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2. H 2 O, Zn HOCH 2 CH 3 ,heat 2. NaOH, H 2 O 2 (A) HBr (D) Cl 2 , H 2 O,cooled

ID: 685852 • Letter: 2

Question

2. H2O, Zn

HOCH2CH3,heat

2. NaOH, H2O2

(A) HBr (D) Cl2, H2O,cooled (G) 1. O3

2. H2O, Zn

(J) NaOCH2CH3,

HOCH2CH3,heat

(B) HBr, peroxides (E) Br2, CCl4,cooled (H) HCl (K) Br2, light (C) diluteH2SO4 (F) 1. BH3-THF

2. NaOH, H2O2

(I) peroxyacetic acid (L) conc. H2SO4,heat Use the following reagent table for this question. When a reagent is asked for, please type in theletter that corresponds to the reagent needed. (A) HBr (D) Cl2, H2O,cooled (G) 1. O3 2. H2O, Zn (J) NaOCH2CH3, HOCH2CH3,heat (B) HBr, peroxides (E) Br2, CCl4,cooled (H) HCl (K) Br2, light (C) diluteH2SO4 (F) 1. BH3-THF 2. NaOH, H2O2 (I) peroxyacetic acid (L) conc. H2SO4,heat (a) Which reagent from the table above is needed for the followingtransformation. (E)-3-methyl-3-heptene 3-methyl-3-heptanol2 4-bromo-3-methylheptane1 (b) Which reagent from the table above is needed for the followingtransformation. (E)-3-methyl-3-heptene

Explanation / Answer

1. b HBr, peroxide
the bromine adds to the least substituted carbon so you need anantimarkovnikov reaction. 2. c. dilute H2SO4 simple acid catalyzed reaction of alkene
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