3. Identify the products (A-G) of each reaction sequence shown below E OH 1) HCI 2) KCN Br NaOCH 3, CH3OH 1) PCC 2) CH3MgCl 3) H3O+ 4) CrO3, H₂SO4, H₂O 1) LDA, THF, -78 °C 2) CH31 A (C7H12O) C (C4H8O) F (C5H₂N) 1) Br₂, H* (cat.) 2) Li₂CO3, LiBr, DMF 1) LDA, THF, -78 °C 2) CH3CH₂CI 1) LDA, THF, -78 °C 2) CH3CH₂Br ¹H NMR: 8 6.7 (t, 1H); 2.4 (t, 2H); 2.3 (q, 2H); 2.1 (s, 3H); 1.9 (quint., 2H) 13C NMR: 8 198; 144; 142; 36; 33; 27; 23. D B ¹H NMR: 8 2.5 (q, 2H); 2.4 (t, 2H); 1.6 (sextet, 2H); 1.1 (t, 3H); 0.90 (t, 3H) 13C NMR: 8210; 45; 36; 18; 14; 8. G (C7H13N)
3. Identify the products (A-G) of each reaction sequence shown below E OH 1) HCI 2) KCN Br NaOCH 3, CH3OH 1) PCC 2) CH3MgCl 3) H3O+ 4) CrO3, H₂SO4, H₂O 1) LDA, THF, -78 °C 2) CH31 A (C7H12O) C (C4H8O) F (C5H₂N) 1) Br₂, H* (cat.) 2) Li₂CO3, LiBr, DMF 1) LDA, THF, -78 °C 2) CH3CH₂CI 1) LDA, THF, -78 °C 2) CH3CH₂Br ¹H NMR: 8 6.7 (t, 1H); 2.4 (t, 2H); 2.3 (q, 2H); 2.1 (s, 3H); 1.9 (quint., 2H) 13C NMR: 8 198; 144; 142; 36; 33; 27; 23. D B ¹H NMR: 8 2.5 (q, 2H); 2.4 (t, 2H); 1.6 (sextet, 2H); 1.1 (t, 3H); 0.90 (t, 3H) 13C NMR: 8210; 45; 36; 18; 14; 8. G (C7H13N)
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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Transcribed Image Text:3. Identify the products (A-G) of each reaction sequence shown below
OH
1) HCI
2) KCN
E
Br
NaOCH 3,
CH3OH
1) PCC
2) CH3MgCl
3) H3O+
4) CrO3, H₂SO4, H₂O
1) LDA, THF, -78 °C
2) CH31
A
(C7H12O)
C
(C4H8O)
F
(C5H₂N)
1) Br₂, H* (cat.)
2) Li₂CO3, LiBr, DMF
1) LDA, THF, -78 °C
2) CH3CH₂CI
1) LDA, THF, -78 °C
2) CH3CH₂Br
¹H NMR: 6 6.7 (t, 1H); 2.4 (t, 2H); 2.3 (q, 2H);|
2.1 (s, 3H); 1.9 (quint., 2H)
13C NMR: 8 198; 144; 142; 36; 33; 27; 23.
D
B
¹H NMR: 8 2.5 (q, 2H); 2.4 (t, 2H); 1.6 (sextet, 2H);
1.1 (t, 3H); 0.90 (t, 3H)
13C NMR: 8 210; 45; 36; 18; 14; 8.
G
(C7H13N)
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