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An unknown compound is reacted with HBr and peroxide. The product of this reaction is treated with lithium acetylenide. In reaction 3, the product of reaction 2 is treated with lithium, then bromomethane. The product of reaction 3 is reduced with hydrogen using Pd on BaSO4 as catalyst. This product is reacted with ozone, then NaHSO3. The final product is 3- methylhexanal. What was the original unknown compound. CHO

An unknown compound is reacted with HBr and peroxide. The product of this reaction is treated with lithium acetylenide. In reaction 3, the product of reaction 2 is treated with lithium, then bromomethane. The product of reaction 3 is reduced with hydrogen using Pd on BaSO4 as catalyst. This product is reacted with ozone, then NaHSO3. The final product is 3- methylhexanal. What was the original unknown compound. CHO

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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An unknown compound is reacted with HBr and peroxide. The product of this reaction is treated with lithium acetylenide. In reaction 3, the product of reaction 2 is treated with lithium, then bromomethane. The product of reaction 3 is reduced with hydrogen using Pd on BaSO4 as catalyst. This product is reacted with ozone, then NaHSO3. The final product is 3- methylhexanal. What was the original unknown compound. CHO
Transcribed Image Text:An unknown compound is reacted with HBr and peroxide. The product of this reaction is treated with lithium acetylenide. In reaction 3, the product of reaction 2 is treated with lithium, then bromomethane. The product of reaction 3 is reduced with hydrogen using Pd on BaSO4 as catalyst. This product is reacted with ozone, then NaHSO3. The final product is 3- methylhexanal. What was the original unknown compound. CHO
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.
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