22.55 Give the principal organic product expected when 3-buten-2-one (methyl vinyl ketone) reacts with each of the following reagents. (а) HBr (b) H2, Pt (cat.) (c) LİAIH4, then H,O (d) HCN in water, pH 10 (e) Et,CuLi, then H;O* (f) diethyl malonate and NaOEt, then H,O* (g) ethylene glycol, HCI (cat.) (h) 1,3-butadiene

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55(a-d)
out with lithium and zinc enolates (Reformatsky reagent)
or 1,4-add;
conjugate
stable proe
is usually
and ketones can be carried
of esters and with lithium enolates of ketones (followed
by protonation) because these reactions are irreversible.
Two types of addition to a,ß-unsaturated carbonyl
compounds are possible: addition to the carbonyl group
and addition to the double bond (conjugate addition,
• Reactions
condensa
reactions
REACTION REVIEW For a summary of reactions discussed inE
of Chapter 22 in the Study Guide and Solutions Manual.
ADDITIONAL PR
22.55 Give the principal organic product expected when
3-buten-2-one (methyl vinyl ketone) reacts with each of
the following reagents.
(a) HBr
(b) H2, Pt (cat.)
(c) LİAIH4, then H,0
(d) HCN in water, pH 10
y coubonige
22.59
(e) Et,CuLi, then H,O*
(f) diethyl malonate and NaOEt, then H3O*
(g) ethylene glycol, HCI (cat.)
(h) 1,3-butadiene
22.56 Give the princpai organic products expected when ethyl
trans-2-butenoate (ethyl crotonate) reacts with each of the
following reagents.
(a) ¯CN in ethanol, then H,O/H;O*, heat
(b) Me,NH, room temperature
22.
(c) NaOH, H,O, heat
(d) CH;Li (excess), then H;O*
(e) H2, catalyst
(f) 13-cyclonentadiene
Transcribed Image Text:out with lithium and zinc enolates (Reformatsky reagent) or 1,4-add; conjugate stable proe is usually and ketones can be carried of esters and with lithium enolates of ketones (followed by protonation) because these reactions are irreversible. Two types of addition to a,ß-unsaturated carbonyl compounds are possible: addition to the carbonyl group and addition to the double bond (conjugate addition, • Reactions condensa reactions REACTION REVIEW For a summary of reactions discussed inE of Chapter 22 in the Study Guide and Solutions Manual. ADDITIONAL PR 22.55 Give the principal organic product expected when 3-buten-2-one (methyl vinyl ketone) reacts with each of the following reagents. (a) HBr (b) H2, Pt (cat.) (c) LİAIH4, then H,0 (d) HCN in water, pH 10 y coubonige 22.59 (e) Et,CuLi, then H,O* (f) diethyl malonate and NaOEt, then H3O* (g) ethylene glycol, HCI (cat.) (h) 1,3-butadiene 22.56 Give the princpai organic products expected when ethyl trans-2-butenoate (ethyl crotonate) reacts with each of the following reagents. (a) ¯CN in ethanol, then H,O/H;O*, heat (b) Me,NH, room temperature 22. (c) NaOH, H,O, heat (d) CH;Li (excess), then H;O* (e) H2, catalyst (f) 13-cyclonentadiene
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