Give the expected product(s) of the reaction of trans-3-methylcyclopentanol with each of the reagents in Problem 38.

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Give the expected product(s) of the reaction of trans-3-methylcyclopentanol with each of the reagents in Problem 38.

(a) K+-OC(CH3)3

(b) Sodium metal

(c) CH3Li

(d) Concentrated HI

(e) Concentrated HCl

(f) FSO3H

(g) Concentrated H2SO4 at 130°C

(h) Concentrated H2SO4 at 180°C

(i) CH3SO2Cl, (CH3CH2)3N

(j) PBr3

(k) SOCl2

(l) K2Cr2O7 + H2SO4 + H2O

(m) PCC, CH2Cl2

(n) (CH3)3COH + H2SO4 (as catalyst)

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Organic Chemistry structure and function

ISBN: 978-1429204941

6th edition

Authors: K. Peter C. Vollhardt, Neil E. Schore

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