Give the product expected, if any, when 1-butanol (or other compound indicated) reacts with each of the

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Give the product expected, if any, when 1-butanol (or other compound indicated) reacts with each of the following reagents.

(a) Concentrated aqueous HBr, H2SO4 catalyst, heat 

(b) Cold aqueous H2SO4

(c) Pyridinium chlorochromate (PCC) in CH2Cl2

(d) NaH

(e) Product of part (d) + CH3I in DMSO

(f) P-toluenesulfonyl chloride in pyridine

(g) PrMgBr in anhydrous ether

(h) SOCl2 in pyridine

(i) Ph3PBr2 in DMF

(j) Product of part (a) + Mg in dry ether

(k) Product of part (f) + K+ (CH3)3C—O– in (CH3)3COH

(l) Triflic anhydride and pyridine

(m) Product of (l) followed by anhydrous K+ F in acetonitrile

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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