Reagents a. NH3 k. HBr I. HBr, H202 m. PBr n. NH3, NaBH3CN O. BH3, THF, then H2O

Question

Reagents a. NH3 k. HBr I. HBr, H202 m. PBr n. NH3, NaBH3CN O. BH3, THF, then H2O2, NaOH p. 1. O3 2. (CH3)2S q. CH3l (excess), K2CO3; then Ag20, H2O, heat r. DIBALH; then H3O ???. C. LiAlH4, then H2O d. KCN e. Mg/ether f. CO2; then H3O g. SOCI2 h. PCO i. H2, Pd/C j. ethylene oxide Select reagents from the table to prepare 1-hexanamine from the following starting materials. More than one route of synthesis may exist. In these cases, choose the route with the fewest number of steps Enter the reagents by letter, in the order that you wish to use them, without spaces or punctuation (i.e. acf) a) pentanoyl chloride b) 1-bromohexane

Explanation / Answer

A. C(LiAlH4, H2O), m(PBr3), d(KCN), i(H2, Pd/C)

B. a(NH3, 1 eq), with one equivalent of both alkyl halide and NH3.

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