Name the major and minor elimination product of 2-chloro-1-methylcyclohexane using ethoxide.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 76AP
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Average Bond Enthalpies
Average Bond Enthalpies
Bond
C=C
CEC
C=N
KJ/mol
614
839
Bond KJ/mol Bond
KJ/mol Bond KJ/mol Bond
KJ/mol
С-Н
413
N-H
391
O-H
463
F-F
155
146
190
C-C
348
N-N
163
201
0-0
O-F
CI-F
253
242
615
891
799
1072
C-N
293
N-O
CI-CI
CEN
C-O
C-F
C-CI
C-Br
358
N-F
N-CI
272
O-CI
203
Br-F
Br-CI
Br-Br
237
485
200
234
218
C=0
328
N-Br
243
193
CEO
276
240
259
S-H
S-F
S-CI
S-Br
339
327
253
218
C-I
C-S
H-H
H-F
H-CI
H-Br
436
567
431
I-CI
I-Br
208
175
151
N=N
418
NEN
941
Si-H 323
Si-Si 226
366
S-S
266
N=O
607
299
Si-C 301
B-H
389
P-H
322
S=0
S=S
523
418
Si-O 368
B-O
B-F
536
Si-CI 464
613
B-CI
456
B-Br
377
O2
495
Acid
pK,
so Solids
Naci 72.1
HC=C-H
25
Liquids
HBr
сH,он 237.6
CH,
228.9 H,0
Ca,(PO 236
Gases
HCI
| N.O
Mg
CaCo,
198.7
32.7
MgH, 31.1
29.1
51.4
64.7
27.2
92.9
186.9
219.9
211.2
240.1
304.3
232.0
Cacl,
H,C=CH-H
44
N,0
NO
113.8
Li
Cа(он), 76.1
Na
K
Fe
172.8
69.9
216.3
NO,
H;C-CH2-H
50
PCI,
Cac,
glucose
352.7
70.0
209.2
5.6
186.9
B,H,
CH
NH2-H
FeCl, 142.3
35
Gases
H,
N,
186.3
в
B
5.90
130.7
C,H,
C,H.
C,H,
200.8
219.6
229.6
126.0
146.2
Si
I
18.8 NH,CI
Ca,(PO, 238.5 Mg(OH), 63.2
191.5
H-H
36
205.1
192.5
238.9
197.7
H,PO, "110
Na,so, 149.6
Na,co, 136.0
NaOH 52.3
Na, PO, 224.7
LICI
Mgo
MgCl,
Naci(aq) 115.5
Не
CH,CH,OH
15.9
kJ/mol
2.1
4.2
Ne
CI
OH
Ar
154.8
co,
F2
ci,
213.7
202.8
223
310
Kr
R-CO2-H
5
164.0
169.6
CH,
55.2
26.8
89.5
7.6
8.0
9.2
22.8
Xe
CH,CH,
HCI
-8
ipr
t-Bu
Strong Base
Weak Base
Weak Base
Strong Base
Weak Nucleophile Strong Nucleophile Strong Nucleophile Weak Nucleophile
H', DBN, DBU
OH", RO
I, Br", CI', RS"
HS', RSH, H,S
H20, ROH
DBN
DBU
Radical Stability
Bond Dissociation Energy, kJ/mole
CH, CH;CH; (CH3)2CH2 (CH3);CH allyl-H Benzyl-H phenyl-H vinyl-H
431
410
396
381
356
356
431
427
allyl, benzyl > 3° > 2° > 1° > CH3
Reactions: Can only use Radical, Alkene, Substitution and Elimination.
Transcribed Image Text:Average Bond Enthalpies Average Bond Enthalpies Bond C=C CEC C=N KJ/mol 614 839 Bond KJ/mol Bond KJ/mol Bond KJ/mol Bond KJ/mol С-Н 413 N-H 391 O-H 463 F-F 155 146 190 C-C 348 N-N 163 201 0-0 O-F CI-F 253 242 615 891 799 1072 C-N 293 N-O CI-CI CEN C-O C-F C-CI C-Br 358 N-F N-CI 272 O-CI 203 Br-F Br-CI Br-Br 237 485 200 234 218 C=0 328 N-Br 243 193 CEO 276 240 259 S-H S-F S-CI S-Br 339 327 253 218 C-I C-S H-H H-F H-CI H-Br 436 567 431 I-CI I-Br 208 175 151 N=N 418 NEN 941 Si-H 323 Si-Si 226 366 S-S 266 N=O 607 299 Si-C 301 B-H 389 P-H 322 S=0 S=S 523 418 Si-O 368 B-O B-F 536 Si-CI 464 613 B-CI 456 B-Br 377 O2 495 Acid pK, so Solids Naci 72.1 HC=C-H 25 Liquids HBr сH,он 237.6 CH, 228.9 H,0 Ca,(PO 236 Gases HCI | N.O Mg CaCo, 198.7 32.7 MgH, 31.1 29.1 51.4 64.7 27.2 92.9 186.9 219.9 211.2 240.1 304.3 232.0 Cacl, H,C=CH-H 44 N,0 NO 113.8 Li Cа(он), 76.1 Na K Fe 172.8 69.9 216.3 NO, H;C-CH2-H 50 PCI, Cac, glucose 352.7 70.0 209.2 5.6 186.9 B,H, CH NH2-H FeCl, 142.3 35 Gases H, N, 186.3 в B 5.90 130.7 C,H, C,H. C,H, 200.8 219.6 229.6 126.0 146.2 Si I 18.8 NH,CI Ca,(PO, 238.5 Mg(OH), 63.2 191.5 H-H 36 205.1 192.5 238.9 197.7 H,PO, "110 Na,so, 149.6 Na,co, 136.0 NaOH 52.3 Na, PO, 224.7 LICI Mgo MgCl, Naci(aq) 115.5 Не CH,CH,OH 15.9 kJ/mol 2.1 4.2 Ne CI OH Ar 154.8 co, F2 ci, 213.7 202.8 223 310 Kr R-CO2-H 5 164.0 169.6 CH, 55.2 26.8 89.5 7.6 8.0 9.2 22.8 Xe CH,CH, HCI -8 ipr t-Bu Strong Base Weak Base Weak Base Strong Base Weak Nucleophile Strong Nucleophile Strong Nucleophile Weak Nucleophile H', DBN, DBU OH", RO I, Br", CI', RS" HS', RSH, H,S H20, ROH DBN DBU Radical Stability Bond Dissociation Energy, kJ/mole CH, CH;CH; (CH3)2CH2 (CH3);CH allyl-H Benzyl-H phenyl-H vinyl-H 431 410 396 381 356 356 431 427 allyl, benzyl > 3° > 2° > 1° > CH3 Reactions: Can only use Radical, Alkene, Substitution and Elimination.
Name the major and minor elimination product of 2-chloro-1-methylcyclohexane using ethoxide.
тTT Arial
ABC
3 (12pt)
Path: p
Words:0
Transcribed Image Text:Name the major and minor elimination product of 2-chloro-1-methylcyclohexane using ethoxide. тTT Arial ABC 3 (12pt) Path: p Words:0
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