tertiary carbons H-CI 432 103 (CH3);C–H 403 96 H-Br 366 88 (CH3);C-F 464* 111 H-I 298 71 (CH3);C-CI 355 85 Но-н 497 119 (CH3),C–Br 304 73 HS-H 382 91 (CH3);C–I 233 56 HOO-H 367 88 (CH3);C–OH 401 96 но-он 213 51 Other C-H bonds H2N-H 450 108 PhСHа — н (benzylie) 376 90 Methyl bonds H;C=CHCH,–H (allylic) 372 89 Cн, — н 439 105 H;C=CH–H (vinyl) 463 11 CH3-F 481 115 Ph-H (aromatic) 472 113 CH,-CI 350 84 Нс-с—н (асеtylenic) 558 133 CH3-Br 302 72 С-Сbonds CH3-I 241 58 CH3-CH3 377 90 CH3-OH 385 92 CH;CH,-CH, 372 89 CH;-NH, 356 85 CH;CH2-CH;CH; 368 88 Bonds to primary carbons (CH,),CH-CH, 371 89 CH;CH,-H 423 101 (CH3)½C-CH3 366 87 CH;CH;-F 464* 111* С-С and C-X bonds CH;CH,-CI 355 85 H,C=CH, 728 174 CH;CH;-Br 303 72 H;C=NH 736* 176 CH;CH2–I 238 57 H,C=0 749 179 CH;CH,-OH 393 94 CH;CH;CH,–H 423 101 CH;CH,CH,–F 464* 111 CH;CH;CH2-C 355 85 CH;CH,CH,–Br 303 72 CH;CH;CH,–I 238 57 *аpproximate
4-41 Use bond-dissociation enthalpies (Table 4-2, p. 203) to calculate values of AH° for the following reactions. (а) CH,—СH, + 1 (b) CH,CH,CI + HI (е) (CH), С—он + НCI (d) CH3CH2CH3 + H2 (е) CН-СH-ОН + HBr CH,CH-— Br + H:0 CH,CH,I + HI CH,CH,I + HCI - (CH,),C-CI + H,0 - CH3CH3 + CH4
Transcribed Image Text:4-41 Use bond-dissociation enthalpies (Table 4-2, p. 203) to calculate values of AH° for the following reactions. (а) CH,—СH, + 1 (b) CH,CH,CI + HI (е) (CH), С—он + НCI (d) CH3CH2CH3 + H2 (е) CН-СH-ОН + HBr CH,CH-— Br + H:0 CH,CH,I + HI CH,CH,I + HCI - (CH,),C-CI + H,0 - CH3CH3 + CH4
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