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O

Haloalkane (RX)

R
Ester

OR'
1. OH -, heat 2. H + or H + , heat

X2 UV light or heat

NaOH(aq) HX or PX 3 HX or X 2 (in organic solv ent)

conc. H 2SO 4 heat

O
Alkane (C nH 2n+2)
H 2, Pt

Alkene (C nH 2n)

conc. H 2SO 4, heat or Al 2O 3, heat

K 2Cr 2O 7 / H + , heat

Alcohol (C nH 2n+1OH)

1. LiAlH 4, dry ether 2. H +

R
Carboxylic acid

OH

1. LiAlH 4, dry ether 2. H +

K 2Cr 2O 7 / H + heat

1. LiAlH 4, dry ether 2. H +

K 2Cr 2O 7 / H + heat

K 2Cr 2O 7 / H + heat 1. OH -, heat 2. H + or H + , heat 1. PCl 3 2. NH 3

(from 2 o alcohol)

O
(from 1 o alcohol)

R
Ketone

R'

O O R R
Aldehyde

NH 2
Amide

Note:Theesterificationandacidichydrolysisofesterarereversiblereactions.

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