Q39P Predict the products of the foll... [FREE SOLUTION]

Chapter 19: Q39P (page 1030)

Predict the products of the following reactions:
$产耻迟补苍-2-辞苍别鈥夆赌� + 鈥夆赌塪颈别迟丑测濒补尘颈苍别 \overset{{NaBH(OAc)}_{3}}{鈫�}$
$4-fluoropyridine \overset{{NaOCH}_{2} {CH}_{3}}{鈫�}$
$3-nitroaniline {鈫�}_{(2)CuBr}^{{(1)HCl,NaNO}_{2}}$
$butan-2-one {鈫�}_{{(2)LiAlH}_{4}}^{(1)KCN,HCN}$
$cyclopentanone {鈫�}_{{(2)LiAlH}_{4}}^{{(1)aniline,H}^{+}}$
$2-bromopentane {鈫�}_{{(2)Ag}_{2} O,heat}^{{(1)(CH}_{3})_{3} N:}$

h.
i.
j.

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Prediction of products

(a) Butan-2-one reacts with diethylamine in presence of sodium triacetoxyborohydride to give the final product as N,N-diethylbutan-2-amine.

reaction a

(b) 4-fluoropyridine on treatment with sodium ethoxide gives the product as 4-ethoxypyridine.

reaction b

(c) 3-nitroaniline on treatment with hydrochloric acid and sodium nitrite followed by copper bromide gives the final product as 3-bromoaniline.

reaction c

(d) Butan-2-one on treatment with potassium cyanide and hydrogen cyanide gives the initial product as 2-hydroxy-2-methylbutanenitrile, which on further eduction with lithium aluminum hydride gives the final product as 1-amino-2-methylbutan-2-ol.

reaction d

(e) Cyclopentanone reacts with aniline in presence of an acid to give the initial product as N-cyclopentylideneaniline, , which on further eduction with lithium aluminum hydride gives the final product as N-cyclopentylaniline.

reaction e

(f) 2-bromopetane on treatment with trimethylaniline gives the initial product as N,N,N-trimethylpentan-2-aminium, which on further treatement with silver oxide followed by heating gives the final products as pent-1-ene and trimethylamine.

reaction f

(g) Cyclohexanone on treatment with ethylamine in presence of an acid followed by the loss of a water molecule gives the product as N-cyclohexylideneethanamine.

reaction g

(h) Cyclohexanone on treatment with diethylamine followed by reduction with sodium triacetoxyborohydride gives the product as N-ethylcyclohexanamine.

reaction h

(i) The given compound on treatment with hydrogen peroxide followed by heating gives the product as 3,3-dimethylcyclohex-1-ene.

reaction i

(j) The given compound on treatment with excess methyl iodide followed by another treatment with silver oxide and heating gives the product as as shown below.

reaction j