What are the products for each step in the syntheses of compounds A, B and C, shown below?

Chemistry
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Chapter1: Chemical Foundations
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help needed with q 6. Thank you!

6. What are the products for each step in the syntheses of compounds A, B and C, shown below?
CH3CI,
AICI 3
product 1
NBS,
ROOR
product 2
NaCN
product 4
1) CH3CH₂MgCl
2) H3O+
compound C
HCEC: Na
H3O+
heat
product 3
compound B
H3O+
compound A
IR: 1715 cm-1
¹H NMR:8 7.2-7.5 (mult., 5H);
3.2 (s, 2H); 2.1 (s, 3H)
IR: 3500-2500, 1718 cm-1
¹H NMR: 6 11.9 (broad s, 1H); 7.2-7.5 (mult., 5H); 3.5 (s, 2H).
IR: 1715 cm-1
¹H NMR: 87.2-7.5 (mult., 5H); 3.4 (s, 2H); 2.4 (q, 2H); 1.0 (t, 3H)
Transcribed Image Text:6. What are the products for each step in the syntheses of compounds A, B and C, shown below? CH3CI, AICI 3 product 1 NBS, ROOR product 2 NaCN product 4 1) CH3CH₂MgCl 2) H3O+ compound C HCEC: Na H3O+ heat product 3 compound B H3O+ compound A IR: 1715 cm-1 ¹H NMR:8 7.2-7.5 (mult., 5H); 3.2 (s, 2H); 2.1 (s, 3H) IR: 3500-2500, 1718 cm-1 ¹H NMR: 6 11.9 (broad s, 1H); 7.2-7.5 (mult., 5H); 3.5 (s, 2H). IR: 1715 cm-1 ¹H NMR: 87.2-7.5 (mult., 5H); 3.4 (s, 2H); 2.4 (q, 2H); 1.0 (t, 3H)
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