For each of the following reactions, draw the product(s). In addition, for those reactions that have a carbocation intermediate(s), draw its structure(s). NO REACTION is possible. CH3 || CH;CHCH,ČHCH2CH CH3 [H] [0] а) Он .CCH3 [0] b) ? ČH3 CH,CH2CHCH,CH3 c) + PCI3 Он CH2CH3 H,SO4, 250°C H,SO4, 250°C d) ? + H2O - OH

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter16: Synthesis Workshop 1
Section: Chapter Questions
Problem 40CTQ
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For each of the following reactions, draw the product(s). In addition, for those reactions that
have a carbocation intermediate(s), draw its structure(s). NO REACTION is possible.
CH3
CH3
[H]
[O]
а)
CH3CHCH,CHCH2CH
OH
.CCH3
[0]
b)
CH3
CH;CH2CHCH,CH3
c)
PCI3
+
?
OH
CH,CH3
H,SO4
H,SO4
250°С
d)
+ H,O
?
HO-
250°С
CH3
CH3
OCHCH2CH3
ACID
e)
CH;CH2CH,ČCH3
+ H,O
?
САTALYST
CH3
OÇHCH,CH3
CH3
SH
SH
[0]
f) CH3CHCHOCH3 + CH3CHCHCH3
?
CH3
CH3
NAOH
g)
CH3CHCCHCH2CH3
CH3CHCCHCH2CH3
?
+
САTALYST
CH3 CH3
CH3 CH3
CH,CH
Он
ACID
ОН
ACID
h)
+
CH3CHCH3
CH3CHCH3
?
САTALYST
САTALYST
OH
OH
H,SO4
i)
CH;CHCHCH,CH2CH3 +
CH3CHCHCH,CH2CH3
140°С
CH3
CH3
[H]
j)
CH;CHCH,CH2CCH3
?
CH3
Transcribed Image Text:For each of the following reactions, draw the product(s). In addition, for those reactions that have a carbocation intermediate(s), draw its structure(s). NO REACTION is possible. CH3 CH3 [H] [O] а) CH3CHCH,CHCH2CH OH .CCH3 [0] b) CH3 CH;CH2CHCH,CH3 c) PCI3 + ? OH CH,CH3 H,SO4 H,SO4 250°С d) + H,O ? HO- 250°С CH3 CH3 OCHCH2CH3 ACID e) CH;CH2CH,ČCH3 + H,O ? САTALYST CH3 OÇHCH,CH3 CH3 SH SH [0] f) CH3CHCHOCH3 + CH3CHCHCH3 ? CH3 CH3 NAOH g) CH3CHCCHCH2CH3 CH3CHCCHCH2CH3 ? + САTALYST CH3 CH3 CH3 CH3 CH,CH Он ACID ОН ACID h) + CH3CHCH3 CH3CHCH3 ? САTALYST САTALYST OH OH H,SO4 i) CH;CHCHCH,CH2CH3 + CH3CHCHCH,CH2CH3 140°С CH3 CH3 [H] j) CH;CHCH,CH2CCH3 ? CH3
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